Synthesis and Absolute Configuration of (−)‐Subersic Acid, a Sponge‐Derived, Terpenoidal Inhibitor of Human 15‐Lipoxygenase | Zendy

Tanada Yoshihisa | Zendy; Mori Kenji | Zendy

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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)

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