473-98-3 | Lup-20(29)-ene-3b,28-diol

Packsize	Purity	Availability	Price	Discounted Price
1g	98%	in stock	$39.00	$27.00
5g	98%	in stock	$53.00	$37.00
25g	98%	in stock	$196.00	$137.00
100g	98%	in stock	$724.00	$507.00
250g	98%	in stock	$1,682.00	$1,178.00

Description

• Catalog Number: AB51848
• Chemical Name: Lup-20(29)-ene-3b,28-diol
• CAS Number: 473-98-3
• Molecular Formula: C30H50O2
• Molecular Weight: 442.7168
• MDL Number: MFCD00016802
• SMILES: OC[C@@]12CC[C@H]([C@H]2[C@H]2[C@](CC1)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1CC2)(C)CC[C@@H](C3(C)C)O)C(=C)C
• NSC Number: 692218

Computed Properties

• Complexity: 786
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 10
• Heavy Atom Count: 32
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 2
• Rotatable Bond Count: 2
• XLogP3: 8.3

Literature

• Synthesis and biological investigation of new carbonic anhydrase IX (CAIX) inhibitors.

  Chemico-biological interactions 20180325

• Betulinyl Sulfamates as Anticancer Agents and Radiosensitizers in Human Breast Cancer Cells.

  International journal of molecular sciences 20151101

• Ionic derivatives of betulinic acid exhibit antiviral activity against herpes simplex virus type-2 (HSV-2), but not HIV-1 reverse transcriptase.

  Bioorganic & medicinal chemistry letters 20150815

• Isolation, Structural Modification, and HIV Inhibition of Pentacyclic Lupane-Type Triterpenoids from Cassine xylocarpa and Maytenus cuzcoina.

  Journal of natural products 20150522

• Simultaneous and dose dependent melanoma cytotoxic and immune stimulatory activity of betulin.

  PloS one 20150101

• Betulin derivatives impair Leishmania braziliensis viability and host-parasite interaction.

  Bioorganic & medicinal chemistry 20141101

• Disuccinyl betulin triggers metacaspase-dependent endonuclease G-mediated cell death in unicellular protozoan parasite Leishmania donovani.

  Antimicrobial agents and chemotherapy 20140401

• Screening and characterisation of antimicrobial properties of semisynthetic betulin derivatives.

  PloS one 20140101

• A novel one-step microbial transformation of betulin to betulinic acid catalysed by Cunninghamella blakesleeana.

  Food chemistry 20130101

• X-ray diffraction and infrared spectroscopy of N,N-dimethylformamide and dimethyl sulfoxide solvatomorphs of betulonic acid.

  Journal of pharmaceutical sciences 20121201

• Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.

  Bioorganic & medicinal chemistry 20121115

• A practical synthesis of betulonic acid using selective oxidation of betulin on aluminium solid support.

  Molecules (Basel, Switzerland) 20121009

• Effect of triterpene derivatives on the total hepatocyte count in the liver of rats with toxic hepatitis.

  Bulletin of experimental biology and medicine 20121001

• A key regulator of cholesterol homoeostasis, SREBP-2, can be targeted in prostate cancer cells with natural products.

  The Biochemical journal 20120901

• Source correlation of biomarkers in a mangrove ecosystem on Santa Catarina Island in southern Brazil.

  Anais da Academia Brasileira de Ciencias 20120901

• Extraction of betulin, trimyristin, eugenol and carnosic acid using water-organic solvent mixtures.

  Molecules (Basel, Switzerland) 20120803

• Betulin as an antitumor agent tested in vitro on A431, HeLa and MCF7, and as an angiogenic inhibitor in vivo in the CAM assay.

  Natural product communications 20120801

• Constituents of twig bark of pear cultivars (Pyrus species).

  Natural product communications 20120801

• Synthesis and cytotoxicity of lupane-type triterpenoid glyceryl esters.

  Bioorganic & medicinal chemistry letters 20120715

• Alkylidene branched lupane derivatives: synthesis and antitumor activity.

  European journal of medicinal chemistry 20120701

• Cytotoxic heterocyclic triterpenoids derived from betulin and betulinic acid.

  Bioorganic & medicinal chemistry 20120601

• In vitro cytotoxicity of cyclodextrin-bonded birch bark extract.

  Planta medica 20120601

• Chemical constituents of the ethyl acetate extract of Belamcanda chinensis (L.) DC roots and their antitumor activities.

  Molecules (Basel, Switzerland) 20120524

• Comparison of the triterpenoid content of berries and leaves of lingonberry Vaccinium vitis-idaea from Finland and Poland.

  Journal of agricultural and food chemistry 20120516

• Hydroxylation of the triterpenoid dipterocarpol with CYP106A2 from Bacillus megaterium.

  The FEBS journal 20120501

• [Chemical constituents of Dolomiaea souliei].

  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120501

• Synthesis and anti-HIV activity of lupane and olean-18-ene derivatives. Absolute configuration of 19,20-epoxylupanes by VCD.

  Journal of natural products 20120427

• Lupane-type pentacyclic triterpenes in Langmuir monolayers: a synchrotron radiation scattering study.

