Elsevier

Phytochemistry

Volume 60, Issue 8, August 2002, Pages 799-801
Phytochemistry

Two chromones from Peperomia vulcanica

https://doi.org/10.1016/S0031-9422(02)00191-7Get rights and content

Abstract

Two chromones: 5-hydroxy-2-(14′-(E)-nonadecenyl) chromone (1) and 5-hydroxy-2-[12′-(3″,4″-methylenedioxyphenyl)dodecanyl] chromone (2), together with six known compounds have been isolated from Peperomia vulcanica Baker & C. H. Wright (Piperaceae). Their structures were determined by spectroscopic analysis including 2D NMR techniques.

Two chromones, 5-hydroxy-2-(14′-(E)-nonadecenyl) chromone (1) and 5-hydroxy-2-[12′-(3″,4″-methylenedioxyphenyl)dodecanyl] chromone (2), together with six known compounds have been isolated from Peperomia vulcanica Baker & C.H. Wright (Piperaceae).

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Introduction

Some Peperomia species have been used as folk medicine e.g. Peperomia vulcanica Baker & C. H. Wright, a herb which grows on Mount Cameroon and parts of the North West province of Cameroon is being used against sterility and Peperomia japonica Makino is used for the treatment of malignant tumors (Chen et al., 1989). Compared with the genus Piper of this family, few phytochemical studies of Peperomia have been reported (Toshiyuki et al., 1998). However, some compounds like prenylated phenols with antiparasitic activity were reported from Peperomia galioides H. B. K. (Mahiou et al., 1995, Mahiou et al., 1996). In this paper, we describe the isolation and structural determination of two new chromones from Peperomia vulcanica.

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Results and discussion

A sample of Peperomia vulcanica was air-dried and powdered (2 kg) and macerated at room temperature in hexane for 6 days, filtration and concentration afforded a dark greenish extract (43 g). Vacuum liquid chromatography of this extract on silica gel followed by repeated column chromatography afforded the new compounds peperovulcanone A (1) and peperovulcanone B (2) and the previously described 2,3-bis (3,4-dimethoxybenzyl)-4,5-dihydro-2(3H)-furanone (Estévez-Braun et al., 1996); sesamin (

General method

Melting points were recorded with a Kofler hot stage 277938 and are uncorrected. 1H NMR (400.13 MHz) and 13C NMR (100.6 MHz) were registered in CDCl3 with a Bruker DPX 400 spectrometer. Chemical shifts are reported in parts per million (ppm) and coupling constants in hertz (Hz). IR spectra were registered with JASCO FTIR-410 spectrometer. UV spectra were recorded with Shimadzu UV-3101 PC. Mass spectra were obtained by EI with a Jeol JMS 700 spectrometer at 70 eV. TLC plates were visualised with

Acknowledgements

Financial support from the International Science Program, Uppsala University is gratefully acknowledged.

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