360796-28-7Relevant academic research and scientific papers
Conformationnally restricted naphthalene derivatives type isocombretastatin A-4 and isoerianin analogues: Synthesis, cytotoxicity and antitubulin activity
Rasolofonjatovo, Evelia,Provot, Olivier,Hamze, Abdallah,Rodrigo, Jordi,Bignon, Jérome,Wdzieczak-Bakala, Joanna,Desravines, Déborah,Dubois, Jo?lle,Brion, Jean-Daniel,Alami, Mouad
experimental part, p. 22 - 32 (2012/07/27)
A novel series of dihydronaphtalene, tetrahydronaphtalene and naphtalene derivatives as restricted analogues of isoCA-4 were designed, synthesized and evaluated for their anticancer properties. High cell growth inhibition against four tumour cell lines was observed at a nanomolar level with dihydronaphtalenes 1d, e and 1h, tetrahydronaphtalene 2c and naphtalene 3c. Structure-activity relationships are also considered. These compounds exhibited a significant inhibitory activity toward tubulin polymerization (IC50 = 2-3 μM), comparable to that of isoCA-4. The effect of the lead compounds 1e and 2c on the cancer cells tested was associated with cell cycle arrest in the G 2/M phase. Docking studies reveal that these compounds showed a binding mode similar to those observed with their non-constraint isoCA-4 and isoerianin congeners.
