Antimicrobial Activity of Phenylpropanoyle from the Rhizome of Zingiber officinale Roscoe (Zingiberaceae)

Abstract

This study was carried out to det. the phytochem. and the antimicrobial activities of Zingiber officinale (Zingiberaceae) Rhizome. The air-dried and powd. rhizome (1.0 kg) of Z. officinale was extd. with Et acetate (1.5 L) at room temp. for 72 h. After evapn. under reduced pressure, 46.5 g of crude ext. was obtained. The CH2Cl2 ext. was purified by column chromatog. over silica gel 60 (230-400 mesh) and preparative TLC using a gradient system of hexane, Et acetate and MeOH. Agar diffusion test plates with Escherichia coli CIP 548, Listeria monocytogenes CIP 82110, Enterococcus faecalis CIP 76117, Bacillus cereus CIP 6624, Staphylococcus aureus CIP 7625, Pseudomonas fluorescents CIP 6913, Bacillus subtilis ATCC 6636, Candida lusitaniae ATCC 200950, Candida tropicalis ATCC 750, Cryptococcus neoformans CIP 95026, Aspergillus flavus, and Aspergillus parasiticus as test strains were performed. A new nonyl-3-phenylpropanoate (1), together with known compds., 8-heptyl-12- propyldecanol (2) were isolated from the Et acetate ext. of the rhizome of Zingiber officinale. The structures of the two compds. were detd. by comprehensive analyses of their 1D and 2D NMR, mass spectral data, chem. reactions, and comparison with previously known analog. The two compds. isolated from Et acetate ext. showed antibacterial and antifungal activity and the Minimal Inhibitory Concn. (MIC) against the test fungi varied from 3.34 mM to 5.08 mM for compd. 1 and from 3.81 mM to 5.08 mM for compd. 2. One new compd., nonyl-3-phenylpropanoate, isolated from Et acetate ext. of Zingiber officinale rhizome exhibited antibacterial and antifungal activities. [on SciFinder(R)]