  Langmuir : the ACS journal of surfaces and colloids 20120320

• Distribution and expression characteristics of triterpenoids and OSC genes in white birch (Betula platyphylla suk.).

  Molecular biology reports 20120301

• A comparison investigation on the solubilization of betulin and betulinic acid in cyclodextrin derivatives.

  Natural product communications 20120301

• Fat-induced membrane cholesterol accrual provokes cortical filamentous actin destabilisation and glucose transport dysfunction in skeletal muscle.

  Diabetologia 20120201

• Simultaneous quantification of five marker compounds of Betula utilis stem bark using a validated high-performance thin-layer chromatography method.

  Journal of separation science 20120201

• Antiproliferative activity of Luehea candicans Mart. et Zucc. (Tiliaceae).

  Natural product research 20120101

• Study of the betulin molecule in a water environment; ab initio and molecular simulation calculations.

  Journal of molecular modeling 20120101

• Physico-chemical comparison of betulinic acid, betulin and birch bark extract and in vitro investigation of their cytotoxic effects towards skin epidermoid carcinoma (A431), breast carcinoma (MCF7) and cervix adenocarcinoma (HeLa) cell lines.

  Natural product research 20120101

• Triterpenes involved in the anti-inflammatory effect of ethanolic extract of Pterodon emarginatus Vogel stem bark.

  Journal of natural medicines 20120101

• Bioguided isolation of pentacyclic triterpenes from the leaves of Alstonia scholaris (Linn.) R. Br. growing in Egypt.

  Natural product research 20120101

• New icetexane diterpenes with intestinal α-glucosidase inhibitory and free-radical scavenging activity isolated from Premna tomentosa roots.

  Fitoterapia 20120101

• Cancer metabolism: current perspectives and future directions.

  Cell death & disease 20120101

• Effects of Corni fructus on ovalbumin-induced airway inflammation and airway hyper-responsiveness in a mouse model of allergic asthma.

  Journal of inflammation (London, England) 20120101

• Low-dose Cd induces hepatic gene hypermethylation, along with the persistent reduction of cell death and increase of cell proliferation in rats and mice.

  PloS one 20120101

• Nonsterol Triterpenoids as Major Constituents of Olea europaea.

  Journal of lipids 20120101

• Growth inhibition of human gynecologic and colon cancer cells by Phyllanthus watsonii through apoptosis induction.

  PloS one 20120101

• Selected Extracts of Chinese Herbal Medicines: Their Effect on NF-κB, PPARα and PPARγ and the Respective Bioactive Compounds.

  Evidence-based complementary and alternative medicine : eCAM 20120101

• Evaluation and differentiation of the Betulaceae birch bark species and their bioactive triterpene content using analytical FT-vibrational spectroscopy and GC-MS.

  Chemistry Central journal 20120101

• In vitro schistosomicidal activity of some brazilian cerrado species and their isolated compounds.

  Evidence-based complementary and alternative medicine : eCAM 20120101

• Lignans and triterpenes from the root of Pseuderanthemum carruthersii var. atropurpureum.

  Chemical & pharmaceutical bulletin 20120101

• Study of skin anti-ageing and anti-inflammatory effects of dihydroquercetin, natural triterpenoids, and their synthetic derivatives.

  Bioorganicheskaia khimiia 20120101

• CYP716A subfamily members are multifunctional oxidases in triterpenoid biosynthesis.

  Plant & cell physiology 20111201

• Cloning, expression, characterization and inhibition studies on trypanothione synthetase, a drug target enzyme, from Leishmania donovani.

  Biological chemistry 20111201

• Antifungal metabolites from the roots of Diospyros virginiana by overpressure layer chromatography.

  Chemistry & biodiversity 20111201

• Intrinsically microporous polyesters from betulin - toward renewable materials for gas separation made from birch bark.

  Macromolecular rapid communications 20111115

• Efficient synthesis of lupane-type saponins via gold(I)-catalyzed glycosylation with glycosyl ortho-alkynylbenzoates as donors.

  Organic letters 20111021

• Novel betulin derivatives as antileishmanial agents with mode of action targeting type IB DNA topoisomerase.

  Molecular pharmacology 20111001

• [Study on the triterpenoids from the fruits of Ligustrum lucidum].

  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20111001

• Improvement of the cytotoxicity and tumor selectivity of glycyrrhetinic acid by derivatization with bifunctional amino acids.

  Archiv der Pharmazie 20110801

• Birch bark extract as therapy for chronic hepatitis C--a pilot study.

  Phytomedicine : international journal of phytotherapy and phytopharmacology 20110715

• Toxicity of betulin derivatives and in vitro effect on promastigotes and amastigotes of Leishmania infantum and L. donovani.

  The Journal of antibiotics 20110701

• Lignans and other constituents from the roots of the Vietnamese medicinal plant Pseuderanthemum palatiferum.

  Planta medica 20110601

• Synthesis and evaluation of library of betulin derivatives against the botulinum neurotoxin A protease.

  Bioorganic & medicinal chemistry letters 20110415

• Lupane triterpenoids--betulin and betulinic acid derivatives induce apoptosis in tumor cells.

