YM-47522

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Category Antibiotics
Catalog number BBF-01689
CAS
Molecular Weight 399.5
Molecular Formula C24H33NO4

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Description

YM-47522 is an antifungal antibiotic isolated from the culture broth of Bacillus sp. YL-03709B. It exhibited potent in vitro antifungal activity especially against Rhodotorula acuta and Pichia angusta (MIC = 0.05 and 0.75 mM/ml, respectively). It also showed moderate or weak antifungal activity against Candida albicans and Cryptococcus neoformans (MIC = 25 and 6.25 mM/ml, respectively)

Specification

Synonyms YM 47522
IUPAC Name [(4R,5S,6R,7R,9E,11Z)-13-amino-7-hydroxy-4,6-dimethyl-13-oxotrideca-9,11-dien-5-yl] (E)-3-phenylprop-2-enoate
Canonical SMILES CCCC(C)C(C(C)C(CC=CC=CC(=O)N)O)OC(=O)C=CC1=CC=CC=C1
InChI InChI=1S/C24H33NO4/c1-4-11-18(2)24(19(3)21(26)14-9-6-10-15-22(25)27)29-23(28)17-16-20-12-7-5-8-13-20/h5-10,12-13,15-19,21,24,26H,4,11,14H2,1-3H3,(H2,25,27)/b9-6+,15-10-,17-16+/t18-,19-,21-,24+/m1/s1
InChI Key OJAGQZQYWOJBHT-PKJHRQCFSA-N

Properties

Antibiotic Activity Spectrum fungi

Reference Reading

1. YM-47522, a novel antifungal antibiotic produced by Bacillus sp. II. Structure and relative stereochemistry
T Sugawara, M Shibazaki, H Nakahara, K Suzuki J Antibiot (Tokyo). 1996 Apr;49(4):345-8. doi: 10.7164/antibiotics.49.345.
YM-47522 (1) was isolated from the fermentation broth of Bacillus sp. YL-03709B as an antifungal antibiotic. The structure of 1 was elucidated by spectroscopic analyses. YM-47522 (1) consisted of C13 carboxylic acid amide and cinnamate moieties. The relative stereochemistry was also proposed on the basis of chemical transformation into a 1,3-diol acetonide and its NMR data.
2. YM-47522, a novel antifungal antibiotic produced by Bacillus sp. I. Taxonomy, fermentation, isolation and biological properties
M Shibazaki, T Sugawara, K Nagai, Y Shimizu, H Yamaguchi, K Suzuki J Antibiot (Tokyo). 1996 Apr;49(4):340-4. doi: 10.7164/antibiotics.49.340.
YM-47522, a novel antibiotic, was isolated from the culture broth of Bacillus sp. YL-03709B. The antibiotic was purified by centrifugal partition chromatography and ODS column chromatography. It exhibited potent in vitro antifungal activity especially against Rhodotorula acuta and Pichia angusta (MIC: 0.05 and 0.75 microgram/ml, respectively). It also showed moderate or weak antifungal activity against Candida albicans and Cryptococcus neoformans (MIC: 25 and 6.25 micrograms/ml, respectively), whereas it was inactive against filamentous fungi and bacteria.

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