title: Synthetic Modification of 9α- and 9β-Hydroxyparthenolide by Heck or Acylation Reactions and Evaluation of Cytotoxic Activities.
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 9β-hydroxyparthenolide, which were isolated from the aerial parts ofAnvillea radiata. Twenty-one derivatives were synthesized and evaluated for theirin vitrocytotoxic 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 IC50values ranging from 1.1 to 9.4 µM.
authors.affiliation: Laboratoire de Chimie Physique & de Chimie Bioorganique, URAC 22, Université Hassan II Casablanca, Mohammedia, Morocco.
authors.forename: Abderrahman
authors.initials: A
authors.lastname: El Bouakher
authors.affiliation: Laboratoire de Chimie Physique & de Chimie Bioorganique, URAC 22, Université Hassan II Casablanca, Mohammedia, Morocco.
authors.forename: Badr
authors.initials: B
authors.lastname: Jismy
authors.affiliation: Laboratoire de Chimie Physique, équipe RICM UMR-ISP 1282, Faculté de Pharmacie, Tours, France.
authors.forename: Hassan
authors.initials: H
authors.lastname: Allouchi
authors.affiliation: GLYcoDIAG, Université d'Orléans, Orléans, France.
authors.forename: Eric
authors.initials: E
authors.lastname: Duverger
authors.affiliation: Laboratoire de Chimie Physique & de Chimie Bioorganique, URAC 22, Université Hassan II Casablanca, Mohammedia, Morocco.
authors.forename: Latifa
authors.initials: L
authors.lastname: Barkaoui
authors.affiliation: Laboratoire de Chimie Physique & de Chimie Bioorganique, URAC 22, Université Hassan II Casablanca, Mohammedia, Morocco.
authors.forename: Ahmed
authors.initials: A
authors.lastname: El Hakmaoui
authors.affiliation: Institut de Chimie Organique et Analytique (ICOA), Université d'Orléans, UMR CNRS 7311, Orléans, France.
authors.forename: Richard
authors.initials: R
authors.lastname: Daniellou
authors.affiliation: Institut de Chimie Organique et Analytique (ICOA), Université d'Orléans, UMR CNRS 7311, Orléans, France.
authors.forename: Gérald
authors.initials: G
authors.lastname: Guillaumet
authors.affiliation: Laboratoire de Chimie Physique & de Chimie Bioorganique, URAC 22, Université Hassan II Casablanca, Mohammedia, Morocco.
authors.forename: Mohamed
authors.initials: M
authors.lastname: Akssira
mesh_terms: D000215:Acylation; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000494:pharmacology; D019659:Asteraceae / Q000737:chemistry*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D010936:Plant Extracts / Q000737:chemistry* / Q000494:pharmacology; D012717:Sesquiterpenes / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C000621138:9-hydroxyparthenolide; D000972:Antineoplastic Agents, Phytogenic; D010936:Plant Extracts; D012717:Sesquiterpenes