Duocarmycin A

Duocarmycin A, which is one of well-known antitumor antibiotics, is a DNA alkylator and efficiently alkylates adenine N3 at the 3′ end of AT-rich sequences in the DNA. Duocarmycin A, as a chemotherapeutic agent, results HLC-2 cells typically apoptotic changes, including chromatin condensation, sub-G1 accumulation in DNA histogram pattern, and decrease in procaspase-3 and 9 levels.

Product information

CAS Number: 118292-34-5

Molecular Weight: 507.49

Formula: C26H25N3O8

Chemical Name: methyl (1R, 4R, 12S)-4-methyl-3, 7-dioxo-10-(5, 6, 7-trimethoxy-1H-indole-2-carbonyl)-5, 10-diazatetracyclo[7.4.0.0, .0, ]trideca-2(6), 8-diene-4-carboxylate

Smiles: C[C@]1(NC2=C(C1=O)[C@@]13C[C@@H]1CN(C3=CC2=O)C(=O)C1=CC2=CC(OC)=C(OC)C(OC)=C2N1)C(=O)OC

InChiKey: AZVARJHZBXHUSO-DZQVEHCYSA-N

InChi: InChI=1S/C26H25N3O8/c1-25(24(33)37-5)22(31)17-19(28-25)14(30)8-16-26(17)9-12(26)10-29(16)23(32)13-6-11-7-15(34-2)20(35-3)21(36-4)18(11)27-13/h6-8,12,27-28H,9-10H2,1-5H3/t12-,25-,26+/m1/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

References:

1. Hirota M, et al. Distamycin A enhances the cytotoxicity of duocarmycin A and suppresses duocarmycin A-induced apoptosis in human lung carcinoma cells. Int J Biochem Cell Biol. 2007;39(5):988-96.
2. Takahashi I, Takahashi K, Ichimura M, Morimoto M, Asano K, Kawamoto I, Tomita F, Nakano H. Duocarmycin A, a new antitumor antibiotic from Streptomyces. J Antibiot (Tokyo). 1988 Dec;41(12):1915-7.

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