Halogenated benzoate derivatives of altholactone with improved anti-fungal activity

Journal of Asian Natural Products Research
Jirayut EuanorasetrWatanalai Panbangred

Abstract

Altholactone exhibited the anti-fungal activity with a high MIC value of 128 μg ml(-1) against Cryptococcus neoformans and Saccharomyces cerevisiae. Fifteen ester derivatives of altholactone 1-15 were modified by esterification and their structures were confirmed by spectroscopic methods. Most of the ester derivatives exhibited stronger anti-fungal activities than that of the precursor altholactone. 3-Bromo- and 2,4-dichlorobenzoates (7 and 15) exhibited the lowest minimal inhibitory concentration (MIC) values against C. neoformans at 16 μg ml(-1), while the 4-bromo-, 4-iodo-, and 1-bromo-3-chlorobenzoates (11-13) displayed potent activity against S. cerevisiae with MIC values of 1 μg ml(-1). In conclusion, this analysis indicates that the anti-fungal activity of altholactone is enhanced by addition of halogenated benzoyl group to the 3-OH group.

References

Dec 28, 2006·Journal of Natural Products·Patoomratana TuchindaVichai Reutrakul
Oct 2, 2007·Microbiology·Richard D CannonBrian C Monk
Aug 30, 2008·Bioscience Reports·Sneh Lata PanwarRajendra Prasad
Jul 4, 2009·Journal of Ethnopharmacology·Ratsami LekphromKwanjai Kanokmedhakul
Dec 24, 2010·Virulence·Themistoklis KourkoumpetisEleftherios Mylonakis
Jun 7, 2011·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Fouad Al MomaniNizar M Mhaidat
May 9, 2012·Clinical Microbiology and Infection : the Official Publication of the European Society of Clinical Microbiology and Infectious Diseases·Maiken C ArendrupUNKNOWN EUCAST-AFST
Dec 21, 2012·Science Translational Medicine·Gordon D BrownTheodore C White
Sep 28, 2013·Diagnostic Microbiology and Infectious Disease·Lei ZhangJia-Bin Li

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Citations

Oct 12, 2018·Current Medicinal Chemistry·Ronaldo Aloise PilliThiago Augusto Grigolo
May 28, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ali R ElnaasMiaomiao Liu

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Methods Mentioned

BETA
acetylation
NMR
column chromatography

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