New Bioactive 2,3-Epoxycyclohexenes and Isocoumarins from the Endophytic Fungus Phomopsis sp from Laurus Azorica

被引：64

作者：

Hussain, Hidayat ^{[1
]}

Akhtar, Nadeem ^{[1
]}

Draeger, Siegfried ^{[2
]}

Schulz, Barbara ^{[2
]}

Pescitelli, Gennaro ^{[3
]}

Salvadori, Piero ^{[3
]}

Antus, Sandor ^{[4
,5
]}

Kurtan, Tibor ^{[4
]}

Krohn, Karsten ^{[1
]}

机构：

[1] Univ Gesamthsch Paderborn, Dept Chem, D-33098 Paderborn, Germany

[2] Tech Univ Carolo Wilhelmina Braunschweig, Inst Mikrobiol, D-31806 Braunschweig, Germany

[3] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy

[4] Univ Debrecen, Dept Organ Chem, H-4010 Debrecen, Hungary

[5] Hungarian Acad Sci, Res Grp Carbohydrates, H-4010 Debrecen, Hungary

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 2009卷 / 05期

基金：

匈牙利科学研究基金会;

关键词：

Endophytic fungi; Phomopsis sp; Biological activity; Natural products; Cycloepoxylactone; Cycloepoxytriol; Phomolactones; Circular dichroism; TDDFT calculations; CONVERTING-ENZYME INHIBITORS; CIRCULAR-DICHROISM; ABSOLUTE-CONFIGURATION; STRUCTURE ELUCIDATION; NATURAL-PRODUCTS; METABOLITES; EI-1941-2; CD; PREDICTION; E-1941;

D O I：

10.1002/ejoc.200801052

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Six new metabolites, namely cycloepoxylactone (1a), cycloepoxytriol A (2), cycloepoxytriol B (3) and phomolactones A-C (4-6), were isolated from two cultures of the ethyl acetate soluble fraction of the endophytic fungus Phomopsis sp. (internal strain no. 7233). Their structures were determined by means of spectroscopic data including HREIMS, H-1 NMR, C-13 NMR, and 2D NMR (HMQC, HMBC, and NOESY). The absolute configurations of la, 4 and 5 were determined by circular dichroism and comparison of solution CD spectra with TDDFT-calculated ones. Preliminary studies showed that cycloepoxylactone (1a) has good antibacterial, antifungal, and algicidal activity against Bacillus megaterium, Microbotryum violaceum, and Chlorella fusca, respectively, whereas cycloepoxytriol B (3) has good algicidal activity against Chlorella fusca. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

引用

页码：749 / 756

页数：8

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