The absolute configuration of angular 3′-acyloxypyranocoumarins by vibrational circular dichroism exciton chirality

被引:14
作者
Buendia-Trujillo, Abigail I. [1 ]
Martin Torrres-Valencia, J. [2 ]
Joseph-Nathan, Pedro [3 ]
Burgueno-Tapia, Eleuterio [1 ]
机构
[1] Inst Politecn Nacl, Escuela Nacl Ciencias Biol, Dept Quim Organ, Mexico City 11340, DF, Mexico
[2] Univ Autonoma Estado Hidalgo, Area Acad Quim, Mineral De La Reforma 42184, Hidalgo, Mexico
[3] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Quim, Mexico City 07000, DF, Mexico
关键词
SELINUM VAGINATUM; COUMARINS; ROOTS; CONSTITUENTS;
D O I
10.1016/j.tetasy.2014.09.001
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A complex mixture of lomatin C-3' esters and (-)-O-angeloyllomatin 1 was isolated from the seeds of Prionosciadium thapsoides. Since a literature search revealed that some lomatin C-3' monoesters have positive specific rotations, while others had negative values, the absolute configuration of all of the molecules was determined to be (R) by exciton chirality in the infrared region, and by chemical correlation. A single crystal X-ray study of acetyllomatin 3, using the Flack and Hooft parameters, independently confirmed this absolute configuration. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1418 / 1423
页数:6
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