Semisynthesis and Cytotoxicity of Styryl-Lactone Derivatives

• Published in: Journal of natural products (Washington, D.C.) Vol. 62; no. 8; pp. 1106 - 1109
• Main Authors: Bermejo, Almudena, Léonce, Stéphane, Cabedo, Nuria, Andreu, Inmaculada, Caignard, Daniel H, Atassi, Ghanem, Cortes, Diego
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.08.1999; Amer Chemical Soc; American Society of Pharmacognosy
• Subjects: altholactone; Animals; Antineoplastic agents; Antineoplastic Agents, Phytogenic - chemical synthesis; Antineoplastic Agents, Phytogenic - pharmacology; biochemical pathways; Biological and medical sciences; cell cycle; cell lines; chemical constituents of plants; chemical reactions; chemical structure; Chemistry, Medicinal; cytotoxic compounds; derivatives; Drug Screening Assays, Antitumor; General aspects; goniofufurone; Goniothalamus; goniothalamus arvensis; l-1210 cell lines; lactones; Lactones - chemical synthesis; Lactones - pharmacology; Leukemia L1210 - drug therapy; Life Sciences & Biomedicine; Medical sciences; medicinal plants; Mice; Molecular Conformation; New Guinea; Pharmacology & Pharmacy; Pharmacology. Drug treatments; Plant Sciences; Plants, Medicinal - chemistry; precursors; regulation; Science & Technology; spectral analysis; stearic acid; structure-activity relationships; synthesis; Tumor Cells, Cultured; Papua New Guinea; New Guinea; ALTHOLACTONE; ARVENSIS; (+)-ALTHOLACTONE; 8-MEMBERED-RING LACTONES; GONIOTHALAMUS-GIGANTEUS ANNONACEAE; (+)-GONIOTRIOL; Antineoplastic agent; Nitro compound; Rodentia; Cytotoxicity; Lactone; Oxygen heterocycle; In vitro; L1210 cell line; Eight membered ring; Vertebrata; Mammalia; Cell line; Structure activity relation; Mouse; Animal; Bicyclic compound; Benzenic compound; Chemical synthesis; Tumor cell; Glycol; Hemisynthesis
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np990089q

The cytotoxicity and the cell-cycle action of altholactone (1), goniofufurone (2), and eight altholactone derivatives (5−12), were determined in vitro on L-1210 cells. Semisyntheses and structure−activity relationships of these compounds are described. The results of this study suggest that the cytotoxicity of altholactone (1), 11-nitro-altholactone (8), and 7-chloro-6,7-dihydroaltholactone (10) is due to the accumulation of the cells in the G2 + M phase of the cell cycle.