  Investigational new drugs 20110401

• Anti-angiogenic effects of betulinic acid administered in nanoemulsion formulation using chorioallantoic membrane assay.

  Journal of biomedical nanotechnology 20110401

• Allobetulin and its derivatives: synthesis and biological activity.

  Molecules (Basel, Switzerland) 20110314

• Betulin and betulinic acid attenuate ethanol-induced liver stellate cell activation by inhibiting reactive oxygen species (ROS), cytokine (TNF-α, TGF-β) production and by influencing intracellular signaling.

  Toxicology 20110227

• Hypoglycemic evaluation of a new triterpene and other compounds isolated from Euclea undulata Thunb. var. myrtina (Ebenaceae) root bark.

  Journal of ethnopharmacology 20110216

• Inhibition of SREBP by a small molecule, betulin, improves hyperlipidemia and insulin resistance and reduces atherosclerotic plaques.

  Cell metabolism 20110105

• Biotransformation optimization of betulin into betulinic acid production catalysed by cultured Armillaria luteo-virens Sacc ZJUQH100-6 cells.

  Journal of applied microbiology 20110101

• Pharmacological modulation of diacylglycerol-sensitive TRPC3/6/7 channels.

  Current pharmaceutical biotechnology 20110101

• Efficient synthesis and biological evaluation of epiceanothic acid and related compounds.

  Bioorganic & medicinal chemistry letters 20110101

• Synthesis, encapsulation and antitumor activity of new betulin derivatives.

  Archiv der Pharmazie 20110101

• Hypericum lanceolatum (Hypericaceae) as a potential source of new anti-malarial agents: a bioassay-guided fractionation of the stem bark.

  Malaria journal 20110101

• Antihistaminic effect of Bauhinia racemosa leaves.

  Journal of young pharmacists : JYP 20110101

• Prospective randomized clinical trial comparing phytotherapy with potassium citrate in management of minimal burden (≤8 mm) nephrolithiasis.

  Urology annals 20110101

• Nonalcoholic Fatty liver disease: focus on lipoprotein and lipid deregulation.

  Journal of lipids 20110101

• [Synthesis and antitumor activity of betulin, erythrodiol and uvaol aminopropoxy derivatives].

  Bioorganicheskaia khimiia 20110101

• Increased betulinic acid induced cytotoxicity and radiosensitivity in glioma cells under hypoxic conditions.

  Radiation oncology (London, England) 20110101

• 2D-QSAR model development and analysis on variant groups of anti-tuberculosis drugs.

  Bioinformation 20110101

• The prototype HIV-1 maturation inhibitor, bevirimat, binds to the CA-SP1 cleavage site in immature Gag particles.

  Retrovirology 20110101

• Betulin, betulinic acid and butein are inhibitors of acetaldehyde-induced activation of liver stellate cells.

  Pharmacological reports : PR 20110101

• Bioactive constituents and medicinal importance of genus Alnus.

  Pharmacognosy reviews 20110101

• Triterpenoids from Schleichera oleosa of Darjeeling Foothills and Their Antimicrobial Activity.

  Indian journal of pharmaceutical sciences 20110101

• Antimicrobial and antifungal activities of Cordia dichotoma (Forster F.) bark extracts.

  Ayu 20110101

• [Structural and functional characteristics of betulin derivatives].

  Antibiotiki i khimioterapiia = Antibiotics and chemoterapy [sic] 20110101

• Immunomodulatory effects of betulinic acid from the bark of white birch on mice.

  Journal of veterinary science 20101201

• Evaluation of chemical constituents and antinociceptive properties of Myricaria elegans Royle.

  Chemistry & biodiversity 20101201

• Effects of Phyllanthus reticulatus on lipid profile and oxidative stress in hypercholesterolemic albino rats.

  Indian journal of pharmacology 20101201

• Chemical constituents of the bark of Dipteryx alata vogel, an active species against Bothrops jararacussu venom.

  Molecules (Basel, Switzerland) 20101112

• [Advances in the study of structural modifications and biological activities of betulinic acids].

  Yao xue xue bao = Acta pharmaceutica Sinica 20101101

• 3β-Acet-oxy-lup-20(29)-en-28-yl 1H-1,2,4-tri-azole-1-carboxyl-ate.

  Acta crystallographica. Section E, Structure reports online 20101101

• Inhibitory effect of the natural product betulin and its derivatives against the intracellular bacterium Chlamydia pneumoniae.

  Biochemical pharmacology 20101015

• Synthesis, cytotoxicity and liposome preparation of 28-acetylenic betulin derivatives.

  Bioorganic & medicinal chemistry 20101015

• Topical treatment of necrotising herpes zoster with betulin from birch bark.

  Forschende Komplementarmedizin (2006) 20101001

• Targeting inflammatory pathways by triterpenoids for prevention and treatment of cancer.

  Toxins 20101001

• Conjugates of betulin derivatives with AZT as potent anti-HIV agents.

  Bioorganic & medicinal chemistry 20100901

• Synthesis and anticancer activity of novel betulinic acid and betulin derivatives.

  Archiv der Pharmazie 20100801

• Betulin and ursolic acid synthetic derivatives as inhibitors of Papilloma virus.

