23441-13-6Relevant academic research and scientific papers
Convergent synthesis of 6-substituted phenanthridines via anionic ring closure
Lysen, Morten,Kristensen, Jesper L.,Vedso, Per,Begtrup, Mikael
, p. 257 - 259 (2002)
Chemical equation presented The addition of organometallic derivatives to the cyano group of 2-(2-fluorophenyl)benzonitrile followed by intramolecular nucleophilic substitution produces 6-substituted phenanthridines. Alkyllithiums, aryllithiums, and steri
Synthesis and evaluation of anti-tubercular activity of 6-(4-substitutedpiperazin-1-yl) phenanthridine analogues
Nagesh, Hunsur Nagendra,Suresh, Narva,Mahalakshmi Naidu, Kalaga,Arun, Boyineni,Padma Sridevi, Jonnalagadda,Sriram, Dharmarajan,Yogeeswari, Perumal,Sekhar, Kondapalli Venkata Gowri Chandra
, p. 333 - 339 (2014/02/14)
A series of seventeen new 6-(4-substitutedpiperazin-1-yl)phenanthridine derivatives were designed, synthesized, and evaluated for their anti-tubercular activity against Mycobacterium tuberculosis H37Rv by Microplate Alamar Blue Assay and most active compounds were tested for cytotoxicity studies against mouse macrophage cell lines (RAW264.7). Among the tested compounds, ten compounds exhibited significant activity against the growth of M.tuberculosis (MIC ranging from 1.56 to 6.25 μg/mL). In particular, compounds 5e, 5j and 5k displayed excellent activity against the growth of M.tuberculosis (MIC 1.56 μg/mL). The selectivity index values were found to be >25, indicating compounds likeliness in drug development for tuberculosis. The structure of 5k is substantiated by X-ray crystallographic study. Structure-activity correlation indicates the importance of substituent at 4th position of piperazinyl phenanthridine ring.
Novel potent and selective central 5-HT3 receptor ligands provided with different intrinsic efficacy. 1. Mapping the central 5-HT3 receptor binding site by arylpiperazine derivatives
Cappelli, Andrea,Anzini, Maurizio,Vomero, Salvatore,Mennuni, Laura,Makovec, Francesco,Doucet, Edith,Hamon, Michel,Bruni, Giancarlo,Romeo, Maria R.,Menziani, M. Cristina,De Benedetti, Pier G.,Langer, Thierry
, p. 728 - 741 (2007/10/03)
Synthesis and pharmacological evaluation of a series of condensed quinoline and pyridine derivatives bearing a N-methylpiperazine moiety attached to the 2-position of the quinoline or pyridine nucleus are described. 5-HT receptor binding studies revealed subnanomolar affinity for the 5-HT3 receptor subtype in some of the compounds under study. The most active compound (5b) displayed a K(i) value about 1 order of magnitude higher than that of quipazine along with a higher selectivity. The potential 5-HT3 agonist/antagonist activity of four selected compounds was assessed in vitro on 5-HT3 receptor-dependent [14C]guanidinium uptake in NG 108-15 cells. Compound 5j acted as a 5-HT3 agonist in this assay with an EC50 value close to that reported for quipazine, while 5b was a partial agonist with an EC50 value of about 0.25 nM, and compound 5c possessed antagonist properties with an IC50 value (?8 nM) in the same range as those of previously characterized 5-HT3 receptor antagonists. Qualitative and quantitative structure-affinity relationship studies carried out by making use of theoretical molecular descriptors allowed to elucidate the role of the main pharmacophoric components and to develop a model for the interaction of the 5-HT3 ligands related to quipazine with their receptor.
