Abstract

1-monocaproin and 1-monocaprylin synthesized through a novel process by the chemical reaction of glycidol and their respective fatty acids with copper acetate as the catalyst possessed the amphiphilic property. 1- monoacyl glycerols synthesized were found to exhibit antibacterial, antifungal, anti parasitic and antiviral properties. 1-monocaproin and 1-monocaprylin were able to show their antibacterial effect by inhibiting the growth of the Gram negative bacteria Escherichia coli, Pseudomonas aeruginosa and Gram positive bacteria Staphylococcus aureus, Bacillus subtilis at concentrations of 100–500 ppm. The Minimal Inhibitory Concentration (MIC) of both 1-monoacyl glycerols were found to be 0.5 ppm. 1-monocaproin and 1-monocaprylin were able to show their antifungal effect by inhibiting the growth of the filamentous fungi Mucor racemosus and Rhizopus stolonifer at the concentration of 1000 ppm. Based on the molecular interaction and common binding interaction study, 1-monocaproin is expected to exhibit a similar antiviral activity as that of Oseltamivir to H5N1 influenza virus hemagglutinin. 1-monocaprylin and 1-monocaproin synthesized using copper acetate could exhibit a broad spectrum antimicrobial effect in combination with other monoacyl glycerols or with other antimicrobial agents.

Highlights

  • Food-borne diseases caused by the microbial contamination from bacteria, fungi, parasite and virus pose major public health problems in developed and developing countries (Altekruse et al, 1999)

  • There were lot published literatures to prove the inhibitory property of various Monoacyl glycerols (MAGs) against Grampositive bacteria (Kabara et al, 1972; Schlievert et al, 1992; Oh and Marshall, 1993; Branen and Davidson, 2004; Bunkova et al, 2011) and the resistant property to Gramnegative bacteria (Skrivanova et al, 2006; Kabara, 1978; Kabara, 1984)

  • Based on detailed published studies of saturated fatty acids with chain lengths between 6 and 18 carbons, the lauric acid was found to possess more inhibitory activity against Gram-positive bacteria (Kabara et al, 1972) and MAG synthesized with caproic acid and caprylic acid in our study were found to show similar inhibitory effect

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Summary

Introduction

Food-borne diseases caused by the microbial contamination from bacteria, fungi, parasite and virus pose major public health problems in developed and developing countries (Altekruse et al, 1999). Food-borne infectious diseases cause serious day to day problem for the health care system and led to tremendous economic loss and it is important to develop the means to control the transmission from food to humans (Newell et al, 2010) This is achieved by either limiting or preventing the growth of undesirable microbial flora in food products (Dolezalkova et al, 2012). Molecular modeling and computational chemistry based computer-aided drug design provided great help for modern drug development (Marshall, 1987) Software programs such as Auto Dock were widely used to search potential inhibitor for protein targets (Morris, et al, 2009). We employed the strategy of molecule docking to explore 1-monocaproin comparing with Oseltamivir as potential H5N1 hemagglutinin inhibitors

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