International Journal of Pharmacology1811-77751812-5700Asian Network for Scientific Information10.3923/ijp.2013.416.429FuYun ZhangYu ZhouSufeng LiuYouxun WangJiangang WangYali LuChengbiao LiChangzheng 7201397Ciprofloxacin is one of fluoroquuinones widely used as antibiotics in clinical
treatments. It has been shown that the carboxyl group on position 3 of ciprofloxacin
is essential for antimicrobial activity, however, the amide form on this position
and its corresponding biological effects have not been studied. To determine
the structure-activity relationship, the ciprofloxacin hydrazide derivative
was synthesized and its antimicrobial and antitumor mechanism was also evaluated
preliminarily. Our results demonstrated that the substitution of -OH of carboxyl
on position 3 of ciprofloxacin with a -NH-NH2 group could slightly
alter the antimicrobial spectra, but not significantly. The studies of the hydrazide
derivative on cell cycle arrest, mitochondrial membrane permeability, topoisomerase
inhibition, pro-apoptotic gene regulation and molecular docking revealed that
the minor structural modification on position 3 of ciprofloxacin did not result
in changes in molecular targets compared to ciprofloxacin.]]>Ahmed, A. and M. Daneshtalab,2012155272Ball, P., L. Mandell, Y. Niki and G. Tillotson,199921407421Bartzatt, R., S.L.G. Cirillo and J.D. Cirillo,2010Staphylococcus aureus (MRSA) and Methicillin Susceptible Staphylococcus aureus (MSSA).]]>65156Bax, B.D., P.F. Chan, D.S. Eggleston, A. Fosberry and D.R. Gentry et al.,2010466935940Bourikas, L.A., G. Kolios, V. Valatas, G. Notas and I. Drygiannakis et al.,2009157362370Bratton, S.B., M. MacFarlane, K. Cain and G.M. Cohen,20002562733Drlica, K., M. Malik, R.J. Kerns and X. Zhao,200852385392Eijdems, E., M. Haas, A.J. Timmerman, G.P.V. Schans and E. Kamst et al.,1995714047Fabian, I., D. Reuveni, A. Levitov, D. Halperin, E. Priel and I. Shalit,20069510381046Fukunishi, Y. and H. Nakamura,20112095106Fu, Y., S. Zhou, D. Li, Y. Zhang, S . Li and C. Li,2013717931801Glaser, F., R.J. Morris, R.J. Najmanovich, R.A. Laskowski and J.M. Thornton,200662479488Hawtin, R.E., D.E. Stockett, J.A.W. Byl, R.S. McDowell and N. Tan et al.,20102010Hu, G.Q., Y.S. Chen, G.Q. Wand, N.N. Duan and X.Y. Wen et al.,2012476671Huang, B.,200913325330Jubie, S., P. Sikdar, R. Kalirajan, B. Gowramma, S. Gomathy and S.K. Sankar,20103511513Kloskowski, T., N. Gurtowska, M. Nowak, R. Joachimiak, A. Bajek, J. Olkowska and T. Drewa,2011in vitro.]]>68859865Koziel, R.., K. Zablocki and J. Duszynski,20065016641671Lemaire, S., F.V. Bambeke and P.M. Tulkens,2011Staphylococcus aureus, Listeria monocytogenes and Legionella pneumophila.]]>385259Nikaido, H. and J.M. Pages,201236340363Ok, K., Y.W. Jung, J.G. Jee and Y. Byun,20133410511054Patitungkho, S., S. Adsule, P. Dandawate, S. Padhye, A. Ahmad and F.H. Sarkar,20112118021806Perry, S.W., J.P. Norman, J. Barbieri, E.B. Brown and H.A. Gelbard,20115098115Rawi, S.M., I.M. Mourad, N.M.S. Arafa and N.I. Alazabi,2011518881897Sahoo, S., C.C. Kanti and P.K. Behera,20122012Seo, K.W., R. Holt, Y.S. Jung, C.O. Rodriguez Jr., X.B. Chen and R.B. Rebhun,20122012Takatsuka, Y., C. Chen and H. Nikaido,2010Escherichia coli.]]>10765596565Thadepalli, H., F. Salem, S.K. Chuah and S. Gollapudi,200519269276Tillotson, G.S.,199644320324Trott, O. and A.J. Olson,201031455461Yadav, P. and Y.C. Joshi,200822459464Devnath, H.P. and M.R. Islam,201053033Drlica, K.,19992504508