研究动态
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由 Streptomyces morookaense SC1169 产生的抗 MRSA 二聚体和溴化苯基四烯类化合物。

Anti-MRSA Dimeric and Brominated Phenyltetracenoids Produced by Streptomyces morookaense SC1169.

发表日期:2023 Nov 10
作者: Xiaoxia Li, Ping Wu, Wanfang Wang, Jinghua Xue, Hanxiang Li, Haibo Tan, Xiaoyi Wei
来源: JOURNAL OF NATURAL PRODUCTS

摘要:

十一种新的苯基四烯类聚酮化合物,链托维霉素 U (1) 和 V (2)、14-溴链霉素 (3)、链托维霉素 W-Y (4-6) 和链托维霉素 Z1-Z5 (7-11),以及已知的同系物法沙霉素R (12) 和 S (13) 以及安克霉素 A (14) 和 B (15) 是从补充 NaBr 的水稻种植的 Streptomyces morookaense SC1169 培养物中分离出来的。通过广泛的光谱分析、单晶 X 射线衍射分析和 ECD 光谱的理论计算,阐明了它们的结构。化合物1和2是阿克拉霉素A的亚甲基桥二聚体,化合物3和7-11是溴化法沙霉素同系物。化合物5和8-14表现出抗耐药细菌MRSA和VRE的活性(MIC = 0.6-5.0 μg/mL),二聚体1表现出抗MRSA活性(MIC = 2.5 μg/mL)。化合物 6-15 对人癌 A549、HeLa、HepG2 和 MCF-7 细胞具有细胞毒性,IC50 范围为 1.7 至 9.2 μM。
Eleven new phenyltetracenoid polyketides, streptovertimycins U (1) and V (2), 14-bromo-streptovertidione (3), streptovertimycins W-Y (4-6), and streptovertimycins Z1-Z5 (7-11), together with the known congeners fasamycins R (12) and S (13) and accramycins A (14) and B (15), were isolated from the NaBr-supplemented rice-grown cultures of Streptomyces morookaense SC1169. Their structures were elucidated by extensive spectroscopic analysis, single-crystal X-ray diffraction analysis, and theoretical computations of ECD spectra. Compounds 1 and 2 are methylene-bridged dimers of accramycin A, and compounds 3 and 7-11 are brominated fasamycin congeners. Compounds 5 and 8-14 exhibited activity against the drug-resistant bacteria MRSA and VRE (MIC = 0.6-5.0 μg/mL), and the dimer 1 displayed activity against MRSA (MIC = 2.5 μg/mL). Compounds 6-15 showed cytotoxicity against the human carcinoma A549, HeLa, HepG2, and MCF-7 cells in the IC50 range between 1.7 and 9.2 μM.