Simplexolides A-E and plakorfuran A, six butyrate derived polyketides from the marine sponge Plakortis simplex

TETRAHEDRON

卷:68

Article

Liu, Xiang-Fang^1,2  Shen, Yang¹  Yang, Fan^2,3,4  Hamann, Mark T.^3,4  Jiao, Wei-Hua²  Zhang, Hong-Jun²  Chen, Wan-Sheng²  Lin, Hou-Wen² 

[1] Shanghai Jiao Tong Univ, Dept Pharm, Shanghai Childrens Hosp, Shanghai 200040, Peoples R China

[2] Second Mil Med Univ, Changzheng Hosp, Lab Marine Drugs, Dept Pharm, Shanghai 200003, Peoples R China

[3] Univ Mississippi, Sch Pharm, Dept Pharmacognosy, University, MS 38677 USA

[4] Univ Mississippi, Sch Pharm, Natl Ctr Nat Prod Res NCNPR, University, MS 38677 USA

关键词: Plakortis simplex;    Simplexolide;    Mosher's method;    Antifungal;    Cytotoxicity;    Antimalarial;    Absolute configuration;   

DOI  :  10.1016/j.tet.2012.04.025

来源: Elsevier

【 摘 要 】

Six new polyketides, simplexolides A-E (1-5) and a furan ester, plakorfuran A (6), together with four known furanylidenic methyl esters (7-10) were isolated from the marine sponge Plakortis simplex. Compounds 1-5 feature a tetrahydrofuran ring opened seco-plakortone skeleton. These new structures, including relative configurations, were determined on the basis of extensive analysis of spectroscopic data. The absolute configurations of 1-6 were established by the modified Mosher's method, and the CD exciton chirality method. However, configurations of the remote stereocenters at C-8 in compounds 1-5 were not determined. Antifungal, cytotoxicity, antileismanial, and antimalarial activities of these polyketides were evaluated. (C) 2012 Elsevier Ltd. All rights reserved.

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