  Bioorganic & medicinal chemistry letters 20100715

• Cytotoxicity of artesunic acid homo- and heterodimer molecules toward sensitive and multidrug-resistant CCRF-CEM leukemia cells.

  Journal of medicinal chemistry 20100708

• Betulin induces mitochondrial cytochrome c release associated apoptosis in human cancer cells.

  Molecular carcinogenesis 20100701

• Xanthones, biflavanones and triterpenes from Pentadesma grandifolia (Clusiaceae): structural determination and bioactivity.

  Natural product communications 20100701

• 3β-Hy-droxy-lup-20(29)-en-28-yl 1H-imidazole-1-carboxyl-ate.

  Acta crystallographica. Section E, Structure reports online 20100701

• Synthesis and structure-activity relationship study of novel cytotoxic carbamate and N-acylheterocyclic bearing derivatives of betulin and betulinic acid.

  Bioorganic & medicinal chemistry 20100615

• Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100601

• Carbamate derivatives of betulinic acid and betulin with selective cytotoxic activity.

  Bioorganic & medicinal chemistry letters 20100601

• [Ethyl acetate-soluble chemical constituents from whole plants of Senecio chrysanthemoides].

  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100501

• [Studies on the triterpenoids constituents from Phyllodium elegans].

  Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20100501

• In vitro anticancer studies of alpha- and beta-D-glucopyranose betulin anomers.

  Chemico-biological interactions 20100429

• Antiprotozoal activity of betulinic acid derivatives.

  Phytomedicine : international journal of phytotherapy and phytopharmacology 20100401

• Synthesis and biological evaluation of antitumor-active gamma-butyrolactone substituted betulin derivatives.

  Bioorganic & medicinal chemistry 20100401

• A pentacyclic triterpene from Litchi chinensis.

  Natural product communications 20100401

• [Chemical constituents from fruits of Ligustrum lucidum].

  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20100401

• Synthesis of betulin derivatives and the determination of their relative lipophilicities using reversed-phase thin-layer chromatography.

  Biomedical chromatography : BMC 20100301

• Anti-HIV-1 and anti-inflammatory lupanes from the leaves, twigs, and resin of Garcinia hanburyi.

  Planta medica 20100301

• Anti-leishmanial activity of betulin derivatives.

  The Journal of antibiotics 20100301

• An anti-influenza component of the bark of Alnus japonica.

  Archives of pharmacal research 20100301

• Synthesis and anti-leishmanial activity of heterocyclic betulin derivatives.

  Bioorganic & medicinal chemistry 20100215

• Antimicrobial and cytotoxic constituents from leaves of Sapium baccatum.

  Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100201

• Synthesis and biological evaluation of antitumour-active betulin derivatives.

  Bioorganic & medicinal chemistry 20100201

• Structure-activity relationship study of betulinic acid, a novel and selective TGR5 agonist, and its synthetic derivatives: potential impact in diabetes.

  Journal of medicinal chemistry 20100114

• Analgesic and anti-inflammatory effects of Cassia siamea Lam. stem bark extracts.

  Journal of ethnopharmacology 20100108

• Triterpenes promote keratinocyte differentiation in vitro, ex vivo and in vivo: a role for the transient receptor potential canonical (subtype) 6.

  The Journal of investigative dermatology 20100101

• Synthesis of a molecularly imprinted polymer for the solid-phase extraction of betulin and betulinic acid from plane bark.

  Phytochemical analysis : PCA 20100101

• Molluscicides from some common medicinal plants of eastern Uttar Pradesh, India.

  Journal of applied toxicology : JAT 20100101

• [A one-step approach to the synthesis of germanicane triterpenoids from allobetulin].

  Bioorganicheskaia khimiia 20100101

• Possible fungistatic implications of betulin presence in betulaceae plants and their hymenochaetaceae parasitic fungi.

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20100101

• Prevention and treatment of intertrigo in large skin folds of adults: a systematic review.

  BMC nursing 20100101

• [Synthesis, modifications, and antimicrobial activity of the methylpiperazinyl amides of triterpenic acids].

  Bioorganicheskaia khimiia 20100101

• [Synthesis of new olean-18(19)-ene derivatives from allobetulin].

  Bioorganicheskaia khimiia 20100101

• Traditional herbal medicine in far-west Nepal: a pharmacological appraisal.

  Journal of ethnobiology and ethnomedicine 20100101

• Anti-inflammatory effects and possible mechanism of action of lupeol acetate isolated from Himatanthus drasticus (Mart.) Plumel.

  Journal of inflammation (London, England) 20100101

• [Synthesis of triterpenoid acylates - an effective reproduction inhibitors of influenza A (H1N1) and papilloma viruses].

  Bioorganicheskaia khimiia 20100101

• Diuretic and natriuretic activity of two mistletoe species in rats.

  Pharmacognosy research 20100101

• Triterpenes from Euphorbia rigida.

  Pharmacognosy research 20100101

• Hygrophila spinosa: A comprehensive review.

  Pharmacognosy reviews 20100101

• Trace quantification of 1-octacosanol and 1-triacontanol and their main metabolites in plasma by liquid-liquid extraction coupled with gas chromatography-mass spectrometry.

  Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20091215

• Pentacyclic triterpenes of the lupane, oleanane and ursane group as tools in cancer therapy.

  Planta medica 20091201

• Betulin elicits anti-cancer effects in tumour primary cultures and cell lines in vitro.

  Basic & clinical pharmacology & toxicology 20091201

• The hunt for natural skin whitening agents.

  International journal of molecular sciences 20091201

• Betulin-derived compounds as inhibitors of alphavirus replication.

  Journal of natural products 20091101

• Quantitative determination of steroids in the fruiting bodies and submerged-cultured mycelia of Inonotus obliquus.

  Se pu = Chinese journal of chromatography 20091101

• Bioactivity-guided isolation of cytotoxic constituents from stem-bark of Premna tomentosa.

  Bioorganic & medicinal chemistry letters 20091001

• Novel semisynthetic derivatives of betulin and betulinic acid with cytotoxic activity.

  Bioorganic & medicinal chemistry 20090901

• Chemical Constituents of the Roots of Euphorbia micractina.

  Journal of natural products 20090901

• Study on determination of pentacyclic triterpenoids in Chaenomeles by HPLC-ELSD.

  Journal of chromatographic science 20090901

• Antifungal activity of Eugenia umbelliflora against dermatophytes.

  Natural product communications 20090901

• [A novel azo-type compound from Dendrolobium triangulare].

  Yao xue xue bao = Acta pharmaceutica Sinica 20090901

• 19β,28-Ep-oxy-18α-olean-3β-ol.

  Acta crystallographica. Section E, Structure reports online 20090901

• Esters of betulin and betulinic acid with amino acids have improved water solubility and are selectively cytotoxic toward cancer cells.

  Bioorganic & medicinal chemistry letters 20090815

• Optimization of subcritical fluid extraction of bioactive compounds using Hansen solubility parameters.

  Journal of food science 20090801

• 3,28-Diacet-oxy-29-bromo-betulin.

  Acta crystallographica. Section E, Structure reports online 20090801

• Phytochemical analyses and gastroprotective effects of Eugenia umbelliflora (Myrtaceae) on experimental gastric ulcers.

  Natural product communications 20090701

• Triterpenoids from the roots of Pterospermum heterophyllum Hance.

  Journal of Asian natural products research 20090701

• Pentacyclic triterpene distribution in various plants - rich sources for a new group of multi-potent plant extracts.

  Molecules (Basel, Switzerland) 20090604

• Optimization of ultrasonic-assisted extraction (UAE) of betulin from white birch bark using response surface methodology.

  Ultrasonics sonochemistry 20090601

• Analysis of Salvia coccinea from Jamaican populations.

  Natural product communications 20090601

• Sustained release of microbicides by newly engineered vaginal rings.

  AIDS (London, England) 20090515

• Comparision of the cytotoxic effects of birch bark extract, betulin and betulinic acid towards human gastric carcinoma and pancreatic carcinoma drug-sensitive and drug-resistant cell lines.

  Molecules (Basel, Switzerland) 20090424

• Synthesis, cytotoxicity, and haemolytic activity of chacotrioside lupane-type neosaponins and their germanicane-type rearrangement products.

  Bioorganic & medicinal chemistry letters 20090415

• Synthesis and cytotoxicity of 2-cyano-28-hydroxy-lup-1-en-3-ones.

  Bioorganic & medicinal chemistry letters 20090415

• Haemolytic activity, cytotoxicity and membrane cell permeabilization of semi-synthetic and natural lupane- and oleanane-type saponins.

  Bioorganic & medicinal chemistry 20090301

• Treatment of actinic keratoses with a novel betulin-based oleogel. A prospective, randomized, comparative pilot study.

  Journal der Deutschen Dermatologischen Gesellschaft = Journal of the German Society of Dermatology : JDDG 20090201

• Anti-cancer effect of Betulin on a human lung cancer cell line: a pharmacoproteomic approach using 2 D SDS PAGE coupled with nano-HPLC tandem Mass Spectrometry.

  Planta medica 20090201

• Efficacy and mechanism of action of KHBJ-9B, a new herbal medicine, and its major compound triterpenoids in human cartilage culture and in a rabbit model of collagenase-induced osteoarthritis.

  International immunopharmacology 20090201

• Identification and isolation of pharmacologically active triterpenes in Betuale cortex, Betula pendula Roth., Betulaceae.

  Bosnian journal of basic medical sciences 20090201

• Analysis of pentacyclic triterpenes by LC-MS. A comparative study between APCI and APPI.

  Journal of mass spectrometry : JMS 20090101

• Synthesis and cytotoxicity of bidesmosidic betulin and betulinic acid saponins.

  Journal of natural products 20090101

• Analgesic and anti-inflammatory activities of Torenia concolor Lindley var. formosana Yamazaki and betulin in mice.

  The American journal of Chinese medicine 20090101

• Betulin is a potent anti-tumor agent that is enhanced by cholesterol.

  PloS one 20090101

• [Synthesis of olean-18(19)-ene derivatives from betulin].

  Bioorganicheskaia khimiia 20090101

• [New betulin derivatives in combination with rimantadine for inhibition of influenza virus reproduction].

