Planta Med 2012; 78(4): 383-386
DOI: 10.1055/s-0031-1298143
Natural Product Chemistry
Letters
© Georg Thieme Verlag KG Stuttgart · New York

Antimicrobial Prenylated Acetophenones from Berries of Harrisonia abyssinica

Regina K. Mayaka1 , Moses K. Langat2 , Josiah O. Omolo1 , Peter K. Cheplogoi1
  • 1Chemistry Department, Egerton University, Egerton, Kenya
  • 2Division of Chemical Sciences, University of Surrey, Guildford, UK
Weitere Informationen

Publikationsverlauf

received October 9, 2011 revised December 5, 2011

accepted December 7, 2011

Publikationsdatum:
10. Januar 2012 (online)

Abstract

The ripe berries of Harrisonia abyssinica yielded two new prenylated acetophenones, namely 5-(ethan-1′′′-one)-4,6-dihydroxy-7-(3′′,3′′-dimethylallyl)-2S-(1′S-hydroxy-1′,5′-dimethylhex-4′-enyl)-2,3-dihydrobenzofuran (1) and 5-(2′′′-hydroxyethan-1′′′-one)-4,6-dihydroxy-7-(3′′,3′′-dimethylallyl)-2S-(1′S-hydroxy-1′,5′-dimethylhex-4′-enyl)-2,3-dihydrobenzofuran (2), herein named harronin I and harronin II, respectively. The compounds were isolated following activity guided fractionation and the structures were determined using 1D, 2D NMR spectroscopic, CD and MS spectrometric techniques. The methanol-dichloromethane mixture (1 : 1 v/v) crude extract exhibited strong antimicrobial activity against Candida albicans, Bacillus cereus, Escherichia coli, Salmonella typhimurium, Staphylococcus aureus, and Lactobacillus casei. Harronin I (1) showed a MIC of 5 µg/mL against C. albicans, 6 µg/mL against B. cereus, and more than 20 µg/mL against other tested microorganisms. Harronin II (2) showed much weaker MIC values (> 100 µg/mL) against all the tested microorganisms.

Supporting Information

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Dr. Moses K. Langat

Division of Chemical Sciences
University of Surrey

Guildford GU2 7XH

UK

Telefon: +44 1 48 36 86 95 80 26 02

eMail: m.langat@surrey.ac.uk