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

来源：

BIOORGANIC CHEMISTRY | 2012年 / 41-42卷

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

页码：6 / 12

页数：7

共 25 条

[1] Electrochemical, quantum-chemical and antioxidant properties of antipyrine and its derivatives [J].

Bashkatova, NV ;

Korotkova, EI ;

Karbainov, YA ;

Yagovkin, AY ;

Bakibaev, AA .

JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, 2005, 37 (05) :1143-1147

[2]

BOTTCHER J, 1984, J ANAL APPL PYROL, V6, P1, DOI 10.1016/0165-2370(84)80001-7

[3] Inhibition of human neutrophil oxidative burst by pyrazolone derivatives [J].

Costa, D ;

Marques, AP ;

Reis, RL ;

Lima, JLFC ;

Fernandes, E .

FREE RADICAL BIOLOGY AND MEDICINE, 2006, 40 (04) :632-640

[4] Dipyrone and aminopyrine are effective scavengers of reactive nitrogen species [J].

Costa, David ;

Vieira, Abel ;

Fernandes, Eduarda .

REDOX REPORT, 2006, 11 (03) :136-142

[5] Singlet oxygen scavenging activity of nonsteroidal anti-inflammatory drugs [J].

Costa, David ;

Gomes, Ana ;

Lima, Jose L. F. C. ;

Fernandes, Eduarda .

REDOX REPORT, 2008, 13 (04) :153-160

[6]

Dandof M., 1979, BR J CLIN PHARM, V8, P529

[7] STUDIES ON THE DIFFERENT METABOLIC PATHWAYS OF ANTIPYRINE IN RATS - INFLUENCE OF PHENOBARBITAL AND 3-METHYLCHOLANTHRENE TREATMENT [J].

DANHOF, M ;

KROM, DP ;

BREIMER, DD .

XENOBIOTICA, 1979, 9 (11) :695-702

[8] Development of isoniazid-NAD truncated adducts embedding a lipophilic fragment as potential bi-substrate InhA inhibitors and antimycobacterial agents [J].

Delaine, Tamara ;

Bernardes-Genisson, Vania ;

Quemard, Annaik ;

Constant, Patricia ;

Meunier, Bernard ;

Bernadou, Jean .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (10) :4554-4561

[9] Mechanism for the photochemical production of superoxide by quinacrine [J].

Forest, SE ;

Stimson, MJ ;

Simon, JD .

JOURNAL OF PHYSICAL CHEMISTRY B, 1999, 103 (19) :3963-3964

[10] QSAR and ADME [J].

Hansch, C ;

Leo, A ;

Mekapati, SB ;

Kurup, A .

BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (12) :3391-3400

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