Synthesis and antiplasmodial activity in vitro of new ferrocene–chloroquine analogues

Beagley, Paul; Blackie, Margaret A.L.; Chibale, Kelly; Clarkson, Cailean; Meijboom, Reinout; Moss, John R.; Smith, Peter J.; Su, Hong

doi:10.1039/b303335j

Cited by 147 publications

(103 citation statements)

References 20 publications

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“…Coumarins are a group of compounds that play important roles as food constituents, antioxidants, stabilizers and immunomodulatory substances, as fluorescent markers for use in analyses, in stains, and in clinical use for their [2,3] diuretic [4], anti-coagulant, anti-cancer [2], anti-HIV [5], antitumor [6], anti-inflammatory [7], anti-Alzheimer's [8], anti-leukemic [9,10], antibacterial [11], anti-malarial activities [12], emetic [13], and anti-anaphylactic activities [14]. Moreover, they can also be employed as cosmetics and pigments [13] and utilized as potential biodegradable agrochemicals [15].…”

Section: Introductionmentioning

confidence: 99%

Microwave-Assisted Synthesis of Novel 2H-Chromene Derivatives Bearing Phenylthiazolidinones and Their Biological Activity Assessment

2014

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6-Hydroxy-2-oxo-2H-chromene-4-carbaldehyde (2), 6-chloro-2-oxo-2H-chromene-4-carbaldehyde (3) and 6-hydrazinyl-4-methyl-2H-chromen-2-one (5) were prepared as single-pharmacophore motif key intermediates. Compounds 2, 3 and 5 were incorporated in a series of multicomponent reactions (MCRs), under microwave assistance as well as conventional chemical synthesis processes, to afford a series of three and/or four-pharmacophoric-motif conjugates 8a,b, 11, 13, 16, 17, 19 and 20 in good yields. The newly synthesized compounds were characterized by IR, NMR, 13 C-NMR, MS and elemental analyses. Finally the synthesized compounds have been screened for their biological activity whereupon they exhibited remarkable antimicrobial activity on different classes of bacteria and the fungus.

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Section: Introductionmentioning

confidence: 99%

Microwave-Assisted Synthesis of Novel 2H-Chromene Derivatives Bearing Phenylthiazolidinones and Their Biological Activity Assessment

2014

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“…Our SAR studies have resulted in the identification of new ferroquine and related derivatives 4-7, Fig. 2 [17][18][19]. These studies were conducted in order to establish the role of the iron/ferrocene in ferroquine.…”

Section: Resultsmentioning

confidence: 99%

“…The synthesis of the ruthenocene analogues 4b, 5b, 6b, and 7b resulted in the unexpected synthesis of 4-aminoquinolines with 1,1'-disubstituted ruthenocenes in the side chain, e.g., (6b) (isoruthenoquine) and (7b). We have also had to develop new synthetic routes since ferrocene and ruthenocene differ significantly in reactivity [18,19]. More importantly, the aforementioned SAR studies have resulted in the discovery of phenylenequine 8, which is significantly more active in vitro than chloroquine against resistant strains.…”

Section: Resultsmentioning

confidence: 99%

Economic drug discovery and rational medicinal chemistry for tropical diseases

Chibale

2005

Pure and Applied Chemistry

Self Cite

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In order to fulfill research objectives around target-based drug discovery in the field of anti-infective agents that are prevalent mainly in poor Third World countries, selection of biological and chemical targets is guided by economic drug discovery and rational medicinal chemistry. Selection of biological targets of therapeutic relevance in multiple disease-causing organisms, as well as the use of natural products and existing drugs as chemical scaffolds for the discovery and design of novel therapeutics should be viable strategies underpinning drug discovery research in poor Third World countries. In this regard, biological targets of interest to our program include disulfide reductases and cysteine proteases (CPs), while chemical scaffolds include existing antimalarial agents and natural products.

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“…Indeed it has been observed that a number of drugs that are active against CQ-resistant strains, including metal-based CQ derivatives, such as the iron-containing ferroquine [21,28,33] and the gold-CQ complex [Au(CQ)(PPh3)]PF6 [34], are considerably more lipophilic than CQ and this could be an important factor in the reduction of resistance.…”

Section: R1=r2 = H X = Clmentioning

confidence: 99%

Perception and Resistance Mechanism of some Metal-drug Complexes and Their Roles as Antibacterial

Obaleye¹,

Simon²,

Abosede³

et al. 2015

Concepts, Compounds and the Alternatives of Antibacterials

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Metal-based drugs have undergone much development and application for therapeutic and diagnostic purposes for many decades since the huge success of cisplatin and other successful metal-drug complexes in the clinical stages. Furthermore, this metal-based drug has come up with a lot of signs of resistance and side-effects in their uses. This review points to some of the resistance natures and mechanisms of previously synthesized complexes in the field of chemistry.

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Synthesis and antiplasmodial activity in vitro of new ferrocene–chloroquine analogues

Cited by 147 publications

References 20 publications

Microwave-Assisted Synthesis of Novel 2H-Chromene Derivatives Bearing Phenylthiazolidinones and Their Biological Activity Assessment

Microwave-Assisted Synthesis of Novel 2H-Chromene Derivatives Bearing Phenylthiazolidinones and Their Biological Activity Assessment

Economic drug discovery and rational medicinal chemistry for tropical diseases

Perception and Resistance Mechanism of some Metal-drug Complexes and Their Roles as Antibacterial

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