Four analogues of spiroleptosphol isolated from Leptosphaeria doliolum

作者: Takanori Murakami , Taro Tsushima , Noboru Takada , Kazuaki Tanaka , Ken-ichi Nihei

DOI: 10.1016/J.BMC.2008.12.004

关键词: LactoneStereochemistryUndecaneChemistryProton NMRHemiacetalDecarboxylationNuclear magnetic resonance spectroscopyLeptosphaeriaCarbon-13 NMR

摘要: Spiroleptosphol B (2), spiroleptosphol C (3), norleptosphol (4) and hydroleptosphol (5) were isolated from ascomycete Leptosphaeria doliolum. Detailed (1)H (13)C NMR spectral analyses revealed these structural analogues of (1) which we have recently the same fungi. (2) carried an unprecedent 5,3-dioxatricyclo[4.4.0.1(1.4)]undecane framework in place spirobicyclo ring system 1. (3) was a 17-(R)-hydroxy derivative Norleptosphol deduced to be monocyclic structure biosynthetically resulted by decarboxylation 3. Although 5 gave broaden spectrum, it gradually transformed 2 suggested being hydrolysate

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