ABSTRACT
Motivated by the widely reported anticancer activity of parthenolides and their derivatives, a series of new substituted parthenolides was efficiently synthesized. Structural modifications were performed at the C-9 and C-13 positions of 9α- and 9ß-hydroxyparthenolide, which were isolated from the aerial parts of Anvillea radiata. Twenty-one derivatives were synthesized and evaluated for their in vitro cytotoxic activity against HS-683, SK-MEL-28, A549, and MCF-7 human cancer cell lines using the MTT colorimetric assay. Among the derivatives, seven exhibited excellent activity compared to 5-fluorouracil and etoposide against the four cell lines tested, with IC50 values ranging from 1.1 to 9.4 µM.
Subject(s)
Antineoplastic Agents, Phytogenic/chemistry , Asteraceae/chemistry , Plant Extracts/chemistry , Sesquiterpenes/chemistry , Acylation , Antineoplastic Agents, Phytogenic/pharmacology , Cell Line, Tumor , Drug Screening Assays, Antitumor , Humans , Plant Extracts/pharmacology , Sesquiterpenes/pharmacology , Structure-Activity RelationshipABSTRACT
The title compound, C(16)H(24)O(3), was isolated from the aerial part of Inula Viscosa- (L) Aiton [or Dittrichia Viscosa- (L) Greuter]. The mol-ecule contains two fused (trans) six-membered rings which both exibit a chair conformation. In the crystal, mol-ecules are linked into chains along [100] by weak C-Hâ¯O hydrogen bonds involving the methyl and carbonyl groups.
