Antimicrobial structure activity relationship of five anthraquinones of emodine type isolated from Vismia laurentiiReport as inadecuate




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BMC Microbiology

, 17:41

Applied microbiology

Abstract

BackgroundAntimicrobial activity of anthraquinone compounds of emodine type has been reported by many authors. These compounds are found in Vismia laurentii Clusiaceae, a plant used in traditional pharmacopoeia for treatment of microbial infections among others affections. The continuous identification of new compounds has raised the problem of the relation between the structure and antimicrobial properties.

ResultsThe yeast growth kinetics parameters were not influenced by the pH variation as it was the case for the other tested bacteria. Fungicidal activities were noted for all molecules while only few of them had bactericidal activities, mostly on Gram positive bacteria. Mathematical model establishing a quantitative relationship between physicochemical properties of molecules and their fungicidal activities were obtained for Candida albicans and showed that physicochemical properties impacting on antifungal activity were polarizability, partition coefficient, molecular weight and hydrogen bond acceptor.

ConclusionsThis work demonstrated that the presence of a long aliphatic chain methoxy group substituted in position two of the emodine structure increased the antibacterial properties of the studied compounds. Moreover this antimicrobial property depends on the pH of the environment, and specifically on the polarizability and number of hydrogen bond acceptors of the compound.

KeywordsAnthraquinones Emodine Antimicrobial activity Physicochemical property Structure-activity relationship Abbreviationscoef ± errStParameters Coefficient

ConstConstancy

GGentamicin

HAHydrogen bond acceptor

HDHydrogen bond donor

ICf 95%inferior Confidence Interval

ICs 95%superior Confidence Interval

INInsaturation Number

Log KO-Wor Log PPartition coefficient

MBCMinimum Bactericidal Concentration

MFCMinimum Fungicidal Concentration

MICMinimum Inhibitory Concentration

MWMolecular weight

MWMolecular weight

NNystatin

NSNon significant

PProbability of kindness of the equation

PolarzPolarizability

QSARQuantitative Structure Activity Relationship

RfPolarity degree

S tens°Superficial tension

SARStructure Activity Relationship

SWWater solubility

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Author: Gislaine Aurelie Kemegne - Pierre Mkounga - Jean Justin Essia Ngang - Sylvain Leroy Sado Kamdem - Augustin Ephrem Nkengfa

Source: https://link.springer.com/







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