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Cytotoxic Phyllactone Analogs from the Marine Sponge Phyllospongia papyrecea

[ Vol. 13 , Issue. 3 ]

Author(s):

Huawei Zhang*, Phillip Crews, Karen Tenney and Frederick A. Valeriote   Pages 295 - 300 ( 6 )

Abstract:


Background: A growing evidence indicates that marine sponge Phyllospongia sp. is one of rich sources of 20, 24-bishomoscalarane sesterterpenes with potent biological activities. In order to search more bioactive 20, 24-bishomoscalarane sesterterpenes for new drug discovery, chemical investigation was carried out on an Indonesian marine sponge P. papyrecea.

Methods: Bioassay-guided fractionation was carried out on its dichloromethane extract. And nine compounds were purified and isolated using HPLC. Their chemical structures were determined by a combination of spectroscopic and spectrometric data, including 1D-, 2D-NMR and HRESI-MS. Their cytotoxic activities were performed on three human tumor cell lines A549, MCF-7 and HeLa using the CCK-8 method.

Results: One new 20, 24-bishomoscalarane sesterterpene, phyllactone H (9), was isolated and elucidated together with phyllactones A-B (1-2) and D-G (3-6), 12α, 24-dihydroxy-20, 24-dimethyl-15, 17- scalaradien-25, 24-olides (7-8). Compounds 1 and 2, 3 and 4, 5 and 6, 7 and 8 were C-24 anomers and inseparable mixtures, respectively. The 1H and 13C-NMR data for 7/8 were firstly reported in this paper.

Conclusion: Compounds 1-9 possessed in vitro moderate cytotoxicities against A549, MCF-7 and HeLa cells with IC50 values of less than 25 μM.

Keywords:

Marine sponge, Phyllospongia papyrecea, sesterterpene, phyllactone, cytotoxic activity.

Affiliation:

School of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, Department of Chemistry & Biochemistry, University of California-Santa Cruz, CA 95064, Department of Chemistry & Biochemistry, University of California-Santa Cruz, CA 95064, Josephine Ford Cancer Institute, Henry Ford Health System, Detroit, Michigan 48202

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