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Mar. Drugs 2017, 15(5), 129; doi:10.3390/md15050129

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

1
Research Center for Marine Drugs, School of Pharmacy, Second Military Medical University, 325 Guo-He Road, Shanghai 200433, China
2
Dipartimento di Farmacia, Universita’ di Salerno, Via Giovanni Paolo II 132, 84084 Fisciano (SA), Italy
3
Science and Research Laboratory, Longhua Hosptial, Shanghai University of Traditional Chinese Medicine, 725 South Wanping Road, Shanghai 200032, China
These authors contributed equally to this work.
*
Author to whom correspondence should be addressed.
Academic Editors: Yu-Dong Zhou and Dale G. Nagle
Received: 1 March 2017 / Revised: 17 April 2017 / Accepted: 28 April 2017 / Published: 3 May 2017
(This article belongs to the Special Issue Marine Drugs as Antitumour Agents 2017)
View Full-Text   |   Download PDF [3148 KB, uploaded 3 May 2017]   |  

Abstract

Simplextone E (1), a new metabolite of polyketide origin, was isolated with eight known analogues (29) 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 μM, corresponding to that of the positive control, adriamycin (IC50 4.1 μM). 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. View Full-Text
Keywords: polyketide; sponge; Plakortis sp.; quantum mechanical calculation; selective activity polyketide; sponge; Plakortis sp.; quantum mechanical calculation; selective activity
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Li, J.; Li, C.; Riccio, R.; Lauro, G.; Bifulco, G.; Li, T.-J.; Tang, H.; Zhuang, C.-L.; Ma, H.; Sun, P.; Zhang, W. Chemistry and Selective Tumor Cell Growth Inhibitory Activity of Polyketides from the South China Sea Sponge Plakortis sp.. Mar. Drugs 2017, 15, 129.

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