Absolute Configuration of Cembrane Diterpenoids from Bursera multijuga-Reference-Cited by-同舟云学术

Absolute Configuration of Cembrane Diterpenoids from Bursera multijuga

Published:2014-09 Issue:9 Volume:9 Page:1934578X1400900
ISSN:1934-578X
Container-title:Natural Product Communications
language:en
Short-container-title:Natural Product Communications

Author:

Hernández-Hernández Juan D.¹,García-Gutiérrez Hugo A.¹,Román-Marín Luisa U.¹,Torres-Blanco Yunuen I.¹,Cerda-García-Rojas Carlos M.²,Joseph-Nathan Pedro²

Affiliation:

1. Instituto de Investigaciones Químico-Biológicas, Universidad Michoacana de San Nicolás de Hidalgo, Apartado 137, Morelia, Michoacán 58000, Mexico

2. Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado 14-740, México, D. F., 07000 Mexico

Abstract

The stems of Bursera multijuga afforded (-)-(1 S,3 E,7 R,8 R,11 E)-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.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

Link

http://journals.sagepub.com/doi/pdf/10.1177/1934578X1400900907

Reference20 articles.

1. Studies on Taxadiene Synthase: Interception of the Cyclization Cascade at the Isocembrene Stage with GGPP Analogues

2. Chemosystematics of the Hepaticae

3. Decaryiol, a new cembrane diterpene from the marine soft coral Sarcophyton decaryi

4. Cytotoxic Terpenoids from the Formosan Soft Coral Nephthea brassica

5. Cembrane-Type Diterpenoids from the Chinese Liverworts Chandonanthus hirtellus and C. birmensis

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