Anacardic acid derivatives from Brazilian propolis and their antibacterial activity

M S S Silva,J A D Lopes,A M G L Citó,M H Chaves,S G De Lima,F A M Reis,E H Oliveira

doi:10.1590/s0100-46702008000300008

M S S Silva, J A D Lopes + Show 5 more

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https://doi.org/10.1590/s0100-46702008000300008

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Journal: Eclética Química	Publication Date: Jan 1, 2008
Citations: 22	License type: cc-by

Affiliation: Universidade Federal do Piauí

Abstract

Propolis is a sticky, gummy, resinous substance collected by honeybees (Apis mellifera L.) from various plant sources, which has excellent medicinal properties. This paper describes the isolation and identification of triterpenoids and anacardic acid derivatives from Brazilian propolis and their antibacterial activity. Their structures were elucidated by ¹H and 13C NMR, including uni- and bidimensional techniques; in addition, comparisons were made with data from academic literature. These compounds were identified as: cardanols (1a + 1b), cardols (2a + 2b), monoene anacardic acid (3), a-amirine (4), b-amirine (5), cycloartenol (6), 24-methylene-cycloartenol (7) and lupeol (8). The determination of the position of the double bond after a reaction with Dimethyl disulfide (DMDS) is described for the phenol derivatives. The ethanolic extract was tested in vitro for antimicrobial activity by using the disc diffusion method and it showed significant results against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Shigella spp.

Highlights

Propolis is a natural resinous product collected by bees from the buds and exudates of plants
This paper describes the isolation and identification of the triterpenoids α-amyrin, β-amyrin, lupeol, cycloartenol and 24-methylenecycloartanol and the phenolic derivatives cardanol, cardol and anacardic acid from propolis produced by Apis mellifera
This paper describes in vitro evaluation of the antibacterial activity of the ethanolic propolis extract against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Shigella spp

Summary

Introduction

Propolis is a natural resinous product collected by bees from the buds and exudates of plants. This paper describes the isolation and identification of the triterpenoids α-amyrin, β-amyrin, lupeol, cycloartenol and 24-methylenecycloartanol and the phenolic derivatives cardanol, cardol and anacardic acid from propolis produced by Apis mellifera. This paper describes in vitro evaluation of the antibacterial activity of the ethanolic propolis extract against Escherichia coli, Staphylococcus aureus, Pseudomonas aeruginosa and Shigella spp.

Results

Conclusion