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Cytotoxic Anthracycline Metabolites from a Recombinant Streptomyces
Gui, C; Yuan, J; Mo, XH; Huang, HB; Zhang, SW; Gu, YC; Ju, JH;
AbstractThe C7 (C9 or C10)-O-L-rhodosamine-bearing anthracydine antibiotic cytorhodins and their biosynthetic intermediates were recently isolated from Streptomyces sp. SCSIO 1666. Cosmid p17C4 from the Streptomyces lydicus genomic library, which harbors both the biosynthetic genes for L-rhodinose (or 2-deoxy-L-fucose) and its glycosyltransferase (encoded by slgG), was introduced into SCSIO 1666 to yield the recombinant strain Streptomyces sp. SCSIO 1666/17C4. Chemical investigations of this strain's secondary metabolic potential revealed the production of different anthracyclines featuring C7-O-L-rhodinose (or 2-deoxy-L-fucose) instead of the typically observed L-rhodosamine. Purification of the fermentation broth yielded 12 new anthracycline antibiotics including three new epsilon-rhodomycinone derivatives, 1, 4, and 8, nine new beta-rhodomycinone derivatives, 2, 3, 5-7, and 9-12, three known compounds, L-rhodinose-L-rhodinose-L-rhodinoserhodomycinone (13), e-rhodomycinone (14), and gamma-rhodomycinone (15). All compounds were characterized on the basis of detailed spectroscopic analyses and comparisons with previously reported data. These compounds exhibited cytotoxicity against a panel of human cancer cell lines. Significantly, compounds 4 and 13 displayed pronounced activity against HCT-116 as characterized by IC50 values of 0.3 and 0.2 mu M, respectively; these IC50 values are comparable to that of the positive control epirubicin.
Department[Gui, Chun; Huang, Hongbo; Zhang, Shanwen; Ju, Jianhua] Chinese Acad Sci, South China Sea Inst Oceanol, CAS Key Lab Trop Marine Bioresources & Ecol, Guangdong Key Lab Marine Mat Med,RNAM Ctr Marine, 164 West Xingang Rd, Guangzhou 510301, Guangdong, Peoples R China; [Gui, Chun; Huang, Hongbo; Zhang, Shanwen; Ju, Jianhua] Univ Chinese Acad Sci, 19 Yuquan Rd, Beijing 110039, Peoples R China; [Yuan, Jie] Sun Yat Sen Univ, Zhongshan Sch Med, Guangzhou 510301, Guangdong, Peoples R China; [Mo, Xuhua] Qingdao Agr Univ, Sch Life Sci, Shandong Prov Key Lab Appl Mycol, Qingdao 266109, Peoples R China; [Gu, Yu-Cheng] Syngenta Jealotts Hill Int Res Ctr, Bracknell RG42 6EY, Berks, England
Subject AreaPlant Sciences ; Pharmacology & Pharmacy
Funding ProjectLMB
Document Type期刊论文
Recommended Citation
GB/T 7714
Gui, C,Yuan, J,Mo, XH,et al. Cytotoxic Anthracycline Metabolites from a Recombinant Streptomyces[J]. JOURNAL OF NATURAL PRODUCTS,2018,81(5):1278-1289.
APA Gui, C.,Yuan, J.,Mo, XH.,Huang, HB.,Zhang, SW.,...& Anthracycline Metabolites from a Recombinant Streptomyces.JOURNAL OF NATURAL PRODUCTS,81(5),1278-1289.
MLA Gui, C,et al."Cytotoxic Anthracycline Metabolites from a Recombinant Streptomyces".JOURNAL OF NATURAL PRODUCTS 81.5(2018):1278-1289.
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