Molecular mechanics (CONFLEX/MM3) search/minimization study of the conformations of ornoside and escuside

被引：3
|
作者：
Kotev, MI
Goto, H
Ivanov, PM
机构：
[1] Bulgarian Acad Sci, Inst Organ Chem, Ctr Phytochem, BU-1113 Sofia, Bulgaria
[2] Toyohashi Univ Technol, Dept Knowledge Based Informat Engn, Toyohashi, Aichi 441, Japan
来源：
JOURNAL OF MOLECULAR STRUCTURE | 2005年 / 748卷 / 1-3期
基金：
美国国家科学基金会;
关键词：
ornoside; escuside; conformation; molecular mechanics; MM3; CONFLEX search;
D O I：
10.1016/j.molstruc.2005.03.016
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The conformations of a secoiridoid glucoside (ornoside, 1) and a coumarine-secoiridoid (escuside, 2) were studied with the MM3 force field. The CONFLEX conformational search procedure was used for finding low-energy conformations. The computed data of I indicate an equilibrium between several hydrogen bonded conformations with prevailing folded conformations of the macroring endocyclic dihedrals. The conformational preference of 2 is biased towards two conformations that differ only in the rotations about bonds adjacent to the ester function. The present results provide insight into the most probable conformations of ornoside and escuside and compliment earlier NMR studies. (c) 2005 Elsevier B.V. All rights reserved.
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页码：9 / 16
页数：8
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