Natural Product Sciences  2015;21(4):255-260

doi:10.20307/nps.2015.21.4.255

Graphiumins I and J, New Thiodiketopiperazines from the Marine-derived Fungus Graphium sp. OPMF00224.

Takashi FUKUDA 1 ; Kenichiro NAGAI ; Yuko KURIHARA ; Akihiko KANAMOTO ; Hiroshi TOMODA

Affiliations

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Keywords

Thiodiketopiperazines; Marine-derived fungus; MRSA; Yellow pigment inhibitor

Country

Republic of Korea

Language

English

Abstract

Two new thiodiketopiperazines (TDKPs), designated graphiumins I (1) and J (2), were isolated from the culture broth of the marine-derived fungus Graphium sp. OPMF00224 by solvent extraction, silica gel column chromatography, and HPLC. Their absolute structures were elucidated by spectroscopic analyses (1D and 2D NMR data, ROESY correlations, and CD data) and chemical methods. They were found to be structurally rare TDKPs with a phenylalanine-derived indolin substructure. Compounds 1 and 2 inhibited yellow pigment production by methicillin-resistant Staphylococcus aureus (MRSA) with IC50 values of 63.5 and 76.5 microg/ml, respectively, without inhibiting its growth, even at 250 microg/ml.