Neoabyssomicins A-C, polycyclic macrolactones from the deep-sea derived Streptomyces koyangensis SCSIO 5802

被引:36
|
作者
Song, Yongxiang [1 ]
Li, Qinglian [1 ]
Qin, Fengxiang [2 ,3 ,4 ]
Sun, Changli [1 ]
Liang, Hao [2 ,3 ,4 ]
Wei, Xiaoyi [5 ]
Wong, Nai-Kei [6 ]
Ye, Li [2 ,3 ,4 ]
Zhang, Yun [1 ]
Shao, Mingwei [1 ,7 ]
Ju, Jianhua [1 ,7 ]
机构
[1] Chinese Acad Sci, Guangdong Key Lab Marine Mat Med, CAS Key Lab Trop Marine Bioresources & Ecol, RNAM Ctr Marine Microbiol,South China Sea Inst Oc, 164 West Xingang Rd, Guangzhou 510301, Guangdong, Peoples R China
[2] Guangxi Med Univ, Guangxi Key Lab AIDS Prevent & Treatment, Nanning 530021, Peoples R China
[3] Guangxi Med Univ, Sch Publ Hlth, Guangxi Collaborat Innovat Ctr Biomed, Nanning 530021, Peoples R China
[4] Guangxi Med Univ, Life Sci Inst, Nanning 530021, Peoples R China
[5] Chinese Acad Sci, Key Lab Plant Conservat & Sustainable Utilizat, South China Bot Garden, Guangzhou 510650, Guangdong, Peoples R China
[6] Shenzhen Univ, Affiliated Hosp 2, Shenzhen Peoples Hosp 3, Chem Biol Lab Infect Dis,State Key Discipline Inf, Shenzhen 518020, Peoples R China
[7] Univ Chinese Acad Sci, 19 Yuquan Rd, Beijing 110039, Peoples R China
基金
中国国家自然科学基金;
关键词
Neoabyssomicins A-C; Antibacterial activity; HIV-1 promoting activity; Deep-sea actinomycete; Streptomyces koyangensis SCSIO 5802; MARINE VERRUCOSISPORA STRAIN; ZETA VALENCE QUALITY; ATROP-ABYSSOMICIN-C; NATURAL-PRODUCTS; MARINACTINOSPORA-THERMOTOLERANS; BASIS-SETS; BIOSYNTHESIS; METABOLITES; POLYKETIDE; DISCOVERY;
D O I
10.1016/j.tet.2017.07.034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Neoabyssomicin A (1) possessing a caged 6/6/6 ring system fused with two additional 6/9 lactone rings, neoabyssomicin B (2) featuring a 12-membered macrolactone ring and its seco-form, neoabyssomicin C (3), along with the known abyssomicin 2 (4) and 4 (5), were discovered from the deep-sea derived Streptomyces koyangensis SCSIO 5802. The structures of 1-3 were elucidated on the basis of MS, NMR spectroscopic and X-ray diffraction data analyses. A plausible biogenetic relationship of 1-5 is proposed. Additionally, compound 4 shows antibacterial activities against a panel of Gram-positive pathogens, including clinical MRSA strains, with MICs of 3-15 mu g/mL; compounds 1 and 3 also were found to augment HIV-1 virus replication in a human lymphocyte model. (C) 2017 Published by Elsevier Ltd.
引用
收藏
页码:5366 / 5372
页数:7
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