Anti-mycobacterial activities of copper(II) complexes. Part II. Lipophilic hydroxypyridinones derived from maltol

被引：10

作者：

Salsbury, Lauren E. ^{[1
]}

Robertson, Katherine N. ^{[2
]}

Flewelling, Andrew J. ^{[3
]}

Li, Hoaxin ^{[3
]}

Geier, Stephen J. ^{[1
]}

Vogels, Christopher M. ^{[1
]}

Gray, Christopher A. ^{[3
,4
]}

Westcott, Stephen A. ^{[1
]}

机构：

[1] Mt Allison Univ, Dept Chem & Biochem, Sackville, NB E4L 1G8, Canada

[2] St Marys Univ, Dept Chem, Halifax, NS E3B 3E3, Canada

[3] Univ New Brunswick, Dept Biol, St John, NB E2L 4L5, Canada

[4] Univ New Brunswick, Dept Chem, Fredericton, NB E3B 5A3, Canada

来源：

CANADIAN JOURNAL OF CHEMISTRY | 2015年 / 93卷 / 03期

关键词：

aliphatic amines; anti-mycobacterial; copper; hydroxypyridinones; lipophilic; tuberculosis; IRON CHELATORS; BINDING-PROPERTIES; DESIGN; ION; OXOVANADIUM(IV); CAPREOMYCIN; DERIVATIVES; BEHAVIOR; VANADIUM; CRYSTAL;

D O I：

10.1139/cjc-2014-0426

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Eight lipophilic 3-hydroxy-4-pyridinones have been prepared from a microwave-mediated reaction along with the corresponding copper(II) complexes. All complexes have been obtained elementally pure and X-ray diffraction studies on two of the copper complexes have confirmed the structure of these compounds. Some of these complexes showed a promising degree of anti-mycobacterial activity against Mycobacterium tuberculosis, where activity seemed to vary by substitution at the pyridinone nitrogen atom.

引用

页码：334 / 340

页数：7

共 51 条

[21] Increased potency of vanadium using organic ligands
McNeill, JH
Yuen, VG
Dai, ST
Orvig, C
[J]. MOLECULAR AND CELLULAR BIOCHEMISTRY, 1995, 153 (1-2) : 175 - 180
[22] Fluorescent 3-hydroxy-4-pyridinone hexadentate iron chelators: intracellular distribution and the relevance to antimycobacterial properties
Nunes, Ana
Podinovskaia, Maria
Leite, Andreia
Gameiro, Paula
Zhou, Tao
Ma, Yongmin
Kong, Xiaole
Schaible, Ulrich E.
Hider, Robert C.
Rangel, Maria
[J]. JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, 2010, 15 (06): : 861 - 877
[23] SUPERFLIP -: a computer program for the solution of crystal structures by charge flipping in arbitrary dimensions
Palatinus, Lukas
Chapuis, Gervais
[J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2007, 40 : 786 - 790
[24] EDMA: a computer program for topological analysis of discrete electron densities
Palatinus, Lukas
Prathapa, Siriyara Jagannatha
van Smaalen, Sander
[J]. JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 : 575 - 580
[25] Anti-mycobacterial activities of copper(II) salicylaldimine complexes derived from long-chain aliphatic amines
Patterson, Alyssa E.
Bowes, Eric G.
Bos, Allyson
O'Neill, Taryn
Li, Haoxin
Flewelling, Andrew
Vogels, Christopher M.
Decken, Andreas
Gray, Christopher A.
Westcott, Stephen A.
[J]. CANADIAN JOURNAL OF CHEMISTRY, 2013, 91 (11) : 1093 - 1097
[26] Ruthenium(II) phosphine/diimine/picolinate complexes: Inorganic compounds as agents against tuberculosis
Pavan, Fernando R.
Poelhsitz, Gustavo V.
Barbosa, Marilia I. F.
Leite, Sergio R. A.
Batista, Alzir A.
Ellena, Javier
Sato, Leticia S.
Franzblau, Scott G.
Moreno, Virtudes
Gambino, Dinorah
Leite, Clarice Q. F.
[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2011, 46 (10) : 5099 - 5107
[27] Synthesis, Crystal and Molecular Structure of Novel Adamantyl Derivatives of N-Aryl Substituted 3-Hydroxy-2-methylpyridine-4-ones
Perokovic, Vesna Petrovic
Prugovecki, Biserka
Car, Zeljka
[J]. CROATICA CHEMICA ACTA, 2013, 86 (03) : 317 - 323
[28] Poggi M, 2013, J MEX CHEM SOC, V57, P198
[29] Pyridinone oxovanadium(IV) complexes: a new class of insulin mimetic compounds
Rangel, M
[J]. TRANSITION METAL CHEMISTRY, 2001, 26 (1-2) : 219 - 223
[30] Distinctive EPR signals provide an understanding of the affinity of bis-(3-hydroxy-4-pyridinonato) copper(II) complexes for hydrophobic environments
Rangel, Maria
Leite, Andreia
Silva, AndrE M. N.
Moniz, Tania
Nunes, Ana
Amorim, M. Joao
Queiros, Carla
Cunha-Silva, Luis
Gameiro, Paula
Burgess, John
[J]. DALTON TRANSACTIONS, 2014, 43 (25) : 9722 - 9731

← 1 2 3 4 5 6 →