Dienomycin B

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Dienomycin B
Category Antibiotics
Catalog number BBF-01393
CAS 27542-55-8
Molecular Weight 285.38
Molecular Formula C18H23NO2

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Description

It is produced by the strain of Streptomyces sp. MC 67-C1. Dienomycin B has weak antibacterial activity.

Specification

Synonyms Acetic acid (2R,3S,4S)-3-methyl-2-((1E,3E)-4-phenyl-buta-1,3-dienyl)-piperidin-4-yl ester
IUPAC Name [3-methyl-2-[(1E,3E)-4-phenylbuta-1,3-dienyl]piperidin-4-yl] acetate
Canonical SMILES CC1C(CCNC1C=CC=CC2=CC=CC=C2)OC(=O)C
InChI InChI=1S/C18H23NO2/c1-14-17(19-13-12-18(14)21-15(2)20)11-7-6-10-16-8-4-3-5-9-16/h3-11,14,17-19H,12-13H2,1-2H3/b10-6+,11-7+
InChI Key SUEACSZSOBUHPC-JMQWPVDRSA-N

Properties

Appearance Colorless Acicular Crystalline
Melting Point 280-281°C

Reference Reading

1. Structures of trienomycins A, B and C, novel cytocidal ansamycin antibiotics
S Funayama, K Okada, K Iwasaki, K Komiyama, I Umezawa J Antibiot (Tokyo). 1985 Dec;38(12):1677-83. doi: 10.7164/antibiotics.38.1677.
The structures of novel antibiotics, trienomycins A, B and C produced by Streptomyces sp. No. 83-16, have been determined on the basis of their spectroscopical and chemical properties. Trienomycins are unique ansamycin antibiotics with a triene and an 1,3,5-trisubstituted benzene moieties in the molecule. The antibiotics possess potent cytocidal activity against HeLa S3 cells at concentrations of 0.005 (trienomycin A), 0.1 (trienomycin C) and 0.2 micrograms/ml (trienomycin B) (IC50 value), respectively. However, trienomycins showed no antimicrobial activity against the bacteria, fungi and yeasts examined with the exception of weak activity versus Piricularia oryzae at a concentration of 1,000 micrograms/ml.

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