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Mar. Drugs 2014, 12(2), 746-756; doi:10.3390/md12020746

Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273

1
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China
2
University of Chinese Academy of Sciences, Yuquan Road 19A, Beijing 100049, China
*
Author to whom correspondence should be addressed.
Received: 21 November 2013 / Revised: 10 January 2014 / Accepted: 15 January 2014 / Published: 27 January 2014
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Abstract

Three new indolediketopiperazine peroxides, namely, 24-hydroxyverruculogen (1), 26-hydroxyverruculogen (2), and 13-O-prenyl-26-hydroxyverruculogen (3), along with four known homologues (47), were isolated and identified from the culture extract of the marine sediment-derived fungus Penicillium brefeldianum SD-273. Their structures were determined based on the extensive spectroscopic analysis and compound 1 was confirmed by X-ray crystallographic analysis. The absolute configuration of compounds 13 was determined using chiral HPLC analysis of their acidic hydrolysates. Each of the isolated compounds was evaluated for antibacterial and cytotoxic activity as well as brine shrimp (Artemia salina) lethality.
Keywords: marine sediment; Penicillium brefeldianum SD-273; indolediketopiperazine; brine shrimp lethality marine sediment; Penicillium brefeldianum SD-273; indolediketopiperazine; brine shrimp lethality
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MDPI and ACS Style

An, C.-Y.; Li, X.-M.; Li, C.-S.; Xu, G.-M.; Wang, B.-G. Prenylated Indolediketopiperazine Peroxides and Related Homologues from the Marine Sediment-Derived Fungus Penicillium brefeldianum SD-273. Mar. Drugs 2014, 12, 746-756.

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