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N‐Bearing Furanone Derivatives from an Endophytic Fungus in Huperzia serrata
Author(s) -
Xiang JiaGui,
Shan WeiGuang,
Liang DongE,
Ying YouMin,
Gan LiShe,
Wang JianWei,
Zhan ZhaJun
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200622
Subject(s) - chemistry , endophyte , stereochemistry , polyketide , furan , absolute configuration , pyridine , fungus , quantum chemical , botany , biosynthesis , organic chemistry , molecule , biology , enzyme
Two new polyketide derivatives, huaspenones C and D ( 1 and 2 , resp.), were isolated from the cultures of an endophytic fungus Peyronellaea sp. HS‐12, derived from the stems of Huperzia serrata. They share N‐bearing furan‐3(2 H )‐one backbone, and 2 has an unprecedented furo[3,2‐ c ]pyridine skeleton. Their structures including the absolute configuration were elucidated by extensive spectroscopic analysis combined with quantum‐chemical calculations. (2 E ,4 E )‐6‐hydroxy‐2‐methylocta‐2,4‐dienoic acid ( 3 ), a key intermediate of the biosynthesis of 1 and 2 , was also obtained from the endophyte.