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Neue Macrolide und einige Sesquiterpen‐Derivate aus dem Galbanum ‐Harz
Author(s) -
Kaiser Roman,
Lamparsky Dietmar
Publication year - 1978
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.19780610736
Subject(s) - chemistry , stereochemistry
New Macrolides and Some Sesquiterpenoid Derivatives Occurring in Galbanum Absolute Analytical investigations of a Galbanum absolute have revealed for the first time the presence of four macrolides 1 – 4 derived from the corresponding hydroxylated C 13 –C 16 fatty acids by lactonization of a secondary alcoholic group with the carboxylic group. The musky odor strengthens with increasing number of members in the macrocycle, whereas the woody note is predominant in the smaller rings. Isolation, identification and synthesis of the new naturally occurring substances are described. Shyobunol ( 24 ) epishyobunol ( 25 ) as well as their acetates 26 and 27 were identified ‐ together with 10‐epijunenyl acetate ( 28 ) ‐ in the same substrate, thus indicating 25 and 26 to be natural products. The corresponding known and already naturally occurring ketones 23 and 24 are trace components in the investigated material derived from the so‐called Galbanum oleo‐gum‐resin.