Eremophilane Sesquiterpenoids and Nor- and Dinorsesquiterpenoids from Ligularia virgaurea Collected in China-Reference-Cited by-同舟云学术

Eremophilane Sesquiterpenoids and Nor- and Dinorsesquiterpenoids from Ligularia virgaurea Collected in China

Published:2018-07 Issue:7 Volume:13 Page:1934578X1801300
ISSN:1934-578X
Container-title:Natural Product Communications
language:en
Short-container-title:Natural Product Communications

Author:

Nakashima Katsuyuki¹,Hoshiyama Kie¹,Hayami Chika¹,Sakaoku Misato¹,Okamoto Yasuko¹,Kuroda Chiaki²,Gong Xun³,Tori Motoo¹

Affiliation:

1. Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima, 770-8514 Japan

2. Department of Chemistry, Rikkyo University, Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501, Japan

3. Kunming Institute of Botany, Chinese Academy of Science, Kunming 650201, China

Abstract

Four samples of Ligularia virgaurea collected in China afforded three new eremophilane sesquiterpenoids, one new norsesquiterpenoid, and two new dinorsesquiterpenoids as well as 28 known compounds. All the four samples belonged to the ligularol type (L type), one of the five chemotypes we have described for this species. The configuration of the previously reported eremophila-7(11),9-dien-12,8-olide is revised to be H-8α. The absolute configuration of ethyl 8-oxoeremophila-7(11),9-dien-12-oate was established to be 4 S,5 R by a DFT calculation.

Publisher

SAGE Publications

Subject

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

Link

http://journals.sagepub.com/doi/pdf/10.1177/1934578X1801300702

Reference27 articles.

1. Diversity of Furanoeremophilanes in Major Ligularia Species in the Hengduan Mountains

2. Chemical constituents of Ligularia virgaurea and its diversity in southwestern Sichuan of China

3. Chemical and genetic diversity of Ligularia virgaurea collected in northern Sichuan and adjacent areas of China. Isolation of 13 new compounds

4. Four new compounds from Ligularia virgaurea: isolation of eremophilane and noreremophilane sesquiterpenoids and the absolute configuration of 2α-hydroxyeremophil-11-en-9-one by CD spectrum and DFT calculation

5. Terpenoids from Ligularia virgaurea collected in China: the first example of two bakkane derivatives with an anhydride-type ring C and nineteen new chemical constituents