BE-19412A

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Category Antibiotics
Catalog number BBF-03229
CAS 173774-90-8
Molecular Weight 535.93
Molecular Formula C28H22ClNO8

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Description

BE-19412A is an antitumor antibiotic extracted from the culture medium of Streptomyces sp. A19412. It is toxic to mouse and human tumor cells such as P388, Ehrlich, DLD-1, PC-13, MKN-45 and Colon 26, with IC50 of 0.9-5.4 μg/mL, and can prolong the survival time of CDF1 mice with Ehrlich cancer.

Specification

Synonyms LS-94141
IUPAC Name 20-chloro-1,17,19,21-tetrahydroxy-3-methoxy-7,24-dimethyl-6-azahexacyclo[12.12.0.02,11.04,9.016,25.018,23]hexacosa-2(11),3,7,9,16,18,20,22,24-nonaene-5,15,26-trione
Canonical SMILES CC1=CC2=CC3=C(C(=C2C(=O)N1)OC)C4(C(CC3)C(=O)C5=C(C6=C(C(=C(C=C6C(=C5C4=O)C)O)Cl)O)O)O
InChI InChI=1S/C28H22ClNO8/c1-9-6-12-7-11-4-5-14-22(32)19-16(10(2)13-8-15(31)21(29)24(34)18(13)23(19)33)26(35)28(14,37)20(11)25(38-3)17(12)27(36)30-9/h6-8,14,31,33-34,37H,4-5H2,1-3H3,(H,30,36)
InChI Key YFSXWCSVEGSUER-UHFFFAOYSA-N

Properties

Appearance Greyish-green Powder
Antibiotic Activity Spectrum neoplastics (Tumor)
Boiling Point 862.5±65.0°C at 760 mmHg
Density 1.6±0.1 g/cm3

Reference Reading

1. A new antitumor antibiotic, BE-19412A, produced by a streptomycete
M Tsukamoto, S Nakajima, H Arakawa, Y Sugiura, H Suzuki, M Hirayama, S Kamiya, Y Teshima, H Kondo, K Kojiri, H Suda J Antibiot (Tokyo). 1998 Oct;51(10):908-14. doi: 10.7164/antibiotics.51.908.
A new antitumor substance, designated BE-19412A, was isolated from the culture broth of Streptomyces sp. A19412. The active principle was extracted from the mycelium by methanol and purified by Silica gel and Sephadex LH-20 column chromatographies. BE-19412B was prepared by methylation of BE-19412A. BE-19412A and B exhibited cytotoxic activity against murine and human tumor cell lines. BE-19412A prolonged the survival of CDF1 mice bearing i.p. implanted Ehrlich carcinoma cells.

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