Secondary Metabolites of Phomopsis sp. XZ‐26, an Endophytic Fungus from Camptotheca acuminate

Eleven new metabolites, including nine lovastatin analogues [oblongolides N–V (1–2 and 5–11), which were defined as naphthalene‐type fungal polyketides], one linear furanopolyketide (13) and a monoterpene named dihydroxysabinane (14), together with four known compounds including oblongolides B (3) a...

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Veröffentlicht in:European journal of organic chemistry 2009-06, Vol.2009 (18), p.2975-2982
Hauptverfasser: Lin, Ting, Lin, Xiang, Lu, Chunhua, Hu, Zhiyu, Huang, Wenyu, Huang, Yaojian, Shen, Yuemao
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Sprache:eng
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Zusammenfassung:Eleven new metabolites, including nine lovastatin analogues [oblongolides N–V (1–2 and 5–11), which were defined as naphthalene‐type fungal polyketides], one linear furanopolyketide (13) and a monoterpene named dihydroxysabinane (14), together with four known compounds including oblongolides B (3) and C (4), one linear furanopolyketide (12) and the sesterterpene terpestacin (15), were isolated from the endophytic fungal strain Phomopsis sp. XZ‐26 of Camptotheca acuminate. Their structures were elucidated by spectroscopic analyses including HR‐ESI‐MS, 1H and 13C NMR, 2D NMR (HMQC, HMBC, 1H‐1H COSY and NOESY), and X‐ray single‐crystal analysis. The antimicrobial activities of 1–5, 8, 10 and 13–15 were evaluated, but none showed a substantial effect. Additionally, a hypothetical biosynthetic pathway for oblongolides was proposed.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) Eleven new metabolites, including nine lovastatin analogues, one linear furanopolyketide and a monoterpene named dihydroxysabinane were isolated from the endophytic fungal strain Phomopsis sp. XZ‐26 ofCamptotheca acuminate. Their structures were elucidated by spectroscopic methods and X‐ray single‐crystal analysis. A hypothetical biosynthetic pathway is proposed for oblongolides.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200801021