Literature DB >> 16178784

Quinoxaline 1,4-dioxide: a versatile scaffold endowed with manifold activities.

A Carta1, P Corona, M Loriga.   

Abstract

Since 1940s, Quinoxaline 1,4-dioxides (QdNO's) are known as potent antibacterial agents, and subtherapeutic levels have been used to promote growth and improve efficiency of feed conversion in animal feed. They have also shown a selective cytotoxicity against hypoxic cells present in solid tumours. Furthermore, recent studies have put in evidence that QdNO's are endowed with antitubercular, antiprotozoal and anticandida activities. On the other hand, several authors have reported about photoallergic and mutagenic effects of some derivatives. QdNO's may also cause the development of antibiotic-resistant bacteria and influence the horizontal transfer of virulence genes between bacteria. In this review article we report the biological properties, the mode of action and Structure Activity Relationship (SAR) studies of the QdNO derivatives. Furthermore, some cytogenetic and genotoxic effects, classical and more recent method of synthesis, the quinoxaline 1,4-dioxides, and some of their most important reactions, were also reported.

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Year:  2005        PMID: 16178784     DOI: 10.2174/0929867054864831

Source DB:  PubMed          Journal:  Curr Med Chem        ISSN: 0929-8673            Impact factor:   4.530


  22 in total

1.  OqxAB, a quinolone and olaquindox efflux pump, is widely distributed among multidrug-resistant Klebsiella pneumoniae isolates of human origin.

Authors:  Federico Perez; Susan D Rudin; Steven H Marshall; Peter Coakley; Liang Chen; Barry N Kreiswirth; Philip N Rather; Andrea M Hujer; Philip Toltzis; David van Duin; David L Paterson; Robert A Bonomo
Journal:  Antimicrob Agents Chemother       Date:  2013-07-01       Impact factor: 5.191

2.  Genotoxic risk of quinocetone and its possible mechanism in in vitro studies.

Authors:  Xu Wang; Panpan Yang; Juan Li; Awais Ihsan; Qianying Liu; Guyue Cheng; Yanfei Tao; Zhengli Liu; Zonghui Yuan
Journal:  Toxicol Res (Camb)       Date:  2015-11-25       Impact factor: 3.524

3.  Unusual Friedlander reactions: a route to novel quinoxaline-based heterocycles.

Authors:  Tharallah A Shoker; Khaled I Ghattass; James C Fettinger; Mark J Kurth; Makhluf J Haddadin
Journal:  Org Lett       Date:  2012-07-11       Impact factor: 6.005

Review 4.  Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.

Authors:  Siamak Javanbakht; Mohammad Taghi Nazeri; Hassan Farhid; Tahereh Nasiriani; Vida Khodkari; Ahmad Shaabani
Journal:  Top Curr Chem (Cham)       Date:  2022-09-22

5.  The photoprotective effects of 2-benzoyl-3-phenylquinoxaline 1,4-dioxide against UVB-induced damage in HaCaT cells.

Authors:  Joe Mouawad; Fadi Saadeh; Hayat Al Tabosh; Makhluf J Haddadin; Hala Gali-Muhtasib
Journal:  Med Oncol       Date:  2016-07-04       Impact factor: 3.064

6.  Systematic and Molecular Basis of the Antibacterial Action of Quinoxaline 1,4-Di-N-Oxides against Escherichia coli.

Authors:  Guyue Cheng; Bei Li; Chenxi Wang; Hongfei Zhang; Guixia Liang; Zhifei Weng; Haihong Hao; Xu Wang; Zhenli Liu; Menghong Dai; Yulian Wang; Zonghui Yuan
Journal:  PLoS One       Date:  2015-08-21       Impact factor: 3.240

7.  Pharmacokinetic and pharmacodynamic modeling of cyadox against Clostridium perfringens in swine.

Authors:  Lei Yan; Shuyu Xie; Dongmei Chen; Yuanhu Pan; Yanfei Tao; Wei Qu; ZhenLi Liu; Zonghui Yuan; Lingli Huang
Journal:  Sci Rep       Date:  2017-06-22       Impact factor: 4.379

8.  Development of quinoxaline 1, 4-dioxides resistance in Escherichia coli and molecular change under resistance selection.

Authors:  Wentao Guo; Haihong Hao; Menghong Dai; Yulian Wang; Lingli Huang; Dapeng Peng; Xu Wang; Hailan Wang; Min Yao; Yawei Sun; Zhenli Liu; Zonghui Yuan
Journal:  PLoS One       Date:  2012-08-28       Impact factor: 3.240

9.  Mechanism of porcine liver xanthine oxidoreductase mediated N-oxide reduction of cyadox as revealed by docking and mutagenesis studies.

Authors:  Chigang Chen; Guyue Cheng; Haihong Hao; Menghong Dai; Xu Wang; Lingli Huang; Zhenli Liu; Zonghui Yuan
Journal:  PLoS One       Date:  2013-09-09       Impact factor: 3.240

Review 10.  Quinoxaline 1,4-di-N-Oxides: Biological Activities and Mechanisms of Actions.

Authors:  Guyue Cheng; Wei Sa; Chen Cao; Liangliang Guo; Haihong Hao; Zhenli Liu; Xu Wang; Zonghui Yuan
Journal:  Front Pharmacol       Date:  2016-03-21       Impact factor: 5.810

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