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Open AccessArticle

Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-O-alkylglycerols

1
Univ Rennes, Ecole Nationale Supérieure de Chimie de Rennes, CNRS, ISCR-UMR 6226, F-35000 Rennes, France
2
AGIR, EA 4294, UFR of Pharmacy, Jules Verne University of Picardie, 80037 Amiens, France
3
University of Dschang, Faculty of Science, Department of Biochemistry, P.O. Box 67 Dschang, Cameroon
4
UMR_MD1, U-1261, Aix-Marseille Univ, INSERM, IRBA. Membranes et Cibles Thérapeutiques, Faculté de Pharmacie, 13385 Marseille cedex 05, France
5
Département de ChimieOrganique, Faculté des Sciences, Université de Yaoundé I, BP 812 Yaoundé, Cameroun
6
Univ Rennes, CNRS, ISCR (Institut des Sciences Chimiquesde Rennes), UMR 6226, F-35000 Rennes, France
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2020, 18(2), 113; https://doi.org/10.3390/md18020113
Received: 12 January 2020 / Revised: 2 February 2020 / Accepted: 4 February 2020 / Published: 15 February 2020
A series of novel substituted 1-O-alkylglycerols (AKGs) containing methoxy (8), gem-difluoro (9), azide (10) and hydroxy (11) group at 12 position in the alkyl chain were synthesized from commercially available ricinoleic acid (12). The structures of these new synthesized AKGs were established by NMR experiments as well as from the HRMS and elementary analysis data. The antimicrobial activities of the studied AKGs 811 were evaluated, respectively, and all compounds exhibited antimicrobial activity to different extents alone and also when combined with some commonly used antibiotics (gentamicin, tetracycline, ciprofloxacin and ampicillin). AKG 11 was viewed as a lead compound for this series as it exhibited significantly higher antimicrobial activity than compounds 810. View Full-Text
Keywords: alkylglycerol (AKG); ricinoleic acid (RA); antimicrobial activity; structure–activity relationship (SAR) studies; antibiotics (gentamicin; tetracycline; ciprofloxacin and ampicillin) alkylglycerol (AKG); ricinoleic acid (RA); antimicrobial activity; structure–activity relationship (SAR) studies; antibiotics (gentamicin; tetracycline; ciprofloxacin and ampicillin)
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MDPI and ACS Style

Pemha, R.; Kuete, V.; Pagès, J.-M.; Pegnyemb, D.E.; Mosset, P. Synthesis and Biological Evaluation of Four New Ricinoleic Acid-Derived 1-O-alkylglycerols. Mar. Drugs 2020, 18, 113.

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