13220-57-0 | Tryptanthrin

Packsize	Purity	Availability	Price	Discounted Price
5mg	97%	in stock	$15.00	$10.00
10mg	97%	in stock	$18.00	$12.00
50mg	97%	in stock	$25.00	$17.00
100mg	97%	in stock	$39.00	$27.00
1g	97%	in stock	$51.00	$36.00
5g	97%	in stock	$180.00	$126.00
25g	97%	in stock	$783.00	$548.00
100g	97%	in stock	$1,957.00	$1,370.00

Description

• Catalog Number: AA46964
• Chemical Name: Tryptanthrin
• CAS Number: 13220-57-0
• Molecular Formula: C15H8N2O2
• Molecular Weight: 248.2362
• MDL Number: MFCD00012073
• SMILES: O=C1c2nc3ccccc3c(=O)n2-c2c1cccc2
• NSC Number: 349447

Computed Properties

• Complexity: 471
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 19
• Hydrogen Bond Acceptor Count: 3
• XLogP3: 2.1

Literature

• Aryl Hydrocarbon Receptor Activation Synergistically Induces Lipopolysaccharide-Mediated Expression of Proinflammatory Chemokine (c-c motif) Ligand 20.

  Toxicological sciences : an official journal of the Society of Toxicology 20151101

• Tryptanthrin induces growth inhibition and neuronal differentiation in the human neuroblastoma LA-N-1 cells.

  Chemico-biological interactions 20130425

• Design, synthesis, and structure-activity relationship studies of tryptanthrins as antitubercular agents.

  Journal of natural products 20130322

• Tryptanthrin derivatives as Toxoplasma gondii inhibitors--structure-activity-relationship of the 6-position.

  Bioorganic & medicinal chemistry letters 20130215

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

  Bioorganic & medicinal chemistry 20121115

• Malassezia-derived indoles activate the aryl hydrocarbon receptor and inhibit Toll-like receptor-induced maturation in monocyte-derived dendritic cells.

  The British journal of dermatology 20120901

• Synthesis of benzo-annulated tryptanthrins and their biological properties.

  Bioorganic & medicinal chemistry 20120815

• Alkaloids from the root of Isatis indigotica.

  Journal of natural products 20120622

• On the inhibition of 5-lipoxygenase product formation by tryptanthrin: mechanistic studies and efficacy in vivo.

  British journal of pharmacology 20120201

• Tryptanthrin-loaded nanoparticles for delivery into cultured human breast cancer cells, MCF7: the effects of solid lipid/liquid lipid ratios in the inner core.

  Chemical & pharmaceutical bulletin 20110101

• Proliferation-attenuating and apoptosis-inducing effects of tryptanthrin on human chronic myeloid leukemia K562 cell line in vitro.

  International journal of molecular sciences 20110101

• Transport characteristics of tryptanthrin and its inhibitory effect on P-gp and MRP2 in Caco-2 cells.

  Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20110101

• Cytotoxicity and reversal of multidrug resistance by tryptanthrin-derived indoloquinazolines.

  Acta pharmacologica Sinica 20100201

• 2-Aminotryptanthrin derivative with pyrene as a FRET-based fluorescent chemosensor for Al3+.

  Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20091201

• Downregulation of GSTpi expression by tryptanthrin contributing to sensitization of doxorubicin-resistant MCF-7 cells through c-jun NH2-terminal kinase-mediated apoptosis.

  Anti-cancer drugs 20090601

• Inhibition of Toxoplasma gondii by indirubin and tryptanthrin analogs.

  Antimicrobial agents and chemotherapy 20081201

• Isolation, structure elucidation, and synthesis of cytotoxic tryptanthrin analogues from Phaius mishmensis.

  Journal of natural products 20080701

• One-pot synthesis of simple alkaloids: 2,3-polymethylene-4(3H)-quinazolinones, luotonin A, tryptanthrin, and rutaecarpine.

  Chemical & pharmaceutical bulletin 20080401

• Recent patent reviews on small molecule-based antimalarial drugs.

  Recent patents on anti-infective drug discovery 20071101

• Identification of a tryptanthrin metabolite in rat liver microsomes by liquid chromatography/electrospray ionization-tandem mass spectrometry.

  Biological & pharmaceutical bulletin 20071001

• Tryptanthrin inhibits MDR1 and reverses doxorubicin resistance in breast cancer cells.

  Biochemical and biophysical research communications 20070622

• Specific stabilization of DNA triple helices by indolo[2,1-b]quinazolin-6,12-dione derivatives.

  Bioorganic & medicinal chemistry letters 20070315

• Quantification of active principles and pigments in leaf extracts of Isatis tinctoria by HPLC/UV/MS.

  Planta medica 20070201

• Radical reactions with 3H-quinazolin-4-ones: synthesis of deoxyvasicinone, mackinazolinone, luotonin A, rutaecarpine and tryptanthrin.

  Organic & biomolecular chemistry 20070107

• Microsphere-based protease assays and screening application for lethal factor and factor Xa.

  Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

• Anti-inflammatory and antiallergic activity in vivo of lipophilic Isatis tinctoria extracts and tryptanthrin.

  Planta medica 20060501

• [Studies on chemical constituents in leaf of Isatis indigotica].

  Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20051001

• HPLC based activity profiling for 5-lipoxygenase inhibitory activity in Isatis tinctoria leaf extracts.

  Fitoterapia 20050601

• Inhibition of hepatocyte growth factor induction in human dermal fibroblasts by tryptanthrin.

  Biological & pharmaceutical bulletin 20050201

• Prevention of experimentally induced irritant contact dermatitis by extracts of Isatis tinctoria compared to pure tryptanthrin and its impact on UVB-induced erythema.

  Planta medica 20040501

• A comparative study on the skin penetration of pure tryptanthrin and tryptanthrin in Isatis tinctoria extract by dermal microdialysis coupled with isotope dilution ESI-LC-MS.

  Planta medica 20030501

• Inhibitory activity of tryptanthrin on prostaglandin and leukotriene synthesis.

  Planta medica 20021001

• Novel indolo[2,1-b]quinazoline analogues as cytostatic agents: synthesis, biological evaluation and structure-activity relationship.

  Bioorganic & medicinal chemistry letters 20020902

• Analysis of stereoelectronic properties, mechanism of action and pharmacophore of synthetic indolo[2,1-b]quinazoline-6,12-dione derivatives in relation to antileishmanial activity using quantum chemical, cyclic voltammetry and 3-D-QSAR CATALYST procedures.

  Bioorganic & medicinal chemistry 20020601

• The natural plant product tryptanthrin ameliorates dextran sodium sulfate-induced colitis in mice.

  International immunopharmacology 20020301

• Quantitative determination of the dual COX-2/5-LOX inhibitor tryptanthrin in Isatis tinctoria by ESI-LC-MS.

  Planta medica 20020201

• Identification and isolation of the cyclooxygenase-2 inhibitory principle in Isatis tinctoria.

  Planta medica 20010701

• Cell differentiation and apoptosis of monocytic and promyelocytic leukemia cells (U-937 and HL-60) by tryptanthrin, an active ingredient of Polygonum tinctorium Lour.

  Pathology international 20010501

• Antibacterial action of tryptanthrin and kaempferol, isolated from the indigo plant (Polygonum tinctorium Lour.), against Helicobacter pylori-infected Mongolian gerbils.

  Journal of gastroenterology 20010101

• Prevention of azoxymethane-induced intestinal tumors by a crude ethyl acetate-extract and tryptanthrin extracted from Polygonum tinctorium Lour.

  Anticancer research 20010101