ABSTRACT
Two new sesquiterpenoids (1-2), together with 30 known compounds including one sesquiterpenoid (3), six diterpenoids (4-9), fourteen lignans (10-23), and nine other kinds of compounds (24-32), were isolated from the stems of Daphne tangutica Maxim. Their structures were determined through extensive spectroscopic analyses, and the absolute configuration of daphnoid A (1) and B (2) were determined by the experimental and calculated electron circular dichroism (ECD) spectra. All the isolates were evaluated against two human nasopharyngeal carcinoma cells (HONE-1 and SUNE-1). Compound 25 (daphnenone) showed potent cytotoxicity toward HONE-1 and SUNE-1with IC50 values of 2.23 and 1.43⯵M, respectively. Further studies indicated that compound 25 exhibited cytotoxic effects by inducing tumor cell apoptosis and arresting the cell cycle at G2/M phases in HONE-1 cells.
Subject(s)
Antineoplastic Agents, Phytogenic/pharmacology , Daphne/chemistry , Sesquiterpenes/pharmacology , Antineoplastic Agents, Phytogenic/isolation & purification , Apoptosis , Carcinoma/pathology , Cell Cycle Checkpoints , Cell Line, Tumor , China , Humans , Molecular Structure , Nasopharyngeal Carcinoma , Nasopharyngeal Neoplasms/pathology , Phytochemicals/isolation & purification , Phytochemicals/pharmacology , Plant Stems/chemistry , Sesquiterpenes/isolation & purificationABSTRACT
Fluvirosaones A (1) and B (2), together with virosecurinine (3), were isolated from Flueggea virosa. Their structures were determined by physical, spectroscopic, and X-ray analysis and confirmed through comparison of the calculated and experimental 13C NMR and electronic circular dichroism (ECD) data. Compounds 1 and 2 represent the first examples of a pentacyclic Securinega alkaloid containing a pentacyclic system and an α,ß-unsaturated ketone. Plausible biogenetic pathways of compounds 1 and 2 are proposed.
