Sesquiterpene Lactone Glycosides, Eudesmanolides, and Other Constituents from Carpesium macrocephalum

Chao Yang; Yan-Ping Shi; Zhong-Jian Jia

doi:10.1055/s-2002-32899

Planta Medica, Table of Contents

Planta Med 2002; 68(7): 626-630
DOI: 10.1055/s-2002-32899

Original Paper

Natural Product Chemistry
© Georg Thieme Verlag Stuttgart · New York

Sesquiterpene Lactone Glycosides, Eudesmanolides, and Other Constituents from Carpesium macrocephalum

Chao Yang¹ , Yan-Ping Shi² , Zhong-Jian Jia¹

¹Department of Chemistry, National Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou, P.R. China
²Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, P.R. China

Abstract

Two new sesquiterpene lactone glycosides and two new eudesmanolides, along with twelve known compounds were isolated from seeds of Carpesium macrocephalum. The structures of these new compounds were elucidated as 2α-O-β-D-glucopyranosyl-5α, 11αH-eudesma-4(15)-en-12,8β-olide (1), 2α-O-β-D-glucopyranosyl-5αH-eudesma-4(15),11(13)-dien-12,8β-olide (2), 2α-acetoxy-5α-hydroxy-11αH-eudesma-4(15)-en-12,8β-olide (3) and 2α,5α-dihydroxy-11αH-eudesma-4(15)-en-12,8β-olide (4) by spectroscopic methods including 2D NMR techniques (¹H-¹H COSY, ¹H-¹H NOESY, HMQC, HMBC) and chemical transformations. Compounds 1, 6, 8, 9 and 10 exhibited moderate antibacterial activity, while compound 4 showed appreciable cytotoxic activity against cultured SMMC-7721 (human hepatoma cell).

Key words

Carpesium macrocephalum - Compositae - eudesmanolide - sesquiterpene lactone glycosides - antibacterial activity - cytotoxic activity

Full Text

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Prof. Zhong-Jian Jia

Department of Chemistry

Lanzhou University

Lanzhou, Gansu 730000

Peoples Republic of China

Email: Zhengrl@lzu.edu.cn

Fax: + 86-0931-8 912 582