Antimalarial 20-membered macrolides from Streptomyces sp BCC33756

被引:18
作者
Dramae, Aibrohim [1 ]
Nithithanasilp, Sutichai [1 ]
Choowong, Wilunda [1 ]
Rachtawee, Pranee [1 ]
Prabpai, Samran [2 ,3 ]
Kongsaeree, Palangpon [2 ,3 ]
Pittayakhajonwut, Pattama [1 ]
机构
[1] Natl Ctr Genet Engn & Biotechnol BIOTEC, Klongluang 12120, Pathumthani, Thailand
[2] Mahidol Univ, Dept Chem, Ctr Excellence Innovat Chem, Fac Sci, Bangkok 10400, Thailand
[3] Mahidol Univ, Fac Sci, Ctr Excellence Prot Struct & Funct, Bangkok 10400, Thailand
关键词
20-Membered macrolides; Streptomyces; Samroiyotmycin A; Samroiyotmycin B; Antimalarial; GYRASE-B PROTEIN; CLOROBIOCIN BIOSYNTHESIS; DNA GYRASE; ANTIBIOTICS; VIOLACEUS;
D O I
10.1016/j.tet.2013.07.034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two new natural products, samroiyotmycins A (1) and B (2), along with two naturally new novclobiocin 101 (3) and 4-hydroxy-3-(3-methylbut-2-enyl)benzamide (5), and five known substances including neoantimycin, clorobiocin (4), 29-O-methylabierixin, daidzein, and 1-(3-indolyl)-2,3-dihydroxypropan-1-one have been isolated from Streptomyces sp. BCC33756. Their chemical structures were determined based on NMR spectral information and the relative stereochemistry of compound 1 was determined by X-ray crystallographic data. Both samroiyotmycins A and B exhibited antimalarial activity against Plasmodium falciparum K1-multi-drug resistant strain, with IC50 values of 3.65 and 3.16 mu g/mL, respectively. Compound 1 was inactive against both cancerous (MCF-7, KB) and non-cancerous (Vero) cells, while compound 2 displayed cytotoxicity against Vero cell with IC50 value of 29.57 mu g/mL. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8205 / 8208
页数:4
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