Bresmycins A and B, potent anti-breast cancer indolocarbazole alkaloids from the sponge-associated Streptomyces sp. NBU3142

被引:4
|
作者
Ding, Lijian [1 ]
Li, Wenhao [1 ]
Zhong, Xiaodan [2 ]
Feng, Fangjian [1 ]
Xin, Yi [1 ]
Yan, Xiaojun [1 ]
Lazaro, J. Enrico H. [4 ]
Zhang, Bin [1 ]
Shi, Yutong [1 ]
Yang, Guan-Jun [2 ]
He, Shan [1 ,3 ]
机构
[1] Ningbo Univ, Coll Food & Pharmaceut Sci, Li Dak Sum Yip Yio Chin Kenneth Li Marine Biopharm, Dept Marine Pharm, Ningbo 315832, Peoples R China
[2] Ningbo Univ, Sch Marine Sci, Ningbo 315832, Peoples R China
[3] Peking Univ, Ningbo Inst Marine Med, Ningbo 315800, Peoples R China
[4] Univ Philippines Diliman, Natl Inst Mol Biol & Biotechnol, Quezon City 1101, Philippines
基金
中国国家自然科学基金;
关键词
Streptomyces; Secondary metabolites; Anticancer; Breast cancer; RHODIUM(III) COMPLEX; INHIBITION; DISCOVERY; PRODUCTS; BIOLOGY;
D O I
10.1016/j.molstruc.2023.135809
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Two previously undescribed indolocarbazole alkaloids, bresmycins A (1) and B (2) were isolated from the culture extract of the marine mesophotic zone sponge-associated Streptomyces sp. NBU3142. Their structures were assigned by using the detailed NMR and MS spectroscopic analyses. Their relative and absolute configurations were established by coupling constants, NOESY correlations and comparison of experimental ECD spectra. Biological evaluation revealed that compounds 1 and 2 exhibited significant cytotoxicity against breast cancer cell line MCF-7 with IC50 values in the range of 2.01-7.08 & mu;M. In addition, compound 2 was found to display a strong inhibitory effect (IC50 = 4.47 & mu;M) against adriamycin-resistant MCF-7 (MCF-7/ADR) cells. The structure-activity differences of bresmycins A and B suggested that an additional N-methyl group in O-acetylhy-droxylamine moiety should be the key factors to their anticancer activities.
引用
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页数:6
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