Chemical and biological evaluation of some new antipyrine derivatives with particular properties

被引:19
作者
Remes, C. [1 ]
Paun, A. [1 ]
Zarafu, I. [1 ]
Tudose, M. [2 ]
Caproiu, M. T. [3 ]
Ionita, G. [2 ]
Bleotu, C. [4 ]
Matei, L. [4 ]
Ionita, P. [1 ]
机构
[1] Univ Bucharest, Dept Chem Biochem & Catalysis, Bucharest 050663, Romania
[2] Inst Phys Chem, Bucharest 060021, Romania
[3] Inst Organ Chem, Bucharest 060023, Romania
[4] Inst Virol, Bucharest 030304, Romania
关键词
Antipyrine; Crown ether; NBD; Nitroxide; Isoniazid; Synthesis; SCAVENGING ACTIVITY; OXIDATIVE STRESS; QSAR; AMINOPYRINE;
D O I
10.1016/j.bioorg.2011.12.003
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Starting from 4-amino-antipyrine, six new compounds were synthesized and characterized. The new compounds contain moieties with particular properties, such are ionophore (benzo-15-crown-5), fluorescent (nitrobenzofurazan), stable free radical (nitroxide), or other types of biological active residues, like nitroderivatives, antipyrine or isoniazid residues. They were fully characterized by appropriate means (H-1 and (CNMR)-C-13, IR, UV-Vis, fluorescence, EPR, elemental analysis) and some of their biological properties were evaluated. Hydrophobicity (R-MO, log P), total antioxidant capacity (TAC), and antimicrobial properties are also presented and discussed. (C) 2011 Elsevier Inc. All rights reserved.
引用
收藏
页码:6 / 12
页数:7
相关论文
共 25 条
[21]   Could LogP be a principal determinant of biological activity in 18-crown-6 ethers? Synthesis of biologically active adamantane-substituted diaza-crowns [J].
Supek, Fran ;
Ramljak, Tatjana Sumanovac ;
Marjanovic, Marko ;
Buljubasic, Maja ;
Kragol, Goran ;
Ilic, Natasa ;
Smuc, Tomislav ;
Zahradka, Davor ;
Mlinaric-Majerski, Kata ;
Kralj, Marijeta .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (08) :3444-3454
[22]   OXIDATION OF AMINOPYRINE BY HYPOCHLORITE TO A REACTIVE DICATION - POSSIBLE IMPLICATIONS FOR AMINOPYRINE-INDUCED AGRANULOCYTOSIS [J].
UETRECHT, JP ;
MA, HM ;
MACKNIGHT, E ;
MCCLELLAND, R .
CHEMICAL RESEARCH IN TOXICOLOGY, 1995, 8 (02) :226-233
[23]   Antioxidants reduce oxidative stress in claudicants [J].
Wijnen, MHWA ;
Coolen, SAJ ;
Vader, HL ;
Reijenga, JC ;
Huf, FA ;
Roumen, RMH .
JOURNAL OF SURGICAL RESEARCH, 2001, 96 (02) :183-187
[24]  
Wong A, 2002, WHO PHARM NEWSL, V1, P15
[25]   Studies on log P, retention time and QSAR of 2-substituted phenylnitronyl nitroxides as free radical scavengers [J].
Zhao, Ming ;
Li, Zheng ;
Wu, Yihui ;
Tang, Yu-Rong ;
Wang, Chao ;
Zhang, Ziding ;
Peng, Shiqi .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (07) :955-965