Premium
Synthesis and Absolute Configuration of (−)‐Subersic Acid, a Sponge‐Derived, Terpenoidal Inhibitor of Human 15‐Lipoxygenase
Author(s) -
Tanada Yoshihisa,
Mori Kenji
Publication year - 2003
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200390128
Subject(s) - chemistry , stereochemistry , absolute configuration , lipoxygenase , bicyclic molecule , terpenoid , sponge , derivative (finance) , lactone , arachidonate 5 lipoxygenase , biochemistry , enzyme , arachidonic acid , botany , financial economics , economics , biology
(−)‐Subersic acid ( 1 ), a new derivative of p ‐hydroxybenzoic acid in which the m ‐position is substituted with a bicyclic diterpenoid, was synthesized from ( S )‐3‐hydroxy‐2,2‐dimethylcyclohexanone and p ‐hydroxybenzoic acid. The stereochemistry of this sponge‐derived inhibitor of human 15‐lipoxygenase was established as (5 R ,10 R )‐ 1 . (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)