Anti-HBV active flavone glucosides from Euphorbia humifusa Willd.
Thirteen flavone glucosides from the herb of Euphorbia humifusa were isolated and elucidated. Among them, five compounds including apigenin-7-O-β-D-glucopyranoside (2), apigenin-7-O-(6''-O-galloyl)-β-D-glucopyranoside (3), luteolin-7-O-β-D-glucopyranoside (7), luteolin-7-O-(6''-O-trans-feruloyl)-β-D-glucopyranoside (8) and luteolin-7-O-(6''-O-coumaroyl)-β-D-glucopyranoside (9) showed anti-HBV activity in vitro. The structure-activity relationship showed that the parent structure was closely relevant to the anti-HBV activity of these compounds (agigenin>luteolin>quercetin). It was found that the number of glucoside in the structure may significantly influence their activities (flavone monoglucoside>flavone diglucoside) and cytotoxicity (flavone>flavone monoglucoside>flavone diglucoside). In addition, the substitution of acyl group on glucoside may be important to keep the anti-HBV activities of these compounds (galloyl>feruloyl>coumaroyl).
Tian
Ying
Y
Department of Pharmaceutical Chemistry, Beijing Institute of Radiation Medicine, Beijing 100850, PR China.
Sun
Li-Min
LM
Liu
Xi-Qiao
XQ
Li
Bin
B
Wang
Qiong
Q
Dong
Jun-Xing
JX
D000215:Acylation; D000956:Antigens, Viral / Q000378:metabolism; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D028481:Euphorbia / Q000737:chemistry*; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D056945:Hep G2 Cells; D006509:Hepatitis B / Q000188:drug therapy* / Q000821:virology; D006515:Hepatitis B virus / Q000187:drug effects* / Q000276:immunology; D006801:Humans; D008517:Phytotherapy; D010936:Plant Extracts / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000956:Antigens, Viral; D000998:Antiviral Agents; D005960:Glucosides; D010936:Plant Extracts