72908-87-3Relevant articles and documents
Synthesis of indolo/pyrroloazepinone-oxindoles as potential cytotoxic, DNA-intercalating and Topo I inhibitors
Bhale, Nagesh A.,George, Joel,Godugu, Chandraiah,Kadagathur, Manasa,Kumar Sigalapalli, Dilep,Nagesh, Narayana,Panda, Biswajit,Phanindranath, Regur,Shankaraiah, Nagula,Sujat Shaikh, Arbaz,Tangellamudi, Neelima D.
, (2022/03/02)
A series of 17 indolo/pyrroloazepinone-oxindole conjugates was synthesized and evaluated for their antiproliferative activity against a panel of selected human cancer cell lines including A549 (lung cancer), HCT116 (colon cancer), MCF7 (breast cancer), and SK-MEL-28 (melanoma). Among the synthesized molecules (14a-m and 15a-d), compound 14d displayed remarkable activity against A549, HCT116 and SK-MEL-28 cells with IC50 values 50 value of 2.33 μM) over the normal rat kidney cells (NRK). Further, 14d-mediated apoptosis affected the cellular and nuclear morphology of the cancer cells in a dose-dependent manner. Wound healing and clonogenic assays inferred the inhibition of cell growth and migration. Target-based studies of compound 14d corroborated its DNA-intercalative capability and Topo I inhibitory activity which have been fortified by molecular modeling studies. Finally, the drug-likeness of the potent compound was determined by performing in silico ADME/T prediction studies.
Synthesis and evaluation of novel anti-proliferative pyrroloazepinone and indoloazepinone oximes derived from the marine natural product hymenialdisine
White, Alex W.,Carpenter, Nicholas,Lottin, Jerome R. P.,McClelland, Richard A.,Nicholson, Robert I.
, p. 246 - 253,8 (2012/12/11)
The tetrahydroazepinone pharmacophore is a component of many interesting compounds, including several marine natural products, with anti-cancer properties. The synthesis and biological evaluation of a novel series of pyrroloazepinone and indoloazepinone oximes is reported. These compounds showed promising growth inhibition activity against four human cancer cell lines but did not significantly inhibit the cell cycle regulator cyclin dependent kinase 2. The most active compounds in this series displayed improved anti-proliferative activity over the related synthetic indoloazepine kenpaullone. The structure activity relationships exhibited by the azepinone pharmacophore suggests several novel lead compounds for anti-cancer drug discovery.
Stereoselective synthesis of (Z)-axino- and (Z)-debromoaxinohydantoin
Tutino, Federico,Posteri, Helena,Borghi, Daniela,Quartieri, Francesca,Mongelli, Nicola,Papeo, Gianluca
experimental part, p. 2372 - 2376 (2009/07/18)
(Z)-Axinohydantoin and (Z)-debromoaxinohydantoin, two pyrrole-imidazole alkaloids isolated from different marine sponges, possess moderate activities in inhibiting the progress of the cell cycle at different phases. A stereoselective synthesis of both nat