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一种北极放线菌产生的新型苯并恶嗪次生代谢产物。

New benzoxazine secondary metabolites from an arctic actinomycete.

作者信息

Moon Kyuho, Ahn Chan-Hong, Shin Yoonho, Won Tae Hyung, Ko Keebeom, Lee Sang Kook, Oh Ki-Bong, Shin Jongheon, Nam Seung-Il, Oh Dong-Chan

机构信息

Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 151-742, Korea.

Department of Agricultural Biotechnology, College of Agriculture and Life Science, Seoul National University, Seoul 151-921, Korea.

出版信息

Mar Drugs. 2014 Apr 30;12(5):2526-38. doi: 10.3390/md12052526.

DOI:10.3390/md12052526
PMID:24796308
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4052304/
Abstract

Two new secondary metabolites, arcticoside (1) and C-1027 chromophore-V (2), were isolated along with C-1027 chromophore-III and fijiolides A and B (3-5) from a culture of an Arctic marine actinomycete Streptomyces strain. The chemical structures of 1 and 2 were elucidated through NMR, mass, UV, and IR spectroscopy. The hexose moieties in 1 were determined to be d-glucose from a combination of acid hydrolysis, derivatization, and gas chromatographic analyses. Arcticoside (1) and C-1027 chromophore-V (2), which have a benzoxazine ring, inhibited Candida albicans isocitrate lyase. Chromophore-V (2) exhibited significant cytotoxicity against breast carcinoma MDA-MB231 cells and colorectal carcinoma cells (line HCT-116), with IC₅₀ values of 0.9 and 2.7 μM, respectively.

摘要

从北极海洋放线菌链霉菌菌株的培养物中分离出两种新的次生代谢产物,北极糖苷(1)和C-1027发色团-V(2),以及C-1027发色团-III和斐济内酯A和B(3-5)。通过核磁共振、质谱、紫外和红外光谱对1和2的化学结构进行了阐明。通过酸水解、衍生化和气相色谱分析相结合,确定1中的己糖部分为d-葡萄糖。具有苯并恶嗪环的北极糖苷(1)和C-1027发色团-V(2)抑制白色念珠菌异柠檬酸裂解酶。发色团-V(2)对乳腺癌MDA-MB231细胞和结肠癌细胞(HCT-116细胞系)表现出显著的细胞毒性,IC₅₀值分别为0.9和2.7μM。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f014/4052304/d3f6a975e866/marinedrugs-12-02526-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f014/4052304/0012342999dd/marinedrugs-12-02526-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f014/4052304/566c018e3a02/marinedrugs-12-02526-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f014/4052304/d3f6a975e866/marinedrugs-12-02526-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f014/4052304/0012342999dd/marinedrugs-12-02526-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f014/4052304/566c018e3a02/marinedrugs-12-02526-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f014/4052304/d3f6a975e866/marinedrugs-12-02526-g003.jpg

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J Antibiot (Tokyo). 2012 Aug;65(8):385-95. doi: 10.1038/ja.2012.27. Epub 2012 Apr 18.
3
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