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New Eremophilenolides from Senecio dianthus
Author(s) -
Li YanHui,
Zhou Yan,
Suolang Gesang,
Bianba Ciren,
Ding LiSheng,
Feng Hui
Publication year - 2011
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.201000237
Subject(s) - chemistry , stereochemistry , senecio , alkaloid , botany , biology
From the aerial parts of Senecio dianthus , four new eremophilenolides ( 1 – 4 , resp.) and one new eremophilenolide alkaloid ( 5 ), of the relatively uncommon eremophilenoid‐type sesquiterpenoid lactones, were isolated together with three known sesquiterpenoid lactones, 10 β ‐hydroxyeremophil‐7(11)‐en‐12,8 α ‐olide ( 6 ), 8 β ,10 β ‐dihydroxyeremophil‐7(11)‐en‐12,8 α ‐olide ( 7 ), and 10 α ‐hydroxy‐1‐oxoeremophila‐7(11),8(9)‐dien‐12,8‐olide ( 8 ). On the basis of IR, MS, and NMR data, particularly 2D‐NMR analyses, the structures of the new compounds were established as: 2 β ‐(angeloyloxy)‐10 β ‐hydroxyeremophil‐7(11)‐en‐12,8 α ‐olide ( 1 ), 6 β ‐(angeloyloxy)‐10 β ‐hydroxyeremophil‐7(11)‐en‐12,8 α ‐olide ( 2 ), 2 β ‐(angeloyloxy)‐8 β ,10 β ‐dihydroxyeremophil‐7(11)‐en‐12,8 α ‐olide ( 3 ), 2 β ‐(angeloyloxy)‐8 α ‐hydroxyeremophila‐7(11),9(10)‐dien‐12,8 β ‐olide ( 4 ), and 8 β ‐amino‐10 β ‐hydroxyeremophil‐7(11)‐en‐12,8 α ‐olide ( 5 ). In addition, the relative configuration of 1 was corroborated by X‐ray diffraction analysis.