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Cytotoxic Phyllactone Analogs from the Marine Sponge Phyllospongia papyrecea

[ Vol. 13 , Issue. 3 ]


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


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.


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


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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