Pharmacophore mapping of arylbenzothiophene derivatives for MCF cell inhibition using classical and 3D space modeling approaches.
Considering the worth of developing non-steroidal estrogen analogs, the present study explores the pharmacophore features of arylbenzothiophene derivatives for inhibitory activity to MCF-7 cells using classical QSAR and 3D space modeling approaches. The analysis shows that presence of phenolic hydroxyl group and ketonic linkage in the basic side chain of 2-arylbenzothiophene core of raloxifene derivatives are crucial. Additionally piperidine ring connected through ether linkage is favorable for inhibition of breast cancer cell line. These features for inhibitory activity are also highlighted through 3D space modeling approach that explored importance of critical inter features distance among HB-acceptor lipid, hydrophobic and HB-donor features in the arylbenzothiophene scaffold for activity.
Mukherjee
Subhendu
S
Department of Chemical Technology, University of Calcutta, 92, A.P.C. Road, Kolkata 700009, India.
Nagar
Shuchi
S
Mullick
Sanchita
S
Mukherjee
Arup
A
Saha
Achintya
A
D000818:Animals; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D008958:Models, Molecular; D010880:Piperidines / Q000737:chemistry* / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship; D020849:Raloxifene Hydrochloride / Q000737:chemistry; D051381:Rats; D011960:Receptors, Estrogen / Q000737:chemistry; D013876:Thiophenes / Q000737:chemistry* / Q000494:pharmacology*
D010880:Piperidines; D011960:Receptors, Estrogen; D013876:Thiophenes; D020849:Raloxifene Hydrochloride