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A New Cyclopropyl‐Triterpenoid from Ochradenus arabicus
Author(s) -
Ali Liaqat,
Ahmad Riaz,
Ur Rehman Najeeb,
Latif Khan Abdul,
Hassan Zahid,
Shamim Rizvi Tania,
AlHarrasi Ahmed,
Khan Shinwari Zabta,
Hussain Javid
Publication year - 2015
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.201500052
Subject(s) - chemistry , stereocenter , two dimensional nuclear magnetic resonance spectroscopy , triterpenoid , stereochemistry , column chromatography , molecule , metabolite , heteronuclear single quantum coherence spectroscopy , chromatography , organic chemistry , catalysis , enantioselective synthesis , biochemistry
One new cyclopropyl‐triterpenoid ( 1 ), along with four known constituents including octacosan‐1‐ol ( 2 ), pentacosanoic acid ( 3 ), β ‐sitosterol ( 4 ), and β ‐sitosterol 3‐ O ‐ β ‐ D ‐glucopyranoside ( 5 ) were isolated from the aerial parts of Ochradenus arabicus for the first time. These compounds were isolated by repeated column chromatography followed by further purification through recycling HPLC. The structure of the new secondary metabolite 1 was established on the basis of UV, IR, 1D‐ ( 1 H‐ and 13 C‐) and 2D‐NMR (HMBC and HSQC), and MS spectral data. The molecular mass was determined by HR‐MS, and hence the molecular formula was deduced. The configurations of stereogenic centers in the molecule were assigned by NOESY experiments, along with biogenetic considerations. The structures of the known compounds were confirmed by comparison of their physical and spectroscopic data with those reported in literature.