Lipophilization of Ascorbic Acid: A Monolayer Study and Biological and Antileishmanial Activities

被引：20

作者：

Kharrat, Nadia ^{[1
]}

Aissa, Imen ^{[1
]}

Sghaier, Manel ^{[2
]}

Bouaziz, Mohamed ^{[3
]}

Sellami, Mohamed ^{[1
]}

Laouini, Dhafer ^{[2
]}

Gargouri, Youssef ^{[1
]}

机构：

[1] Univ Sfax, ENIS, Lab Biochim & Genie Enzymat Lipases, Sfax 3038, Tunisia

[2] Inst Pasteur Tunis, LTCII, Grp Immunobiol Leishmanioses, Tunis 1002, Belvedere, Tunisia

[3] Univ Sfax, ENIS, Lab Electrochim & Environm, Sfax 3038, Tunisia

来源：

JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY | 2014年 / 62卷 / 37期

关键词：

ascorbic acid; lipophilic derivatives; antimicrobial activity; leishmanicidal activity; phospholipid monolayers; VISCERAL LEISHMANIASIS; EDIBLE OILS; VITAMIN-C; LIPASE; ANTIOXIDANTS; ASSOCIATION; MEMBRANE; BACTERIA; MODEL;

D O I：

10.1021/jf5029398

中图分类号：

S [农业科学];

学科分类号：

09 ;

摘要：

Ascorbyl lipophilic derivatives (Asc-C-2 to Asc-C-18:2) ere synthesized in a good yield using lipase from Staphylococcus xylosus produced in our laboratory and immobilized onto silica aerogel. Results showed that esterification had little effect on radical-scavenging capacity of purified ascorbyl esters using DPPH assay in ethanol. However, long chain fatty acid esters displayed higher protection of target lipids from oxidation. Moreover, compared to ascorbic acid, synthesized derivatives exhibited an antibacterial effect. Furthermore, ascorbyl derivatives were evaluated, for the first time, for their antileishmanial effects against visceral (Leishmania infantum) and cutaneous parasites (Leishmania major). Among all the tested compounds, only Asc-C-10, Asc-C-12, and Asc-C-18:1 exhibited antileishmanial activities. The interaction of ascorbyl esters with a phospholipid monolayer showed that only medium and unsaturated long chain (Asc-C-10 to Asc-C-18:1) derivative esters were found to interact efficiently with mimetic membrane of leishmania. These properties would make ascorbyl derivatives good candidates to be used in cosmetic and pharmaceutical lipophilic formulations.

引用

页码：9118 / 9127

页数：10

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