Chemical constituents of Saniculiphyllum guangxiense.
The first phytochemical investigation on Saniculiphyllum guangxiense resulted in the isolation of two new triterpenoids, 16β-hydroxybryodulcosigenin (3) and 3α-O-feruloylolean-12-en-27-oic acid (6), together with six known compounds, menisdaurin (1), purshianin (2), oleanolic acid (4), 3β-hydroxyolean-12-en-27-oic acid (5), β-sitosterol (7), and daucosterol (8), which were characterized by extensive spectroscopic analyses and in one case by X-ray diffraction. According to this primary investigation, S. guangxiense is rich in nitrile glucosides and triterpenoids, of which menisdaurin (1; 0.06%) and purshianin (2; 0.015%) are the main constituents. Compounds 1-6 were assayed for their anti-hepatitis B virus (HBV) activities against the secretion of HBsAg and HBeAg, as well as HBV DNA replication on Hep G 2.2.15 cell line in vitro. The most active compound, menisdaurin (1), inhibits HBV DNA replication with an IC(50) value of 0.32 mM (SI>11.97).
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, 132#, Lanhei Road, Heilongtan, Kunming 650201, PR China.
Chang-An
CA
Geng
Xiao-Yan
XY
Huang
Li-Gong
LG
Lei
Xue-Mei
XM
Zhang
Ji-Jun
JJ
Chen
D000998:Antiviral Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D056945:Hep G2 Cells; D006509:Hepatitis B / Q000188:drug therapy; D006515:Hepatitis B virus / Q000187:drug effects; D006801:Humans; D008958:Models, Molecular; D009570:Nitriles / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D009828:Oleanolic Acid / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry; D031995:Saxifragaceae / Q000737:chemistry*; D012855:Sitosterols / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*
D000998:Antiviral Agents; D006027:Glycosides; D009570:Nitriles; D010936:Plant Extracts; D012855:Sitosterols; D014315:Triterpenes; C504636:menisdaurin; D009828:Oleanolic Acid