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具有α-氨基膦酸酯部分的新型喹唑啉衍生物的对映体分离和植物抗病毒生物活性。

Enantioseparation and plant virucidal bioactivity of new quinazoline derivatives with alpha-aminophosphonate moiety.

机构信息

Center for Research and Development of Fine Chemicals, Key Laboratory of Green Pesticide and Agriculture Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, China.

出版信息

J Chromatogr B Analyt Technol Biomed Life Sci. 2010 May 15;878(17-18):1285-9. doi: 10.1016/j.jchromb.2009.11.024. Epub 2009 Nov 18.

DOI:10.1016/j.jchromb.2009.11.024
PMID:19963443
Abstract

Enantiomers of some new quinazoline derivatives bearing alpha-aminophosphonate moiety were separated under normal-phase conditions on two immobilized polysaccharide-based chiral stationary phases (Chiralpak IA and Chiralpak IC). The role of two chiral stationary phases (CSPs), polar modifier and column temperature on retention time and separation factor was studied. Apparent thermodynamic parameters were deduced from Van't Hoff plots and plausible mechanism of chiral recognition has been discussed. The semi-preparative separation of some compounds was executed successfully in n-hexane/isopropyl alcohol (IPA) on the Chiralpak IA column. The preliminary bioassay showed that both the enantiomers of the investigated series of compounds possessed similar anti-tobacco mosaic virus (TMV) activities.

摘要

一些带有α-氨基膦酸酯部分的新型喹唑啉衍生物对映体在两种固定化多糖手性固定相(Chiralpak IA 和 Chiralpak IC)上在正相条件下分离。研究了两种手性固定相(CSP)、极性修饰剂和柱温对保留时间和分离因子的影响。从范特霍夫图推导出表观热力学参数,并讨论了手性识别的可能机制。在 Chiralpak IA 柱上,用正己烷/异丙醇(IPA)成功地进行了一些化合物的半制备分离。初步的生物测定表明,所研究的一系列化合物的对映体都具有相似的抗烟草花叶病毒(TMV)活性。

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