concise synthesis of catechin metabolites 5-(3′,4′-dihydroxyphenyl)-γ-valerolactones (dhpv) in optically pure form and their stereochemical effects on skin wrinkle-reducing activities
;Joonseong Hur;A-Ram Kim;Hyun Su Kim;Changjin Lim;Taewoo Kim;Tae-Aug Kim;Jaehoon Sim;Young-Ger Suh
Journal of ethnopharmacology2020Vol. 25pp. 1970-
173
hur2020moleculesconcise
Abstract
A concise and scalable synthetic route for optically pure (4S) and (4R)-5-(3′,4′-dihydroxyphenyl)-γ-valerolactones (DHPVs), catechin metabolites, has been developed via the efficient construction of a γ-valerolactone moiety from hexenol. Noticeably, the different skin wrinkle-reducing activities of each metabolite were revealed via our unique syntheses of DHPVs in an enantiomerically pure form.