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Triterpenoids from Eugenia grandis : structure elucidation by NMR spectroscopy
Author(s) -
Manoharan Karuppiah Pillai,
Song Fan Jing,
Benny Tan Kwong Huat,
Yang Daiwen
Publication year - 2007
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1954
Subject(s) - friedelin , chemistry , betulinic acid , oleanolic acid , triterpenoid , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , terpene , chloroform , nuclear magnetic resonance spectroscopy , triterpene , bark (sound) , organic chemistry , medicine , genetics , alternative medicine , pathology , biology , physics , acoustics
A new pentacyclic triterpenoid, 2α,3β‐dihydroxylup‐12‐en‐28‐oic acid (1) and a rarely encountered pentacyclic triterpenoid, 3β‐hydroxylup‐12‐en‐28‐oic acid (2), together with five known compounds, friedelin (3), 3β‐friedelinol (4), betulinic acid (5), oleanolic acid (6) and β‐sitosterol (7) were isolated from the chloroform extract of stem bark of Eugenia grandis (Syn: Syzygium grande ). The structure and stereochemistry of the new compound (1) and the rarely encountered compound (2) were established by 1D and 2D NMR spectroscopic techniques. All the above isolated compounds from this plant are reported for the first time. Copyright © 2007 John Wiley & Sons, Ltd.