Polyacetylene and phenolic constituents from the roots of Codonopsis javanica

Nguyen Huu Toan Phan, Nguyen Thi Dieu Thuan, Nguyen Thi Thu Hien, Pham Van Huyen, Nguyen Huu Huong Duyen, Tran Thi Hong Hanh, Nguyen Xuan Cuong, Tran Hong Quang, Nguyen Hoai Nam, Chau Van Minh
2020 figshare.com  
Chemical investigation of the roots of Codonopsis javanica resulted in isolation of 12 compounds, including one new polyacetylene, codojavanyol (1), one new phenolic glycoside, codobenzyloside (7), and 10 known compounds, (2E,8E)-9-(tetrahydro-2H-pyran-2-yl)nona-2,8-diene-4,6-diyl-1-ol (2), lobetyol (3), lobetyolin (4), lobetyolinin (5), cordifolioidyne B (6), benzyl-α-L-arabinopyranosyl (1-6)-β-D-glucopyranoside (8), (Z)-8-β-D-glucopyranosyloxycinnamic acid (9), syringin (10), syringaresinol
more » ... ), syringaresinol (11), and tryptophan (12). Their structures were elucidated by 1 D and 2 D NMR and MS spectroscopic analyses in comparison with the data reported in the literature. The stereochemistry of the C-2′ position of 1 was identified based on time-dependent density functional theory (TDDFT) electronic circular dichroism (ECD) calculation. Among the isolates, compounds 3-5 were shown to have weak cytotoxicity toward three human carcinoma cell lines, including lung (A549), liver (HepG2), and breast (MCF7), with the induction of 41.4 to 55.6% cell death at the concentration of 100 µM.
doi:10.6084/m9.figshare.13089224.v1 fatcat:fnflgt5kfzh67olddlgn4d55qu