  Antibiotiki i khimioterapiia = Antibiotics and chemoterapy [sic] 20090101

• A preliminary pharmacokinetic study of betulin, the main pentacyclic triterpene from extract of outer bark of birch (Betulae alba cortex).

  Molecules (Basel, Switzerland) 20081218

• Identification of new molecules extracted from Quercus suber L. cork.

  Comptes rendus biologies 20081101

• Betulin binds to gamma-aminobutyric acid receptors and exerts anticonvulsant action in mice.

  Pharmacology, biochemistry, and behavior 20081001

• Interaction of the globular domain of human C1q with Salmonella typhimurium lipopolysaccharide.

  Biochimica et biophysica acta 20080901

• Comparison with various parts of Broussonetia papyrifera as to the antinociceptive and anti-inflammatory activities in rodents.

  Bioscience, biotechnology, and biochemistry 20080901

• [Studies on chemical constituents from roots of Pterospermum heterophyllum].

  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20080801

• Naturally occurring pentacyclic triterpenes as inhibitors of glycogen phosphorylase: synthesis, structure-activity relationships, and X-ray crystallographic studies.

  Journal of medicinal chemistry 20080626

• Investigation of Indian diospyros species for antiplasmodial properties.

  Evidence-based complementary and alternative medicine : eCAM 20080601

• Betulinic Acid for cancer treatment and prevention.

  International journal of molecular sciences 20080601

• Synthesis of lupane-type saponins bearing mannosyl and 3,6-branched trimannosyl residues and their evaluation as anticancer agents.

  Carbohydrate research 20080505

• alpha-Glucosidase inhibitory activity of triterpenoids from Cichorium intybus.

  Journal of natural products 20080501

• The use of primary hepatocytes from brown trout (Salmo trutta lacustris) and the fish cell lines RTH-149 and ZF-L for in vitro screening of (anti)estrogenic activity of wood extractives.

  Toxicology in vitro : an international journal published in association with BIBRA 20080401

• Potential anti-tumor-promoting activity of 3alpha-hydroxy-D:A-friedooleanan-2-one from the stem bark of Mallotus philippensis.

  Planta medica 20080301

• Effects of the wood extractives dehydroabietic acid and betulinol on reproductive physiology of zebrafish (Danio rerio)-a two-generation study.

  Aquatic toxicology (Amsterdam, Netherlands) 20080218

• Tyrosinase inhibitors and sesquiterpene diglycosides from Guioa villosa.

  Planta medica 20080101

• An ethnobotanical study of medicinal plants in Mana Angetu district, southeastern Ethiopia.

  Journal of ethnobiology and ethnomedicine 20080101

• [Transformation of betulin diacetate by the Prins reaction].

  Bioorganicheskaia khimiia 20080101

• In vivo screening of antimalarial activity of Acacia mellifera (Benth) (Leguminosae) on Plasmodium berghei in mice.

  African journal of traditional, complementary, and alternative medicines : AJTCAM 20080101

• Synthesis and structure-activity relationship study of cytotoxic germanicane- and lupane-type 3beta-O-monodesmosidic saponins starting from betulin.

  Bioorganic & medicinal chemistry 20070915

• Reciprocal regulation of endothelial nitric-oxide synthase and NADPH oxidase by betulinic acid in human endothelial cells.

  The Journal of pharmacology and experimental therapeutics 20070801

• Antitrypanosomal activity of triterpenoids and sterols from the leaves of Strychnos spinosa and related compounds.

  Journal of natural products 20070801

• Antimicrobial activity of oleanolic acid from Salvia officinalis and related compounds on vancomycin-resistant enterococci (VRE).

  Biological & pharmaceutical bulletin 20070601

• Selective inhibition of the interaction of C1q with immunoglobulins and the classical pathway of complement activation by steroids and triterpenoids sulfates.

  Bioorganic & medicinal chemistry 20070515

• In vitro evaluation of the cytotoxic and trypanocidal activities of Ampelozizyphus amazonicus (Rhamnaceae).

  Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas 20070501

• Triterpenoid pyrazines and benzopyrazines with cytotoxic activity.

  Journal of natural products 20070401

• A new benzofuranone and anti-HIV constituents from the stems of Rhus chinensis.

  Planta medica 20070301

• Two new flavanone glycosides of Jasminum lanceolarium and their anti-oxidant activities.

  Chemical & pharmaceutical bulletin 20070301

• Simultaneous determination of betulin and betulinic acid in white birch bark using RP-HPLC.

  Journal of pharmaceutical and biomedical analysis 20070219

• Ethnobotanical remarks on Central and Southern Italy.

  Journal of ethnobiology and ethnomedicine 20070101

• Betulin binds to melanocortin receptors and antagonizes alpha-melanocyte stimulating hormone induced cAMP generation in mouse melanoma cells.

  Cell biochemistry and function 20070101

• Phytochemical and antinociceptive properties of Matayba elaeagnoides Radlk. barks.

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101

• A quantitative synthesis of the medicinal ethnobotany of the Malinké of Mali and the Asháninka of Peru, with a new theoretical framework.

