1.Chemical constituents of the n-butanol fraction from the stems of Clerodendrum trichotomum and their antitumor activities in vitro
Linzhen LI ; Yu ZHANG ; Liang CHEN ; Yinzhi CEN ; Yangli TU ; Xiaosheng YANG ; Yongjun LI
China Pharmacy 2022;33(21):2578-2583
OBJECTIVE To separate and identify the chemical constituents of the n-butanol fraction from the stems of Clerodendrum trichotomum ,and to investigate their antitumor activities in vitro . METHODS The ethanol extracts were obtained with 85% ethanol from dried stems of C. trichotomum. After dispersed with water ,ethanol extracts were distributed by petroleum ether,ethyl acetate and n-butanol in turn ,then concentrated under reduced pressure to obtain the fractions of each extraction part . The n-butanol fraction from the stems of C. trichotomum was isolated and purified by macroporous resin D 101 column chromatography and various chromatographic techniques including silica gel ,hydroxypropyl glucan gel and Toyopearl HW -40F macroporous resin and so on . The structures of them were identified by physical and chemical properties ,MS and NMR . All these compounds were evaluated for cytotoxic activities against 4 kinds of human tumor cells such as cultured K 562,MCF-7,A549 and HepG2,using the MTT assay . RESULTS Fourteen chemical constituents were isolated and identified as teuvincenone B (1), uncinatone(2),villosin C (3),syringaresinol(4),syringaresinol-4ʹ-O-β-glucopyranoside(5),3,12-O-β-D-diglucopyranosyl-11,16- dihydroxyabieta-8,11,13-triene(6),glypentoside C (7),martynoside(8),isomartynoside(9),2-(4-hydroxyphenyl)ethanol-O-β-D- glucopyranosyl-(1→2)-O- β -D-glucopyranoside(10),3,4-dimethoxyphenyl-1-O- β -D-apiofuranosyl (1→2) - β -D- glucopyranoside(11), 2,6-dimethoxy-4-hydroxy-1-O- β -D- glucopyranoside(12),adenosine(13)and cistanoside F (14). In vitro anti-tumor activity studies showed that compounds 1-3 showed certa in inhibitory activities against tumor cellproliferation,among which compound 2 displayed the strongest inhibitory activity against MCF -7,A549 and HepG 2 cells,and their IC 50 values were 25.00,22.34 and 12.50 μmol/L respectively ;only compound 3 showed stronger inhibitory activity against K562 cell with IC 50 of 28.41 μmol/L. CONCLUSIONS Among them ,compounds 10 to 13 are isolated from genus Clerodendrum for the first time ,compounds 4,5,14 were isolated from C. trichotomum for the first time . The abietane diterpenoids (compounds 1-3)have better inhibitory activities against above four tumor cell lines .