Medermycin-Type Naphthoquinones from the Marine-Derived Streptomyces sp. XMA39
journal contributionposted on 12.09.2018, 22:03 by Yong-Jun Jiang, Da-Shan Zhang, Hao-Jian Zhang, Jia-Qi Li, Wan-Jing Ding, Cheng-Dong Xu, Zhong-Jun Ma
Four new medermycin-type naphthoquinones, strepoxepinmycins A–D (1–4), and one known compound, medermycin (5), were identified from Streptomyces sp. XMA39. Their structures were elucidated by analysis of HRESIMS, 1D and 2D NMR spectroscopic data, and ECD calculations. Among these compounds, strepoxepinmycin A (1) represents a rare 5,10-oxepindione ring system typically formed by a Baeyer–Villiger oxidation, and strepoxepinmycin B (2) is an isolation artifact derived from 1. Bioactivity evaluations of these compounds showed that compounds 3 and 4 exhibited cytotoxicity against HCT-116 and PC-3 cancer cell lines and 4 exhibited moderate inhibition of ROCK 2 protein kinase. In addition, all of the new compounds showed antibacterial activity against Escherichia coli and methicillin-resistant Staphylococcus aureus and antifungal activity against Candida albicans.
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methicillin-resistant Staphylococcus aureusCandida albicansPC -3 cancer cell linesMedermycin-Type Naphthoquinones2 D NMR spectroscopic dataStreptomyces spXMA 39isolation artifactmedermycin-type naphthoquinonesantifungal activityMarine-Derived Streptomyces spstrepoxepinmycin BEscherichia colicompounds 31 DBioactivity evaluationsXMA 39.ROCK 2 protein kinaseECD calculationsHRESIMSHCT -116