Chemistry and Selective Tumor Cell Growth Inhibitory Activity of Polyketides from the South China Sea Sponge Plakortis sp.

被引：14

作者：

Li, Jiao ^{[1
]}

Li, Cui ^{[1
,3
]}

Riccio, Raffaele ^{[2
]}

Lauro, Gianluigi ^{[2
]}

Bifulco, Giuseppe ^{[2
]}

Li, Tie-Jun ^{[1
]}

Tang, Hua ^{[1
]}

Zhuang, Chun-Lin ^{[1
]}

Ma, Hao ^{[1
]}

Sun, Peng ^{[1
]}

Zhang, Wen ^{[1
]}

机构：

[1] Second Mil Med Univ, Res Ctr Marine Drugs, Sch Pharm, 325 Guo He Rd, Shanghai 200433, Peoples R China

[2] Univ Salerno, Dipartimento Farm, Via Giovanni Paolo II 132, I-84084 Fisciano, SA, Italy

[3] Shanghai Univ Tradit Chinese Med, Longhua Hosp, Sci & Res Lab, 725 South Wanping Rd, Shanghai 200032, Peoples R China

来源：

MARINE DRUGS | 2017年 / 15卷 / 05期

关键词：

polyketide; sponge; Plakortis sp; quantum mechanical calculation; selective activity; MARINE SPONGE; ABSOLUTE STEREOCHEMISTRY; CYCLIC PEROXIDES; METABOLITES; SIMPLEX; HALICHONDRIOIDES; DERIVATIVES; STEREOSTRUCTURE; CYCLOPEROXIDES; CONFIGURATION;

D O I：

10.3390/md15050129

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Simplextone E (1), a new metabolite of polyketide origin, was isolated with eight known analogues (2-9) from the South China Sea sponge Plakortis sp. The relative configuration of the new compound was elucidated by a detailed analysis of the spectroscopic data and quantum mechanical calculation of NMR chemical shifts, aided by the newly reported DP4+ approach. Its absolute configuration was determined by the TDDFT/ECD calculation. Simplextone E (1) is proven to be one of the isomers of simplextone D. The absolute configuration at C-8 in alkyl chain of plakortone Q (2) was also assigned based on the NMR calculation. In the preliminary in vitro bioassay, compounds 6 and 7 showed a selective growth inhibitory activity against HCT-116 human colon cancer cells with IC50 values of 8.3 +/- 2.4 and 8.4 +/- 2.3 mu M, corresponding to that of the positive control, adriamycin (IC50 4.1 mu M). The two compounds also showed selective activities towards MCF-7 human breast cancer and K562 human erythroleukemia cells while compound 3 only displayed weak activity against K562 cells.

引用

页数：13

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[1] Total synthesis and absolute stereochemistry of plakortone E [J].