Isochromenones, isobenzofuranone, and tetrahydronaphthalenes produced by Paraphoma radicina, a fungus isolated from a freshwater habitat

被引:39
作者
El-Elimat, Tamam [1 ]
Raja, Huzefa A. [1 ]
Figueroa, Mario [2 ]
Falkinham, Joseph O., III [3 ]
Oberlies, Nicholas H. [1 ]
机构
[1] Univ N Carolina, Dept Chem & Biochem, Greensboro, NC 27402 USA
[2] Univ Nacl Autonoma Mexico, Fac Quim, Mexico City 04510, DF, Mexico
[3] Virginia Polytech Inst & State Univ, Dept Biol Sci, Blacksburg, VA 24061 USA
关键词
Paraphoma radicina; Isochromenones; Isobenzofuranone; Tetrahydronaphthalenes; BIODIVERSITY; DERIVATIVES; INHIBITORS; PEPTAIBOLS; PHOMA;
D O I
10.1016/j.phytochem.2014.04.006
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Six isochromenones (1-6), clearanols F (5) and G (6), one isobenzofuranone (7), and two tetrahydronaphthalene derivatives (8 and radinaphthalenone (9)), were isolated and identified from a culture of the fungus Paraphoma radicina, which was isolated from submerged wood in a freshwater lake. Compounds 5, 6 and 9 were previously unknown. The structures were elucidated using a set of spectroscopic and spectrometric techniques; the absolute configurations of compounds 5 and 6 were determined by comparison of their experimental ECD measurements with values predicted by TDDFT calculations. Compounds 1-9 were evaluated for antimicrobial activity against an array of bacteria and fungi. The inhibitory activity of compound 4 against Staphylococcus aureus biofilm formation was evaluated. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:114 / 120
页数:7
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