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Research Article Open access CC BY 4.0

Characterization of the Molecular Lipophilicity of Mycolactones A/B and C, Infectious Factors of Mycobacterium ulcerans Agent of Buruli Ulcer

Kadjo François Kassi, Jean Missa Ehouman, Mamadou Guy-Richard Koné, Lamoussa Ouattara, Georges Stephane Dembele, Nahossé Ziao

Chemical Science International Journal · pp. 18–27 · Published 27 Mar 2021

10.9734/CSJI/2021/v30i130211

Abstract

The work was undertaken as part of the Buruli ulcer control program. It is particularly about the determination of the lipophilicity of mycolactones A/B and C, infectious factors of Mycobacterium ulcerans, the agent of Buruli ulcer. The REKKER method and some free software such as MOLINSPIRATION, ACD/ChemSketch and EPIWED were used for the determination of the lipophilicity of mycolactones A/B and C. Very high logP values were found and respectively ranged from 12.11 to 11.41 for mycolactone A/B and 11.69 to 11.58 for mycolactone C. These values obtained from this coefficient, show that mycolactones A/B and C are naturally lipophilic and that actually reflects their effective presence in the subcutaneous fat of the infected area. These results are very encouraging and promising. They are key factors for a better understanding of the biological activities of the two mycolactones and pave the way for the proposal of a mechanism to annihilate their destructive effects.

Mycobacterium ulcerans mycolactone molecular lipophilia partition coefficient

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