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Conformational Parameters of the Sandalwood‐Odor Activity: Conformational calculations on sandalwood odor
Author(s) -
Buchbauer Gerhard,
Hillisch Alexander,
Mraz Karin,
Wolschann Peter
Publication year - 1994
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.19940770816
Subject(s) - sandalwood , chemistry , odor , stereochemistry , ring (chemistry) , organic chemistry , traditional medicine , medicine
The conformational parameters responsible for sandalwood odor were investigated by the “active‐analog approach”. The pharmacophoric (osmophoric) pattern of sandalwood‐odor molecules can be outlined as three points: the OH group (point PI), a lipophilic group (point P2) 2.9–3.0 Å distant from the OH group, and a bulky rigid group (point P3), represented as a dummy atom in the middle of the alicyclic system (norbornane bicycle or cyclopentene ring) or a quaternary C‐atom. This concept was tested on a series of representative sandalwood‐odor compounds and on some structurally similar, but odorless substances.