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New antiproliferative germacranolides from Carpesium divaricatum.

ABSTRACT: Six new highly oxygenated (2-7) and one known (1) 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 configurations of 1 and 3 were established by circular dichroism (CD) and X-ray crystallographic analyses, and the stereochemistry of the new compounds 2 and 4-6 were determined by similar CD data to 1 and 3, respectively. All isolates were evaluated for their antiproliferative activities against three human tumor cell lines, and compounds 3 and 6 show antiproliferative activities against HeLa and Hep G2 cells with IC₅₀ values of 4.13-8.37 μM. Intensive mechanism study showed that 3 caused cell-cycle arrest at the S/G2 phase and induced apoptosis in Hep G2 cells through a mitochondria-related pathway.

SUBMITTER: Zhang T

PROVIDER: S-EPMC9063262 | biostudies-literature | 2019 Apr

REPOSITORIES: biostudies-literature

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New antiproliferative germacranolides from Carpesium divaricatum.

Zhang Tao T Zhang Qiu-Bo QB Fu Lu L Li Ling-Yu LY Ma Li-Yan LY Si Jin-Guang JG Zhang Hong-Wu HW Wei Jian-He JH Yu Shi-Shan SS Zou Zhong-Mei ZM

RSC advances 20190411 20

Six new highly oxygenated (2-7) and one known (1) 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 configurations of 1 and 3 were established by circular dichroism (CD) and X-ray crystallographic analyses, and the stereochemistry of the new compounds 2 and 4-6 were determined by similar CD data to 1 and 3, respectively. All iso ...[more]

PMID: 35520265

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New Highly Oxygenated Germacranolides from Carpesium divaricatum and their Cytotoxic Activity.

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