  Journal of ethnobiology and ethnomedicine 20070101

• [Effect of nitrogen-containing derivatives of the plant triterpenes betulin and glycyrrhetic acid on the growth of MT-4, MOLT-4, CEM, and Hep G2 tumor cells].

  Bioorganicheskaia khimiia 20070101

• Physical, chemical and pharmacological characterization of a new oleogel-forming triterpene extract from the outer bark of birch (betulae cortex).

  Planta medica 20061201

• Glycosidation of lupane-type triterpenoids as potent in vitro cytotoxic agents.

  Bioorganic & medicinal chemistry 20061001

• Boc-lysinated-betulonic acid: a potent, anti-prostate cancer agent.

  Bioorganic & medicinal chemistry 20060915

• Triterpenic and other lipophilic components from industrial cork byproducts.

  Journal of agricultural and food chemistry 20060906

• Pharmacological properties of the ubiquitous natural product betulin.

  European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20060901

• Structure-activity relationships of triterpenoid saponins on fruiting body induction in Pleurotus ostreatus.

  Bioscience, biotechnology, and biochemistry 20060801

• Streblus asper Lour. (Shakhotaka): A Review of its Chemical, Pharmacological and Ethnomedicinal Properties.

  Evidence-based complementary and alternative medicine : eCAM 20060601

• Activity of lupane triterpenoids from Maytenus species as inhibitors of nitric oxide and prostaglandin E2.

  Bioorganic & medicinal chemistry 20060301

• Protection of betulin against cadmium-induced apoptosis in hepatoma cells.

  Toxicology 20060301

• Acyl-CoA: cholesterol acyltransferase inhibitors from Ilex macropoda.

  Archives of pharmacal research 20060301

• Antiproliferative terpenoids from almond hulls (Prunus dulcis): identification and structure-activity relationships.

  Journal of agricultural and food chemistry 20060208

• [Treatment of actinic keratoses with birch bark extract: a pilot study].

  Journal der Deutschen Dermatologischen Gesellschaft = Journal of the German Society of Dermatology : JDDG 20060201

• [Antimycobacterial activity of a dry birch bark extract on a model of experimental pulmonary tuberculosis].

  Problemy tuberkuleza i boleznei legkikh 20060101

• Chemical study of triterpenoid resinous materials in archaeological findings by means of direct exposure electron ionisation mass spectrometry and gas chromatography/mass spectrometry.

  Rapid communications in mass spectrometry : RCM 20060101

• A disease epidemic on Zizyphus mucronata in the Kruger National Park caused by Coniodictyum chevalieri.

  Studies in mycology 20060101

• Lupane-triterpenes from Bupleurum flavum.

  Natural product research 20051201

• Correlation of cytotoxic activity of betulinines and their hydroxy analogues.

  Bioorganic & medicinal chemistry letters 20051001

• Unusual naphthoquinones, catechin and triterpene from Byrsonima microphylla.

  Phytochemistry 20051001

• [Chemical constituents from the mangrove plant Ceriops tagal].

  Yao xue xue bao = Acta pharmaceutica Sinica 20051001

• Lupane triterpenoids from Maytenus species.

  Journal of natural products 20050701

• Synthesis of phthalates of betulinic acid and betulin with cytotoxic activity.

  Bioorganic & medicinal chemistry 20050516

• Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with bis-sulfamates.

  Bioorganic & medicinal chemistry letters 20050201

• Three new triterpenes from Nerium oleander and biological activity of the isolated compounds.

  Journal of natural products 20050201

• Two diterpenes and three diterpene glucosides from Phlogacanthus curviflorus.

  Journal of natural products 20050101

• [Synthesis and antitumor activity of cyclopropane derivatives of betulinic and betulonic acids].

  Bioorganicheskaia khimiia 20050101

• Protective effects of betulin and betulinic acid against ethanol-induced cytotoxicity in HepG2 cells.

  Pharmacological reports : PR 20050101

• [Interferon-inducing properties of dry birch bark extract and its effect on experimental infection caused by hepatitis C virus].

  Voprosy virusologii 20050101

• 3-O-Glutaryl-dihydrobetulin and related monoacyl derivatives as potent anti-HIV agents.

  Bioorganic & medicinal chemistry letters 20041206

• Effects of ursolic acid, betulin and sulfur-containing compounds on mucin release from airway goblet cells.

  Planta medica 20041201

• Potential anti-tumor promoting activity of lupane-type triterpenoids from the stem bark of Glochidion zeylanicum and Phyllanthus flexuosus.

  Planta medica 20041201

• The synergistic effects of betulin with acyclovir against herpes simplex viruses.

  Antiviral research 20041101

• Antibacterial activity of naphthoquinones and triterpenoids from Euclea natalensis root bark.

  Journal of natural products 20041101

• Furanolabdane diterpenes from Hypoestes purpurea.

  Journal of natural products 20041101

• In vitro androgenicity in pulp and paper mill effluents.

  Environmental toxicology 20041001

• Apoptotic activity of betulinic acid derivatives on murine melanoma B16 cell line.

  European journal of pharmacology 20040913

• Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia.

  Journal of natural products 20040701

• Antitubercular constituents of Valeriana laxiflora.

