Abstract

Three new highly oxygenated (2–4), and two known (1 and 5) germacranolides, were isolated from the whole plant of Carpesium divaricatum. The planar structures and relative configurations of the new compounds were determined by detailed spectroscopic analysis. The absolute configuration of 1 was established using the circular dichroism (CD) method and X-ray diffraction, and the stereochemistry of the new compounds 2–4 were determined using similar CD spectra with 1. The new compound 2 and the known compound 5 exhibited potent cytotoxicity against hepatocellular cancer (Hep G2) and human cervical cancer (HeLa) cells, superior to those of the positive control cis-platin.

Highlights

  • The genus Carpesium (Asteraceae) includes 25 species worldwide, most of which are distributed across Asia and Europe, in southwest China [1,2]

  • Carpesium divaricatum Sieb.et Zucc is widely distributed in China, and is traditionally used for the treatment of fevers, colds, bruises, insect bites and inflammatory diseases [10,11,12,13,14,15]

  • Compounds 1–5 were evaluated for their cytotoxic activity against human cervical cancer (HeLa), hepatocellular cancer (Hep G2), and lung cancer (A549) cell lines (Table 2)

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Summary

Introduction

The genus Carpesium (Asteraceae) includes 25 species worldwide, most of which are distributed across Asia and Europe, in southwest China [1,2]. Carpesium divaricatum Sieb.et Zucc is widely distributed in China, and is traditionally used for the treatment of fevers, colds, bruises, insect bites and inflammatory diseases [10,11,12,13,14,15]. Previous investigations of this plant reported the isolation of germacrane-type sesquiterpene lactones [4,14,15,16,17]. Our previous study led to the isolation, structural elucidation and analysis of the cytotoxic activity of eight germacranolides from this plant [27].

Structure Elucidation of Compounds 1–5
13 C structure
In Vitro Cytotoxic Activities of Compounds 1–5
General Experimental Procedures
Plant Material
Isolation and Purification of Compounds 1–5
Characterization of Compounds 2–4
X-ray Crystal Structure Analysis of Compound 1
Cytotoxicity Assays of Compounds 1–5
Conclusions

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