Antinociceptive grayanane-derived diterpenoids from flowers of Rhododendron molle

Autor: Yong Li, Yuxun Zhu, Zhaoxin Zhang, Li Li, Yunbao Liu, Jing Qu, Shuanggang Ma, Shishan Yu
Jazyk: angličtina
Rok vydání: 2020
Předmět:
Zdroj: Acta Pharmaceutica Sinica B, Vol 10, Iss 6, Pp 1073-1082 (2020)
Druh dokumentu: article
ISSN: 2211-3835
01644009
DOI: 10.1016/j.apsb.2019.10.013
Popis: Twelve new grayanoids (1−12) along with five known compounds were isolated from flowers of Rhododendron molle. Their structures were fully characterized using a combination of spectroscopic analyses, computational calculations, and single crystal X-ray diffraction. Rhomollone A (1) possesses an unprecedented 5/6/6/5 tetra-cyclic ring system (B-nor grayanane) incorporating a cyclopentene-1,3-dione scaffold. Rhodomollein XLIII (2) is a dimeric grayanoid, containing a novel 14-membered heterocyclic ring with a C2 symmetry axis. The antinociceptive activities of compounds 3, 4, 6, 7, and 12−17 were evaluated by an acetic acid-induced writhing test. Among them, compounds 3, 7, 12, 15 and 16 displayed significant antinociceptive activities at a dose of 20 mg/kg with inhibition rates ranging from 41.9% to 91.6%. Compounds 6 and 13 inhibited 46.0% and 39.4% of the acetic acid-induced writhes at a dose of 2 mg/kg, while compound 17 inhibited 34.3% of the writhes at a dose of 0.4 mg/kg.
Databáze: Directory of Open Access Journals