Antibacterial Gilvocarcin-Type Aryl-C-Glycosides from a Soil-Derived Streptomyces Species

被引:9
|
作者
Ma, Rui [1 ]
Cheng, Shan [1 ]
Sun, Jiwen [1 ]
Zhu, Weiming [1 ,2 ]
Fu, Peng [1 ,2 ]
机构
[1] Ocean Univ China, Sch Med & Pharm, Key Lab Marine Drugs, Minist Educ China, Qingdao 266003, Peoples R China
[2] Pilot Natl Lab Marine Sci & Technol Qingdao, Lab Marine Drugs & Bioprod, Qingdao 266237, Peoples R China
来源
JOURNAL OF NATURAL PRODUCTS | 2022年 / 85卷 / 10期
基金
中国国家自然科学基金;
关键词
ANTI-TUMOR ANTIBIOTICS; BETA-CARBOLINE ALKALOIDS; RESISTANCE;
D O I
10.1021/acs.jnatprod.2c00438
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Seven new gilvocarcin-type aryl -C-glycosides (1-7) and six known analogues (8-13) were isolated from the soil-derived Streptomyces sp. OUCMDZ-945. Their structures including absolute configurations were determined based on detailed spectroscopic analysis, chemical methods, ECD curves, and quantum chemical calculations. Compound 1, which we named digilvocarcin A, is the first reported bis-gilvocarcin derivative possessing a novel cyclobutane moiety. This dimeric skeleton was confirmed to be formed from gilvocarcin V (8) through a light-induced [2 + 2] cycloaddition. Compounds 1, 2, 5-8, and 11 showed antibacterial activity against Staphylococcus aureus ATCC 6538 and methicillin-resistant Staphylococcus aureus subsp. aureus ATCC 43300 (MIC values: 0.25-64 mu g/mL).
引用
收藏
页码:2282 / 2289
页数:8
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