Cytotoxic Polyphenols from the Fungus Penicillium expansum 091 006 Endogenous with the Mangrove Plant Excoecaria agallocha

Junfeng Wang; Zhenyu Lu; Peipei Liu; Yi Wang; Jing Li; Kui Hong; Weiming Zhu

doi:10.1055/s-0032-1315395

Planta Medica, Inhaltsverzeichnis

Planta Med 2012; 78(17): 1861-1866
DOI: 10.1055/s-0032-1315395

Natural Product Chemistry

Original Papers

Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Polyphenols from the Fungus Penicillium expansum 091 006 Endogenous with the Mangrove Plant Excoecaria agallocha

Junfeng Wang^*

¹Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, P. R. China

,

Zhenyu Lu^*

¹Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, P. R. China

,

Peipei Liu

¹Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, P. R. China

,

Yi Wang

¹Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, P. R. China

,

Jing Li

¹Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, P. R. China

,

Kui Hong

²Key Laboratory of Combinatorial Biosynthesis and Drug Discovery, Ministry of Education of China, School of Pharmaceutical Sciences, Wuhan University, Wuhan, P. R. China

,

Weiming Zhu

¹Key Laboratory of Marine Drugs, Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao, P. R. China

› Institutsangaben

Abstract

As part of our ongoing chemical investigation of biologically active metabolites from marine-derived fungi, four new polyphenols containing both phenolic bisabolane and diphenyl ether units, expansols C–F (1–4), and one new diphenyl ether derivative, 3-O-methyldiorcinol (5), as well as twelve known compounds (6–17), were isolated from Penicillium expansum 091006 endogenous with the mangrove plant Excoecaria agallocha (Euphorbiaceae). The structures of the new metabolites were determined on the basis of NMR and mass spectroscopy. Among them, expansols C (1) and E (3) exhibited weak cytotoxicity against the HL-60 cell lines with IC₅₀ values of 18.2 and 20.8 µM, respectively. The results showed that diphenyl ether substituted phenolic bisabolanes with a Δ⁷ double bond in the side chain are slightly less cytotoxic to HL-60 cell lines than the 7-OH or 7-OCH₃ derivatives.

Key words

Penicillium expansum - Trichocomaceae - Excoecaria agallocha - Euphorbiaceae - polyphenol - bisabolane - cytotoxicity

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Referenzen

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