Chemical constituents from Piper marginatum Jacq. (Piperaceae)-antifungal activities and kinetic resolution of (RS)-marginatumol by Candida antarctica lipase (Novozym 435)

Reigada J.B.; Tcacenco Celize.M.; Andrade L.H.; Kato M.J.; Porto A.L.M.; Lago J.H.G.

Chemical constituents from Piper marginatum Jacq. (Piperaceae)-antifungal activities and kinetic resolution of (RS)-marginatumol by Candida antarctica lipase (Novozym 435)

item.page.type

Artigo

Date

2007

item.page.ispartof

Tetrahedron Asymmetry

item.page.citationsscopus

30

Authors

Reigada J.B.
Tcacenco Celize.M.
Andrade L.H.
Kato M.J.
Porto A.L.M.
Lago J.H.G.

Abstract

The leaves of Piper marginatum contain the antifungal compounds 3,4-methylenedioxypropiophenone 1, 2-methoxy-4,5-methylenedioxypropiophenone 2, 1-(3,4-methylenedioxyphenyl)propan-1-ol 3 (marginatumol), 5,4′-dihydroxy-7-methoxyflavanone 4 and 5,7-dihydroxy-4′-methoxyflavanone 5. The absolute configuration of natural marginatumol was determined as (+)-(R)-3 (ee 48%) by comparison of its optical properties with the chiral forms obtained by kinetic resolution of racemic 3 using Candida antarctica lipase (Novozym 435). © 2007 Elsevier Ltd. All rights reserved.