Two New 5-Hydroxy-2-pyrone Derivatives Isolated from a Marine-derived Fungus Aspergillus flavus

Abstract

Two new compounds, 4-(hydroxymethyl)-5-hydroxy-2H-pyran-2-one (1) and (5-hydroxy-2-oxo-2H-pyran-4-yl) methyl acetate (2), have been isolated from a marine-derived fungus Aspergillus flavus. Their structures were determined by spectroscopic data. Compound 1 induced the production of cAMP on GPR12 transfected CHO and HEK293 cells in a dose-dependent manner, which indicated 1 might be a possible ligand for GPR12.Keywords marine-derived fungus, Aspergillus flavus, 5-hydroxy-2-pyrone, cAMP, GPR12 Introduction 2-Pyrone is a six-membered cyclic unsaturated ester, which is highly abundant in bacteria, microbial, plant, insect and animal systems and takes part in many different types of biological processes such as defence against other organisms, as key biosynthetic intermediates, and as metabolites [1]. A wide range of bioactivities such as plant growth-regulating [2,3], antitumour [4,5], antimicrobial and antifungal activities [6,7] have demonstrated the medicinal importance of 2-pyrones. In our search for new bioactive compounds from the marine-derived fungus Aspergillus flavus c-f-3 separated from a marine algae sample collected in Putian Pinghai, China, two new 5-hydroxy-2-pyrone derivatives (1, 2) were isolated. The biological activities of 1 and 2 were tested using cAMP assay in GPR12 transfected CHO and HEK293 cells. In this paper we described the isolation and structure elucidation of 1 and 2 (Fig. 1) as well as their bioactivities. Materials and Methods MicroorganismThe Aspergillus flavus c-f-3 was separated from a marine algae Enteromorpha tubulosa, collected at Putian Pinghai, China, in August, 2005, using dilution-plate method [8] on PDA medium [9]. It was identified according to its morphological characteristic by Prof. Hong Kui (the Chinese Academy of Tropical Agricultural Sciences, Hainan, China). Working stocks were prepared on Potato Dextrose agar slants stored at 4°C. Two New 5-Hydroxy-2-pyrone Derivatives Isolated from a Marine-derived Fungus

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