SML0310
Tryptanthrin
≥98% (HPLC)
Synonym(s):
Couroupitine A, Indolo(2,1-b)quinazoline-6,12-dione, NSC 349447, Tryptanthrine
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About This Item
Empirical Formula (Hill Notation):
C15H8N2O2
CAS Number:
Molecular Weight:
248.24
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Quality Level
assay
≥98% (HPLC)
form
powder
storage condition
protect from light
color
faintly yellow to dark yellow
solubility
DMSO: 2 mg/mL (warmed)
storage temp.
2-8°C
SMILES string
O=C1C2=NC3=CC=CC=C3C(N2C4=C1C=CC=C4)=O
InChI
1S/C15H8N2O2/c18-13-10-6-2-4-8-12(10)17-14(13)16-11-7-3-1-5-9(11)15(17)19/h1-8H
InChI key
VQQVWGVXDIPORV-UHFFFAOYSA-N
Biochem/physiol Actions
Tryptanthrin is a plant alkaloid with anti-inflammatory and anti cancer activities.
Tryptanthrin is a plant alkaloid with anti-inflammatory and anti cancer activities. Tryptanthrin blocks leukotriene production in neutrophils and in whole blood assays, and in an in vivo rat pleurisy model. The compound also inhibits P-glycoprotein, and sensitizes resistant cancer cell lines to killing by cytotoxic agents.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Quantification of active principles and pigments in leaf extracts of Isatis tinctoria by HPLC/UV/MS.
Tobias Mohn et al.
Planta medica, 73(2), 151-156 (2007-01-20)
An HPLC method has been developed and validated for the quantification of the pharmacologically active principles tryptanthrin (1), 1,3-dihydro-3-[(4-hydroxy-3,5-dimethoxyphenyl)methylene]-2 H-indol-2-one (indolinone) (3), indirubin (4), alpha-linolenic acid (2), and indigo (5), an isomer of indirubin, in extracts from the traditional anti-inflammatory
Sung-Tsai Yu et al.
Biochemical and biophysical research communications, 358(1), 79-84 (2007-05-08)
Development of agents to overcome multidrug resistance (MDR) is important in cancer chemotherapy. Up to date, few chemicals have been reported to down-regulate MDR1 gene expression. We evaluated the effect of tryptanthrin on P-glycoprotein (P-gp)-mediated MDR in a breast cancer
Hui-Man Cheng et al.
BMC complementary and alternative medicine, 17(1), 439-439 (2017-09-04)
Indigo naturalis is a Traditional Chinese Medicine (TCM) ingredient long-recognized as a therapy for several inflammatory conditions, including psoriasis. However, its mechanism is unknown due to lack of knowledge about the responsible chemical entity. We took a different approach to
Chen-Wei Jao et al.
Journal of natural products, 71(7), 1275-1279 (2008-05-30)
Bioassay-guided chromatographic separation of the cytotoxic MeOH extract of Phaius mishmensis led to the isolation of two known and six new indoloquinazolinones, phaitanthrins A-E (1-5) and methylisatoid (6). The structures of the new compounds were elucidated by spectroscopic analysis. Phaitanthrin
Sung-tsai Yu et al.
Acta pharmacologica Sinica, 31(2), 259-264 (2010-02-09)
To evaluate the effects and elucidate the mechanisms of a series of indoloquinazolines as novel anticancer agents. Condensation of the substituted isatoic anhydride with the substituted isatin was performed to prepare compounds 1-4, followed by adding malononitrile to prepare compounds
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