Synthesis of thiophene-2-carboxamidines containing 2-amino-thiazoles and their biological evaluation as urokinase inhibitors

Wilson, Kenneth J.; Illig, Carl R.; Subasinghe, Nalin L.; Hoffman, James B.; Rudolph, Matthias; Söll, Richard; Molloy, Christopher J.; Bone, Roger; Green, David; Randall, Troy D.; Zhang, Marie; Lewandowski, Frank; Zhao, Zhou; Sharp, Celia; Maguire, Diane; Grasberger, Bruce; DesJarlais, Renée L.; Spurlino, John

doi:10.1016/s0960-894x(01)00102-0

Cited by 95 publications

(22 citation statements)

References 12 publications

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“…The animals were weighed, marked for identification and divided into groups of six. The standard drugs, ibuprofen (20 mg/kg body weight), mefenamic acid (100 mg/kg body weight) and three graded doses (10,20 and 40 mg/kg body weight) of the test compounds were given orally as a suspension using 5% DMSO as a vehicle.…”

Section: Anti-inflammatory Evaluation Methodsmentioning

confidence: 99%

Anti-inflammatory and Anti-ulcer Activities of New Fused Thiazole Derivatives Derived from 2-(2-Oxo-2H-chromen-3-yl)thiazol-4(5H)-one

Mohareb

Al‐Omran

Abdelaziz

et al. 2017

ACSi

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The reaction of the 2-(4-oxo-4,5-dihydrothiazol-2-yl)acetonitrile (1) with salicylaldehyde (2) in 1,4-dioxane containing a catalytic amount of piperidine gave the coumarin derivative 3. The latter reacted with different reagents to give pyrano that compounds 7a, 8a, 10b, 13b, 15b, 18a, 19b, 19c, and 19d showed higher activity compared to the rest of the compounds. In addition to this, toxicity of such active compounds was studied against shrimp larvae where compounds 10b, 18a, 19c and 19d showed to be non-toxic against the tested organisms.

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Section: Anti-inflammatory Evaluation Methodsmentioning

confidence: 99%

Anti-inflammatory and Anti-ulcer Activities of New Fused Thiazole Derivatives Derived from 2-(2-Oxo-2H-chromen-3-yl)thiazol-4(5H)-one

Mohareb

Al‐Omran

Abdelaziz

et al. 2017

ACSi

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“…Moreover, in our previous work, 17) 1-(4-phenylthiazol-2-yl)-1,4-dihydrothiochroman[4,3-c] pyrazole was synthesized and showed good inhibition for Cryptococcus neoformans. Therefore, the biological activity of thiochromanone is well documented and thiochromanone derivatives with antifungal 18,19) and antitumor 20) activity have been synthesized. These results promoted us to synthesize novel derivatives substituted cyclohexane of tetrahydrocarbazole with thiochroman.…”

Section: Synthesis Characterization and Antifungal Evaluation Of Novmentioning

confidence: 99%

Synthesis, Characterization and Antifungal Evaluation of Novel Thiochromanone Derivatives Containing Indole Skeleton

Han

Zhong

et al. 2016

Chem. Pharm. Bull.

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Invasive fungal disease constitutes a growing health problem and development of novel antifungal drugs with high potency and selectivity against new fungal molecular targets are urgently needed. In order to develop potent antifungal agents, a novel series of 6-alkyl-indolo[3,2-c]-2H-thiochroman derivatives were synthesized. Microdilution broth method was used to investigate antifungal activity of these compounds. Most of them showed good antifungal activity in vitro. Compound 4o showed the best antifungal activity, which (inhibition of Candida albicans and Cryptococcus neoformans) can be achieved at the concentration of 4 µg/mL. Compounds 4b (inhibition of Cryptococcus neoformans), 4j (inhibition of Cryptococcus neoformans), 4d (inhibition of Candida albicans) and 4h (inhibition of Candida albicans) also showed the best antifungal activity at the concentrations of 4 µg/mL. The molecular interactions between 4o and the N-myristoyltransferase of Candida albicans (PDB ID: 1IYL) were finally investigated through molecular docking. The results indicated that these thiochromanone derivatives containing indole skeleton could serve as promising leads for further optimization as novel antifungal agents.

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“…Thiazole derivatives also exhibit a broad spectrum of medicinal and biological properties, such as antibacterial, antifungal [1], anti-inflammatory [2], antiviral [3], antimalarial [4] and anti-HIV activities [5]. Thiazole analogs have also been reported as ligands at estrogen receptors [6], neuropeptide Y5 [7], adenosine receptors [8], and act as inhibitors of human platelet aggregation factor [9], urokinase [10] and poly (ADP-Ribose) polymerase-1 [11]. Selenazoles have been reported to possess antibacterial [12], and su-…”

Section: Introductionmentioning

confidence: 99%

The Uses of 2-Amino-4-Phenylthiazole in the Synthesis of Coumarin, Pyran, Pyridine and Thiazole Derivatives with Antitumor Activities

Hamed¹,

Mohamed²

2017

OALib

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The thiazole derivative 3 was used for a series of heterocyclization reaction to produce pyran, pyridine and thiazole derivatives. The cytotoxicity of the newly synthesized compounds was studied against the six cancer cell lines namely NUGC, HR, DLD1, HA22T, HEPG2, MCF, HONE1 and normal fibroblast cells (WI38). The results showed that most of the synthesized compounds were of high potency. Among the tested compounds, 2-Amino-4-(4-chlorophenyl)-6-(4-phenylthiazol-2-yl)-4H-pyran-3,5-dicarbonitrile 17b showed the highest potency among the tested compounds.

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Synthesis of thiophene-2-carboxamidines containing 2-amino-thiazoles and their biological evaluation as urokinase inhibitors

Cited by 95 publications

References 12 publications

Anti-inflammatory and Anti-ulcer Activities of New Fused Thiazole Derivatives Derived from 2-(2-Oxo-2H-chromen-3-yl)thiazol-4(5H)-one

Anti-inflammatory and Anti-ulcer Activities of New Fused Thiazole Derivatives Derived from 2-(2-Oxo-2H-chromen-3-yl)thiazol-4(5H)-one

Synthesis, Characterization and Antifungal Evaluation of Novel Thiochromanone Derivatives Containing Indole Skeleton

The Uses of 2-Amino-4-Phenylthiazole in the Synthesis of Coumarin, Pyran, Pyridine and Thiazole Derivatives with Antitumor Activities

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