title: Synthesis and biological evaluation of ( - )-13,14-dihydroxy-8,11,13-podocarpatrien-7-one and derivatives from (+)-manool.
abstract: 13,14-Dihydroxy-8,11,13-podocarpatrien-7-one (1) and a series of ring C aromatic diterpene derivatives were synthesised from (+)-manool (4) and evaluated for their cytotoxic, leishmanicidal and trypanocidal activities. Our results indicated that compound 1 and other podocarpane-type intermediates are cytotoxic. Cleavage of C6-C7 bond of compound 7 improved cytotoxic activity, indicating that, in particular, the 6,7-seco-podocarpane-type compound 20 might serve as a lead compound for further development.
authors: a Centro de Química, Instituto Venezolano de Investigaciones Científicas (I.V.I.C.) , Apartado 21827, Caracas 1020-A , Venezuela.
authors: María L
authors: ML
authors: Novoa
authors: Yelisbeth
authors: Y
authors: Escalante
authors: Liliana
authors: L
authors: Maldonado
authors: Iván
authors: I
authors: Galindo-Castro
authors: Annamil
authors: A
authors: Álvarez
authors: Katherine
authors: K
authors: Figarella
authors: Sabrina
authors: S
authors: Marsiccobetre
authors: Irina
authors: I
authors: Arocha
authors: Jais
authors: J
authors: Nieves
authors: Franklin
authors: F
authors: Salazar
authors: Carlos
authors: C
authors: Gámez
authors: Nieves
authors: N
authors: Canudas
authors: Eleonora
authors: E
authors: Tropper
authors: Teresa
authors: T
authors: González
authors: José E
authors: JE
authors: Villamizar
mesh_terms: D000981:Antiprotozoal Agents / Q000494:pharmacology*; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D005347:Fibroblasts / Q000187:drug effects; D006801:Humans; D020128:Inhibitory Concentration 50; D007894:Leishmania mexicana / Q000187:drug effects; D061986:MCF-7 Cells; D015394:Molecular Structure; D014344:Trypanocidal Agents / Q000494:pharmacology*; D014349:Trypanosoma cruzi / Q000187:drug effects
chemical_list: C588198:13,14-dihydroxy-8,11,13-podocarpatrien-7-one; D000981:Antiprotozoal Agents; D004224:Diterpenes; D014344:Trypanocidal Agents; C482828:manool
keywords: abietane; cytotoxicity; leishmanicidal; podocarpane; trypanocidal