Cytotoxic Germacrane-Type Sesquiterpene Lactones from the Whole Plant of Carpesium lipskyi

Nan-Lin Zhu, Chunping Tang, Cheng‐Hui Xu, Chang‐Qiang Ke, Ge Lin, Janar Jenis, Sheng Yao, Hong‐Chun Liu, Yang Ye

2019

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DOI 10.1021/acs.jnatprod.8b01004
Data confidence 85 high
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Abstract

Ten new sesquiterpene lactones, carlipsines A–J ( 1 – 10 ), and 12 known analogues ( 11 – 22 ) were isolated from the whole plant of Carpesium lipskyi . Their structures were elucidated by using 1D and 2D NMR and HRESIMS analyses, and their absolute configurations were confirmed by X-ray diffraction studies. All compounds were identified as germacranolides with diverse substructural features. Compounds 1 – 4 are 2,5-hemiacetal-linked germacranolides. Compounds 5 and 6 possess a 1,2-epoxy moiety. Compounds 7 and 8 represent unusual 1,5-hemiacetal-linked germacranolides. Compounds 9 and 10 contain a tetrahydrofuran unit with the oxygen atom bridging C-1 and C-8. Compounds 6, 7, 8, 19, 20, 21, and 22 showed cytotoxicity against HL-60 and A-549 cell lines with IC 50 values ranging from 2.8 to 10.3 μM.