Gephyyamycin and cysrabelomycin, two new angucyclinone derivatives from the Streptomyces sp. HN-A124

Gephyyamycin (1) owned the rare 3,12a-epoxybenz[a]anthracene ring system, and cysrabelomycin (2) possessed an acetylated cysteine group, two new angucyclinone derivatives were isolated from the rice solid fermentation of the marine-derived Streptomyces sp. HN-A124, an actinobacterium isolated from t...

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Published in:Natural product research 2021-07, Vol.35 (13), p.2117-2122
Main Authors: Zhou, Biao, Ji, Yuan-Yuan, Zhang, Hao-Jian, Shen, Li
Format: Article
Language:English
Subjects:
Angucyclinones
Anthracene
Antibacterial activity
Circular dichroism
Cytotoxicity
Dichroism
Fermentation
gephyromycins
Marine sediments
Minimum inhibitory concentration
NMR
Nuclear magnetic resonance
Ovarian cancer
Ovarian carcinoma
Prostate cancer
Quantum chemistry
Sediments
Streptomyces
Toxicity
Tumor cell lines
X-ray diffraction
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description Gephyyamycin (1) owned the rare 3,12a-epoxybenz[a]anthracene ring system, and cysrabelomycin (2) possessed an acetylated cysteine group, two new angucyclinone derivatives were isolated from the rice solid fermentation of the marine-derived Streptomyces sp. HN-A124, an actinobacterium isolated from the marine sediments collected from Hainan Province, China. Their structures were elucidated on the basis of MS, NMR spectroscopic, X-ray diffration data analyses and quantum chemical calculations of the electronic circular dichroism (ECD) spectra. Compound 2 appeared to show moderate cytotoxicity against human prostate cancer PC3 and human ovarian carcinoma A2780 cell lines with IC 50 values of 19.39 and 10.23 μM, respectively; on the other hand, compound 2 also exhibited moderate antibacterial activities against Staphylococcus aureus and Candida albicans with an MIC value of 20.0 and 20 μM, respectively.
doi_str_mv 10.1080/14786419.2019.1660336
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subjects Angucyclinones
Anthracene
Antibacterial activity
Circular dichroism
Cytotoxicity
Dichroism
Fermentation
gephyromycins
Marine sediments
Minimum inhibitory concentration
NMR
Nuclear magnetic resonance
Ovarian cancer
Ovarian carcinoma
Prostate cancer
Quantum chemistry
Sediments
Streptomyces
Toxicity
Tumor cell lines
X-ray diffraction
title Gephyyamycin and cysrabelomycin, two new angucyclinone derivatives from the Streptomyces sp. HN-A124
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