Hemisynthetic secofriedelane triterpenes with inhibitory activity against the growth of human tumor cell lines in vitro.
Seco acids 7 and 9 and hydroxylated analogues 5 and 6 derived from friedelane triterpenes were synthesized stereoselectively in high yields. Compounds 5-9 were evaluated for their ability to inhibit in vitro the growth of three human tumor cell lines, MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer), and SF-268 (CNS cancer). Only compounds 7 and 9 were found to possess significant growth inhibitory effects, exhibiting GI(50) values that range from 24.6 to 32.8 microM and 10.9 to 17.6 microM, respectively.
INETI, Instituto Nacional de Engenharia, Tecnologia e Inovação, Estrada do Paço do Lumiar, 1649-038 Lisbon, Portugal. cristina.moiteiro@ineti.pt
Cristina
C
Moiteiro
César
C
Manta
Fátima
F
Justino
Regina
R
Tavares
Maria João M
MJ
Curto
Madalena
M
Pedro
Maria São José
MS
Nascimento
Madalena
M
Pinto
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D014407:Tumor Cells, Cultured; D000094042:Lupanes
D000970:Antineoplastic Agents; D014315:Triterpenes; C060796:friedelin; D000094042:Lupanes