Unusual glycosidic labdane diterpenoids with cytotoxicity from the root of Phlomoides betonicoides.
Chemical investigation on the root of Phlomoides betonicoides led to the isolation of six undescribed diterpenoid glycosides, phlomoidesides A-F, along with two known ones using various chromatographic techniques. The structures of these compounds were determined by extensive spectroscopic analyses (including 1D, 2D-NMR and HRMS), single crystal X-ray diffraction, and calculated 13C NMR. The glycoside modifications of phlomoidesides A-F are rare in natural products, and a plausible biosynthetic pathway for these unusual glycosides was proposed. Phlomoidesides A, D, F, and phlomisosides V, Ш were cytotoxic against three human tumor cell lines, NCI-H1975, HepG2 and MCF-7, with IC50 values ranging from 7.5 to 75.7 μM. Phlomoideside B only showed weak cytotoxicity against NCI-H1975, with IC50 of 53.0- μM.
['Geng|Hao|H|', 'Liu|Yan-Chun|YC|', 'Li|De-Sen|DS|', 'Xiao|Chao-Jiang|CJ|', 'Liu|Yan|Y|', 'Li|Xiao-Nian|XN|', 'Li|Sheng-Hong|SH|']
D000972:Antineoplastic Agents, Phytogenic D002301:Cardiac Glycosides D045744:Cell Line, Tumor D004224:Diterpenes D006027:Glycosides D006801:Humans D019686:Lamiaceae
Phlomoides betonicoides Diterpenoid glycosides Phlomoidesides A-F Cytotoxic activity Lamiaceae