Two new hopane-type triterpenes from the aerial part of Chelidonium majus

Publication date: September 2016 Source:Phytochemistry Letters, Volume 17 Author(s): An-Jun Deng, Zhi-Hui Zhang, Qian Li, Lin Ma, Hai-Lin Qin Two new hopane-type triterpenes, 1-oxo-3α-hydroxy-22(30)-hopen-29-oic acid (1) and 3α-hydroxy-22(30)-hopen-29-oic acid (2), and the known compounds dihydrosanguinarine (3), dl-stylopine (4), dihydrochelirubine (5), dihydromacarpine (6), dihydrochelerythrine (7), dihydrochelilutine (8), and norsanguinarine (9) were isolated from the aerial part of Chelidonium majus. The structures of the new compounds were elucidated based on extensive spectroscopic evidence, especially from 1D and 2D NMR and HRESIMS experiments. The shared structure features of the hopane-type triterpenes are the presence of a mono-hydroxyl substitution at the 3-position and an acrylic acid-2-yl moiety, as a manifestation of the isopropyl group connected to C-21 of the hopane skeleton. Phytotaxonomically, the hopane-type triterpenes might be another important chemical marker in addition to the benzophenanthridine alkaloids of C. majus. Graphical abstract

Source: Phytochemistry Letters - July 23, 2016 Category: Chemistry Source Type: research