Artanomadimers A–F: six new dimeric guaianolides from Artemisia anomala

• DOI: 10.1016/j.tet.2012.04.046
• Publication Date: 2012-04-22T16:45:19Z
• Authors: Ke Zan; Xing-Yun Chai; Xiao-Qing Chen; Qing Wu; Qiang Fu; Si-Xiang Zhou; Peng-Fei Tu
• Keywords: 01 natural sciences; 0104 chemical sciences; 3. Good health

Abstract A novel dimeric guaianolide with an unprecedented skeleton, named artanomadimer A ( 1 ), and five new analogues, artanomadimers B–F ( 2 – 6 ), were isolated from the aerial parts of Artemisia anomala . Their structures and stereochemistry were elucidated by extensive spectroscopic methods, and the absolute stereochemistry of compound 4 was confirmed by X-ray crystallographic analysis. Artanomadimer A ( 1 ) is probably formed through a Diels–Alder reaction with the new carbon–carbon bond formation of C-11/C-2′ and C-13/C-5′ based on its structure. A cytotoxic evaluation showed that compounds 1 and 6 exhibited significant inhibitory effects against the cell growth of BGC-823 tumor cell lines with IC 50 values of 2.71 and 6.25 μM, respectively.