SYNTHESIS AND MOLECULAR-CELLULAR MECHANISTIC STUDY OF PYRIDINE DERIVATIVE OF DACARBAZINE

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AMIRMOSTOFIAN MARZIEH; POURAHMAD JAKTAJI JALAL; SOLEIMANI ZOHREH; TABIB KIMIA; TANBAKOOSAZAN FARAHNAZ; OMRANI MIRDAVOUD; KOBARFARD FARZAD

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Journal: Iranian Journal of Pharmaceutical Research Year:2013 | Volume:12 | Issue:3 Page(s): 255-265

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Title

SYNTHESIS AND MOLECULAR-CELLULAR MECHANISTIC STUDY OF PYRIDINE DERIVATIVE OF DACARBAZINE

Author(s)

Keywords

DACARBAZINE

PYRIDINE

CYTOTOXICITY

OXIDATIVE STRESS

LYSOSOME

MITOCHONDRIAL MEMBRANE POTENTIAL

Abstract

DACARBAZINE is an antitumor prodrug which is used for the treatment of malignant metastatic melanoma and Hodgkin’s disease. It requires initial activation in liver through an N-demethylationreaction. The active metabolite prevents the progress of disease via alkylation of guanine bases in DNA strands. In order to investigate the importance of imidazole ring and its dynamictautomerization in anticancer activity of DACARBAZINE, a PYRIDINE analog of this drug was synthesized and the cytotoxic activity and cellular-molecular mechanisms of action for this compound were compared with those of DACARBAZINE. EC50 values for DACARBAZINE and the PYRIDINE analog were found to be 56 mM and 33 mM respectively. Both DACARBAZINE and the PYRIDINE analog resulted in formation of reactive oxygen species (ROS) upon their addition to the isolated rat hepatocytes. They also decreased the MITOCHONDRIAL MEMBRANE POTENTIAL and causedlysosomal membrane rupture. CYTOTOXICITY was prevented by ROS scavengers and antioxidants. CYTOTOXICITY wasalso prevented by CYP450 inhibitors, lysosomalinactivators and MPT (Mitochondrial Permeability Transition Pore) blockers.

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APA: Copy

AMIRMOSTOFIAN, MARZIEH, POURAHMAD JAKTAJI, JALAL, SOLEIMANI, ZOHREH, TABIB, KIMIA, TANBAKOOSAZAN, FARAHNAZ, OMRANI, MIRDAVOUD, & KOBARFARD, FARZAD. (2013). SYNTHESIS AND MOLECULAR-CELLULAR MECHANISTIC STUDY OF PYRIDINE DERIVATIVE OF DACARBAZINE. IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR), 12(3), 255-265. SID. https://sid.ir/paper/288105/en

Vancouver: Copy

AMIRMOSTOFIAN MARZIEH, POURAHMAD JAKTAJI JALAL, SOLEIMANI ZOHREH, TABIB KIMIA, TANBAKOOSAZAN FARAHNAZ, OMRANI MIRDAVOUD, KOBARFARD FARZAD. SYNTHESIS AND MOLECULAR-CELLULAR MECHANISTIC STUDY OF PYRIDINE DERIVATIVE OF DACARBAZINE. IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR)[Internet]. 2013;12(3):255-265. Available from: https://sid.ir/paper/288105/en

IEEE: Copy

MARZIEH AMIRMOSTOFIAN, JALAL POURAHMAD JAKTAJI, ZOHREH SOLEIMANI, KIMIA TABIB, FARAHNAZ TANBAKOOSAZAN, MIRDAVOUD OMRANI, and FARZAD KOBARFARD, “SYNTHESIS AND MOLECULAR-CELLULAR MECHANISTIC STUDY OF PYRIDINE DERIVATIVE OF DACARBAZINE,” IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR), vol. 12, no. 3, pp. 255–265, 2013, [Online]. Available: https://sid.ir/paper/288105/en

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