  Planta medica 20040601

• Effects of the wood extractive betulinol and 17beta-oestradiol on reproduction in zebrafish, Danio rerio (Hamilton)--complications due to a bacterial infection.

  Journal of fish diseases 20040501

• Cytotoxic lupane-type triterpenoids from Acacia mellifera.

  Phytochemistry 20040401

• Four new triterpenoids from Maytenus ilicifolia.

  Journal of natural products 20040301

• Erythrocyte membrane modifying agents and the inhibition of Plasmodium falciparum growth: structure-activity relationships for betulinic acid analogues.

  Bioorganic & medicinal chemistry 20040102

• New prenylated isoflavanones and other constituents of Lespedeza bicolor.

  Fitoterapia 20040101

• Prolyl endopeptidase inhibitors from Syzygium samarangense (Blume) Merr. & L. M. Perry.

  Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101

• Determination of betulin in Grewia tiliaefolia by HPTLC.

  Journal of separation science 20040101

• New lupane derived compounds with pro-apoptotic activity in cancer cells: synthesis and structure-activity relationships.

  Journal of medicinal chemistry 20031204

• Triterpenoids from the stembark of Pyrus communis.

  Natural product research 20031201

• Antimicrobial activity and constituents of Coccoloba acrostichoides.

  Fitoterapia 20031201

• Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells.

  Chemical & pharmaceutical bulletin 20031101

• Antiviral activity of betulin, betulinic and betulonic acids against some enveloped and non-enveloped viruses.

  Fitoterapia 20030701

• New cytotoxic lupane triterpenoids from the twigs of Coussarea paniculata.

  Journal of natural products 20030301

• Natural anti-HIV agents. Part IV. Anti-HIV constituents from Vatica cinerea.

  Journal of natural products 20030201

• Cytotoxic triterpenes from the twigs of Celtis philippinensis.

  Phytochemistry 20030101

• New triterpenoids from Gentiana lutea.

  Chemical & pharmaceutical bulletin 20030101

• Differential effect of betulin and betulinic acid on cytokine production in human whole blood cell cultures.

  Polish journal of pharmacology 20030101

• Effect of three triterpenoids, lupeol, betulin, and betulinic acid on the stimulus-induced superoxide generation and tyrosyl phosphorylation of proteins in human neutrophils.

  Clinica chimica acta; international journal of clinical chemistry 20021101

• Screening of ubiquitous plant constituents for COX-2 inhibition with a scintillation proximity based assay.

  Journal of natural products 20021101

• Synthesis of betulin derivatives and their protective effects against the cytotoxicity of cadmium.

  Bioorganic & medicinal chemistry 20021001

• Pentacyclic triterpenoids from Ilex macropoda.

  Archives of pharmacal research 20021001

• [Study on chemical constituents of rhizome of Anemone raddeana].

  Yao xue xue bao = Acta pharmaceutica Sinica 20020901

• Diterpenoids from the stem bark of Croton zambesicus.

  Phytochemistry 20020601

• Preparation of a 24-nor-1,4-dien-3-one triterpene derivative from betulin: a new route to 24-nortriterpene analogues.

  The Journal of organic chemistry 20020503

• Differentiation- and apoptosis-inducing activities by pentacyclic triterpenes on a mouse melanoma cell line.

  Journal of natural products 20020501

• Relationships between molecular properties and antimycobacterial activities of steroids.

  Natural product letters 20020401

• Microbial transformations of two lupane-type triterpenes and anti-tumor-promoting effects of the transformation products.

  Journal of natural products 20020301

• [Synthesis and pharmacological activity of betulin dinicotinate].

  Bioorganicheskaia khimiia 20020101

• Screening of triterpenoids isolated from Phyllanthus flexuosus for DNA topoisomerase inhibitory activity.

  Journal of natural products 20011201

• Ethnopharmacology and bioinformatic combination for leads discovery: application to phospholipase A(2) inhibitors.

  Phytochemistry 20011101

• Antimycobacterial plant terpenoids.

  Planta medica 20011101

• Chemical characterization of fine particle emissions from fireplace combustion of woods grown in the northeastern United States.

  Environmental science & technology 20010701

• Inhibitory effects of triterpenoids and sterols on human immunodeficiency virus-1 reverse transcriptase.

  Lipids 20010501

• Constituents of Asteracantha longifolia.

  Fitoterapia 20010201

• 3,28-Di-O-(dimethylsuccinyl)-betulin isomers as anti-HIV agents.

  Bioorganic & medicinal chemistry letters 20010122

• Anti-AIDS agents. 34. Synthesis and structure-activity relationships of betulin derivatives as anti-HIV agents.

  Journal of medicinal chemistry 19981105

• Anti-AIDS agents. 32. Synthesis and anti-HIV activity of betulin derivatives.

  Bioorganic & medicinal chemistry letters 19980519

• Anti-AIDS agents, 11. Betulinic acid and platanic acid as anti-HIV principles from Syzigium claviflorum, and the anti-HIV activity of structurally related triterpenoids.

  Journal of natural products 19940201

• Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.

  Journal of natural products 19910101

• Screening for new compounds with antiherpes activity.

  Antiviral research 19841001