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由甘油三酯合成脂肪异羟肟酸及其表征

Synthesis and characterization of fatty hydroxamic acids from triacylglycerides.

作者信息

Hoidy Wisam H, Ahmad Mansor B, Al-Mulla Emad A Jaffar, Yunus Wan Md Zin Wan, Ibrahim Nor azowa Bt

机构信息

Department of Chemistry, Faculty of Science, University Putra Malaysia, 43400, UPM, Serdang, Selangor, Malaysia.

出版信息

J Oleo Sci. 2010;59(1):15-9. doi: 10.5650/jos.59.15.

DOI:10.5650/jos.59.15
PMID:20032595
Abstract

In this study, fatty haydroxamic acids (FHAs), which have biological activities as antibiotics and antifungal, have been synthesized via refluxing of triacylglycrides, palm olein, palm stearin or corn oil with hydroxylamine hydrochloride. The products were characterized using the complex formation test of hydroxamic acid group with zinc(I), copper(II) and iron(III), various technique methods including nuclear magnetic resonance ((1)H NMR) spectroscopy, Fourier transform infrared (FTIR) spectroscopy and elemental analysis. Parameters that may affect the conversion of oils to FHAs including the effect of reaction time, effect of organic solvent and effect of hydro/oil molar issue were also investigated in this study. Results of characterization indicate that FHAs were successfully produced from triacylglycrides. The conversion percentages of palm stearin, palm olein and corn oil into their fatty hydroxamic acids are 82, 81 and 78, respectively. Results also showed that hexane is the best organic solvent to produce the FHAs from the three oils used in this study. The optimum reaction time to achieve the maximum conversion percentage of the oils to FHAs was found to be 10 hours for all the three oils, while the optimum molar ration of hydro/to oil was found to be 7:1 for all the different three oils.

摘要

在本研究中,具有抗生素和抗真菌生物活性的脂肪异羟肟酸(FHAs)已通过将甘油三酯、棕榈油精、棕榈硬脂或玉米油与盐酸羟胺回流反应合成。使用异羟肟酸基团与锌(I)、铜(II)和铁(III)的络合形成试验、包括核磁共振((1)H NMR)光谱、傅里叶变换红外(FTIR)光谱和元素分析在内的各种技术方法对产物进行了表征。本研究还考察了可能影响油转化为FHAs的参数,包括反应时间的影响、有机溶剂的影响和水/油摩尔比的影响。表征结果表明,已成功从甘油三酯中制备出FHAs。棕榈硬脂、棕榈油精和玉米油转化为其脂肪异羟肟酸的转化率分别为82%、81%和78%。结果还表明,己烷是从本研究中使用的三种油中制备FHAs的最佳有机溶剂。发现所有三种油达到油转化为FHAs的最大转化率的最佳反应时间均为10小时,而所有三种不同油的最佳水/油摩尔比均为7:1。

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