Synthesis and in-vitro cytotoxicity evaluation of gatifloxacin Mannich bases.
Mannich bases of gatifloxacin were synthesized by reacting them with formaldehyde and several isatin derivatives. Their chemical structures have been confirmed by means of their IR, 1H-NMR data and by elemental analysis. The compounds were tested in-vitro against a panel of 58 human tumour cell lines derived from nine neoplastic diseases. Among them compound 1-cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-4-oxo-7[[N4-(3'-sulphadoximino)-1'-(5-bromoisatinyl) methyl]-3-methyl N1-piperazinyl]-3-quinoline carboxylic acid (6) emerged as a potent anticancer agent being more active than standard DNA topoisomerase II inhibitor, etoposide against 30 cancer cell lines.
Yogeeswari
Perumal
P
Medicinal Chemistry Research Laboratory, Pharmacy group, Birla Institute of Technology and Science, Pilani-333031, India. pyogee@bits-pilani.ac.in
Sriram
Dharmarajan
D
Kavya
Ramkumar
R
Tiwari
Sonali
S
D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000633:toxicity*; D045744:Cell Line, Tumor; D004305:Dose-Response Relationship, Drug; D004353:Drug Evaluation, Preclinical; D004354:Drug Screening Assays, Antitumor; D005047:Etoposide / Q000494:pharmacology; D005260:Female; D024841:Fluoroquinolones / Q000138:chemical synthesis* / Q000633:toxicity*; D005557:Formaldehyde / Q000737:chemistry; D000077734:Gatifloxacin; D006801:Humans; D020128:Inhibitory Concentration 50; D007510:Isatin / Q000031:analogs & derivatives* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D008352:Mannich Bases / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012015:Reference Standards; D013055:Spectrophotometry, Infrared
D000970:Antineoplastic Agents; D024841:Fluoroquinolones; D008352:Mannich Bases; D005557:Formaldehyde; D005047:Etoposide; D007510:Isatin; D000077734:Gatifloxacin