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Polyacetylene and phenolic constituents from the roots of Codonopsis javanica

2020; Taylor & Francis; Volume: 36; Issue: 9 Linguagem: Inglês

10.1080/14786419.2020.1833200

1478-6427

Nguyễn Hữu Toàn Phần, Nguyễn Thị Diệu Thuần, Nguyễn Thị Thu Hiền, Phạm Văn Huyến, Duyen H. H. Nguyen, Trần Thị Hồng Hạnh, Nguyễn Xuân Cường, Trần Hồng Quang, Nguyen Hoai Nam, Châu Văn Minh,

Natural product bioactivities and synthesis

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 (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.