title: Synthesis of analogues of Eunicea gamma-cembranolides containing cyclic ethers via saponification.
abstract: A method for the synthesis of derivatives of the lead structures euniolide (1), 12,13-bisepieupalmerin (2), and eupalmerin acetate (3) containing tetrahydrofuran and tetrahydropyran ring systems was developed on the basis of alkali-induced intramolecular oxacyclizations. Representatives of the new analogues were submitted to the in vitro antitumor cell-line-screening program of the National Cancer Institute (NCI). While it was shown that a variety of structural modifications are possible, these transformations led typically to nontoxic synthetic cembranoids.
authors: Department of Chemistry, University of Puerto Rico, P.O. Box 23346, U.P.R. Station, San Juan, Puerto Rico 00931-3346. arodrig@goliath.cnnet.clu.edu
authors: A D
authors: AD
authors: Rodríguez
authors: I C
authors: IC
authors: Piña
authors: A L
authors: AL
authors: Acosta
authors: C
authors: C
authors: Ramírez
authors: J J
authors: JJ
authors: Soto
mesh_terms: D000818:Animals; D003063:Cnidaria / Q000737:chemistry*; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D004354:Drug Screening Assays, Antitumor; D004987:Ethers / Q000737:chemistry*; D006801:Humans; D013057:Spectrum Analysis; D014407:Tumor Cells, Cultured
chemical_list: D004224:Diterpenes; D004987:Ethers