Absolute Configuration of Cembrane Diterpenoids from Bursera multijuga

被引:0
|
作者
Hernandez-Hernandez, Juan D. [1 ]
Garcia-Gutierrez, Hugo A. [1 ]
Roman-Marin, Luisa U. [1 ]
Torres-Blanco, Yunuen I. [1 ]
Cerda-Garcia-Rojas, Carlos M. [2 ]
Joseph-Nathan, Pedro [2 ]
机构
[1] Univ Michoacana, Inst Invest Quim Biol, Morelia 58000, Michoacan, Mexico
[2] Inst Politecn Nacl, Ctr Invest & Estudios Avanzados, Dept Quim, Mexico City 07000, DF, Mexico
关键词
Bursera multijuga; Burseraceae; Cembranes; Absolute configuration; Vibrational circular dichroism; X-ray diffraction; FORMOSAN SOFT CORAL; ESSENTIAL OIL; CHEMICAL-COMPOSITION; ANTIBACTERIAL ACTIVITY; SINULARIA-FLEXIBILIS; TAXADIENE SYNTHASE; MEDICINAL-PLANTS; DERIVATIVES; CONSTITUENTS; CYCLIZATION;
D O I
暂无
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The stems of Bursera multijuga afforded (-)-(1S,3E,7R,8R,11E)-7,8-epoxycembra-3,11-dien-1-ol (1) and its acetate 2, together with cembrene A (3), nephthenol (4), and cembrenol (5). The structures of 1 and 2 were elucidated by 1D and 2D NMR, HRESIMS, and X-ray diffraction. The conformational preference of flexible 1 was studied by molecular modeling at the DFT B3LYP/DGDZVP level of theory. Good agreement between calculated and experimental vibrational circular dichroism curves established the absolute configuration of 1. This is the first time that cembrane derivatives have been isolated from the genus Bursera.
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收藏
页码:1249 / 1252
页数:4
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