基于棕榈仁油的脂肪族异羟肟酸衍生物的酶促合成

Enzymatic synthesis of fatty hydroxamic acid derivatives based on palm kernel oil.

作者信息

Jahangirian Hossein, Haron Md Jelas, Yusof Nor Azah, Silong Sidik, Kassim Anuar, Rafiee-Moghaddam Roshanak, Peyda Mazyar, Gharayebi Yadollah

机构信息

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

School of Chemical Sciences and food Technology, Faculty of science and Technology, Universiti Kebangsaan Malaysia, UKM Bangi, Selangor 43600, Malaysia.

出版信息

Molecules. 2011 Aug 5;16(8):6634-44. doi: 10.3390/molecules16086634.

DOI:10.3390/molecules16086634

PMID:25134767

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6264264/

Abstract

Fatty hydroxamic acid derivatives were synthesized using Lipozyme TL IM catalyst at biphasic medium as the palm kernel oil was dissolved in hexane and hydroxylamine derivatives were dissolved in water: (1) N-methyl fatty hydroxamic acids (MFHAs); (2) N-isopropyl fatty hydroxamic acids (IPFHAs) and (3) N-benzyl fatty hydroxamic acids (BFHAs) were synthesized by reaction of palm kernel oil and N-methyl hydroxylamine (N-MHA), N-isopropyl hydroxylamine (N-IPHA) and N-benzyl hydroxylamine (N-BHA), respectively. Finally, after separation the products were characterized by color testing, elemental analysis, FT-IR and 1H-NMR spectroscopy. For achieving the highest conversion percentage of product the optimum molar ratio of reactants was obtained by changing the ratio of reactants while other reaction parameters were kept constant. For synthesis of MFHAs the optimum mol ratio of N-MHA/palm kernel oil = 6/1 and the highest conversion was 77.8%, for synthesis of IPFHAs the optimum mol ratio of N-IPHA/palm kernel oil = 7/1 and the highest conversion was 65.4% and for synthesis of BFHAs the optimum mol ratio of N-BHA/palm kernel oil = 7/1 and the highest conversion was 61.7%.

摘要

在双相介质中使用Lipozyme TL IM催化剂合成脂肪族异羟肟酸衍生物，其中棕榈仁油溶解于己烷，异羟肟酸衍生物溶解于水：（1）N-甲基脂肪族异羟肟酸（MFHA）；（2）N-异丙基脂肪族异羟肟酸（IPFHA）和（3）N-苄基脂肪族异羟肟酸（BFHA）分别通过棕榈仁油与N-甲基羟胺（N-MHA）、N-异丙基羟胺（N-IPHA）和N-苄基羟胺（N-BHA）反应合成。最后，分离产物后通过颜色测试、元素分析、傅里叶变换红外光谱（FT-IR）和氢核磁共振光谱（1H-NMR）对其进行表征。为了获得最高的产物转化率，在保持其他反应参数不变的情况下，通过改变反应物比例来获得反应物的最佳摩尔比。对于MFHA的合成，N-MHA/棕榈仁油的最佳摩尔比为6/1，最高转化率为77.8%；对于IPFHA的合成，N-IPHA/棕榈仁油的最佳摩尔比为7/1，最高转化率为65.4%；对于BFHA的合成，N-BHA/棕榈仁油的最佳摩尔比为7/1，最高转化率为61.7%。