Design, synthesis and biological evaluation of 3,5-diaryl-isoxazoline/isoxazole-pyrrolobenzodiazepine conjugates as potential anticancer agents.
作者： Ahmed Kamal , J Surendranadha Reddy , M Janaki Ramaiah , D Dastagiri , E Vijaya Bharathi
DOI: 10.1016/J.EJMECH.2010.05.047
关键词:
摘要: Abstract A series of 3,5-diaryl-isoxazoline/isoxazole linked pyrrolo[2,1- c ][1,4]benzodiazepine (PBD) conjugates were prepared. These showed potent anticancer activity with GI 50 values in the range 6a – ) promising further investigated on cell cycle distribution. Moreover, these PBD exhibited G0/G1 arrest, enhancement levels p53 protein as well mitochondrial-mediated intrinsic pathway, leading to release cytochrome , activation caspase-3, cleavage PARP and subsequent apoptotic death. Hence being most one could be taken up for preclinical studies either alone or combination existing therapies.
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sci-hub.se 参考文章(29)
R L Petrusek, E L Uhlenhopp, N Duteau, L H Hurley, Reaction of anthramycin with DNA. Biological consequences of DNA damage in normal and xeroderma pigmentosum cell. Journal of Biological Chemistry. ,vol. 257, pp. 6207- 6216 ,(1982) , 10.1016/S0021-9258(20)65126-2
Stephen Neidle, Michael J. Waring, Molecular Aspects of Anticancer Drug-DNA Interactions ,(1993)
Wan-Ping Hu, Hsin-Su Yu, Ping-Jyun Sung, Feng-Yuan Tsai, Yu-Kai Shen, Long-Sen Chang, Jeh-Jeng Wang, DC-81-Indole conjugate agent induces mitochondria mediated apoptosis in human melanoma A375 cells. Chemical Research in Toxicology. ,vol. 20, pp. 905- 912 ,(2007) , 10.1021/TX6003387
Le Wang, Keith W. Woods, Qun Li, Kenneth J. Barr, Richard W. McCroskey, Steven M. Hannick, Laura Gherke, R. Bruce Credo, Yu-Hua Hui, Kennan Marsh, Robert Warner, Jang Y. Lee, Nicolette Zielinski-Mozng, David Frost, Saul H. Rosenberg, Hing L. Sham, Potent, Orally Active Heterocycle-Based Combretastatin A-4 Analogues: Synthesis, Structure−Activity Relationship, Pharmacokinetics, and In Vivo Antitumor Activity Evaluation Journal of Medicinal Chemistry. ,vol. 45, pp. 1697- 1711 ,(2002) , 10.1021/JM010523X
Stuart C. Wilson, Philip W. Howard, Stephen M. Forrow, John A. Hartley, Lesley J. Adams, Terence C. Jenkins, Lloyd R. Kelland, David E. Thurston, Design, synthesis, and evaluation of a novel sequence-selective epoxide-containing DNA cross-linking agent based on the pyrrolo[2, 1-c][1,4]benzodiazepine system. Journal of Medicinal Chemistry. ,vol. 42, pp. 4028- 4041 ,(1999) , 10.1021/JM981124D
Ahmed Kamal, M. Naseer A. Khan, Y.V.V. Srikanth, K. Srinivasa Reddy, Aarti Juvekar, Subrata Sen, Nisha Kurian, Surekha Zingde, Synthesis, DNA-binding ability and evaluation of antitumour activity of triazolo[1,2,4]benzothiadiazine linked pyrrolo[2,1-c] [1,4]benzodiazepine conjugates Bioorganic & Medicinal Chemistry. ,vol. 16, pp. 7804- 7810 ,(2008) , 10.1016/J.BMC.2008.06.056
Bernard Meunier, Hybrid molecules with a dual mode of action: dream or reality? Accounts of Chemical Research. ,vol. 41, pp. 69- 77 ,(2008) , 10.1021/AR7000843
Nguyen-Hai Nam, Yong Kim, Young-Jae You, Dong-Ho Hong, Hwan-Mook Kim, Byung-Zun Ahn, Combretoxazolones: synthesis, cytotoxicity and antitumor activity Bioorganic & Medicinal Chemistry Letters. ,vol. 11, pp. 3073- 3076 ,(2001) , 10.1016/S0960-894X(01)00622-9
Ahmed Kamal, Kokkonda Sreekanth, P. Praveen Kumar, Nagula Shankaraiah, G. Balakishan, M. Janaki Ramaiah, S.N.C.V.L. Pushpavalli, Paramita Ray, Manika Pal Bhadra, Synthesis and potential cytotoxic activity of new phenanthrylphenol-pyrrolobenzodiazepines. European Journal of Medicinal Chemistry. ,vol. 45, pp. 2173- 2181 ,(2010) , 10.1016/J.EJMECH.2010.01.054
Ahmed Kamal, N. Shankaraiah, V. Devaiah, K. Laxma Reddy, An efficient solid-phase synthesis of biologically important DNA-interactive pyrrolo[2,1-c][1,4]benzodiazepine dimers (DSB-120) and their C2-fluorinated analogues Tetrahedron Letters. ,vol. 47, pp. 6553- 6556 ,(2006) , 10.1016/J.TETLET.2006.07.016