Two new guaiane sesquiterpenes from Datura metel L. with anti-inflammatory activity

Publication date: March 2017 Source:Phytochemistry Letters, Volume 19 Author(s): Nguyen Thi Mai, Nguyen Thi Cuc, Hoang Le Tuan Anh, Nguyen Xuan Nhiem, Bui Huu Tai, Pham Hai Yen, Tran Hong Quang, Chau Van Minh, Kwan Woo Kim, Youn-Chul Kim, Hyuncheol Oh, Phan Van Kiem Chemical investigation of an acidic methanol extract of the whole plants of Datura metel resulted in the isolation of two new guainane sesquiterpenes, 1β,5α,7β-guaiane-4β,10α,11-triol (1) and 1α,5α,7α-11-guaiene-2α,3β,4α,10α,13-pentaol (2), along with eight known compounds: pterodontriol B (3), disciferitriol (4), scopolamine (5), kaempferol 3-O-β-d-glucosyl(1→2)-β-d-galactoside 7-O-β-d-glucoside (6), kaempferol 3-O-β-glucopyranosyl(1→2)-β-glucopyranoside-7-O-α-rhamnopyranoside (7), pinoresinol 4′′-O-β-d-glucopyranoside (8), (7R,8S,7′S,8′R)-4,9,4′,7′-tetrahydroxy-3,3′-dimethoxy-7,9′-epoxy-lignan-4-O-β-d-glucopyranoside (9), and (7S,8R,7′S,8′S)-4,9,4′,7′-tetrahydroxy-3,3′-dimethoxy-7,9′-epoxylignan-4-O-β-d-glucopyranoside (10). Their structures were elucidated by extensive spectroscopic methods, including 1D and 2D NMR and MS spectra. Compounds 2-4 and 6-10 were shown to have modest anti-inflammatory effects through inhibition of NO production in LPS-stimulated BV cells. Graphical abstract

Source: Phytochemistry Letters - February 10, 2017 Category: Chemistry Source Type: research