A synthetic and in silico study on the highly regioselective Diels-Alder reaction of the polyenic antifungal antibiotics natamycin and flavofungin

被引:3
|
作者
Fejes, Zsolt [2 ]
Mandi, Attila [3 ,4 ]
Komaromi, Istvan [1 ]
Majoros, Laszlo [5 ]
Batta, Gyula [4 ]
Herczegh, Pal [2 ]
机构
[1] Univ Debrecen, Hungarian Acad Sci, Haemostasis Thrombosis & Vasc Biol Res Grp, H-4032 Debrecen, Hungary
[2] Univ Debrecen, Dept Pharmaceut Chem, H-4032 Debrecen, Hungary
[3] Univ Debrecen, Hungarian Acad Sci, Res Grp Carbohydrates, H-4032 Debrecen, Hungary
[4] Univ Debrecen, Dept Organ Chem, H-4032 Debrecen, Hungary
[5] Univ Debrecen, Dept Med Microbiol, H-4032 Debrecen, Hungary
关键词
D O I
10.1016/j.tetlet.2010.07.049
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The tetraenic macrolide antibiotic natamycin and the pentaenic macrolide flavofungin gave monoadducts on Diels-Alder reaction with 4-phenyl-1,2,4-triazoline-3,5-dione. The regioselectivity of the reaction as well as the conformation of the products was studied using theoretical calculations. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4968 / 4971
页数:4
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