Chromenes of polyketide origin from Peperomia villipetiola.

Abstract:

:An extract of leaves and stems of Peperomia villipetiola has been found to contain myristicin (3-methoxy-4,5-methylenedioxy-allylbenzene) and seven chromenes, whose structures are methyl 5-hydroxy-7-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate (1), methyl 5-methoxy-7-methyl-2,2-dimethyl-2H-1-chromene-8-carboxylate (2), methyl 7-hydroxy-5-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate (3), methyl 7-methoxy-5-methyl-2,2-dimethyl-2H-1-chromene-6-carboxylate (4), 5-methanol-7-hydroxy-2,2-dimethyl-2H-1-chromene-6-carboxylic acid (5), 5-methanol-7-methoxy-2,2-dimethyl-2H-1-chromene-6-carboxylic acid (6), and methyl 5-acetoxymethanol-7-hydroxy-2,2-dimethyl-2H-1-chromene-6-carboxylate (7). A biosynthetic rationale for 1-7 suggests that orsellinic acid may be a common intermediate. The anti-fungal activities of the chromenes were measured bioautographically against Cladosporium cladosporioides and Cladosporium sphaerospermum: compounds 6 and 7 were found to be the most active.

journal_name

Phytochemistry

journal_title

Phytochemistry

authors

Malquichagua Salazar KJ,Delgado Paredes GE,Lluncor LR,Young MC,Kato MJ

doi

10.1016/j.phytochem.2005.01.003

subject

Has Abstract

pub_date

2005-03-01 00:00:00

pages

573-9

issue

5

eissn

0031-9422

issn

1873-3700

pii

S0031-9422(05)00004-X

journal_volume

66

pub_type

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