Synthesis of 2-((5-Benzylidene-4-Oxo-4,5-Dihydrothiazol-2-Yl)-Substituted Amino Acids as Anticancer and Antimicrobial Agents

Shelke, Rohini N.; Pansare, Dattatraya N.; Pawar, Chandraknat D.; Khade, Mininath C.; Jadhav, Vrushali N.; Deshmukh, Satish U.; Sarkate, Aniket P.; Pawar, Rajendra P.; Gore, Nileema S.; Shinde, Devanand B.; Thopate, Shankar R.

doi:10.17628/ecb.2019.8.63-70

Cited by 10 publications

(5 citation statements)

References 35 publications

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“…19 Chromium, among transition metals, is particularly attractive in organic synthesis because of its low price. 20 Hence, in continuation to our work, [21][22][23][24] we herein tried to report the synthesis of quinazolinones as well as benzoxazinone derivatives using chromium trioxide as the oxidant and catalyst.…”

Section: Introductionmentioning

confidence: 89%

Simple Chromium Catalyzed Oxidative Synthesis of Quinazolinones and Benzoxazinones From 2-Aminobenzamide and Anthranilic Acid With Arylaldehydes

Izankar¹,

Sarkate²,

Patil³

et al. 2019

ECB

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Section: Introductionmentioning

confidence: 89%

Simple Chromium Catalyzed Oxidative Synthesis of Quinazolinones and Benzoxazinones From 2-Aminobenzamide and Anthranilic Acid With Arylaldehydes

Izankar¹,

Sarkate²,

Patil³

et al. 2019

ECB

Self Cite

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“…Compound 46b was the most potent compound against C. albicans (MIC = 20 μg/ml), nearly twice as much as the standard drug Miconazole (MIC = 10 μg/ml). Furthermore, the anticancer evaluation of the synthesized compounds was performed against two human barest cancer cells, line MCF‐7 and BT‐474 using MTT assay, wherein compounds 46c and 46d were the most active compounds with IC 50 = 0.4–1.7 μM (Shelke et al, 2019).…”

Section: Biological Spectrum Of Rhodanine Derivativesmentioning

confidence: 99%

Rhodanine derivatives: An insight into the synthetic and medicinal perspectives as antimicrobial and antiviral agents

et al. 2022

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Rhodanine or 2-Thioxothiazolidin-4-one is a privileged heterocyclic compound offering a wide opportunity for structural modification, lead development, and modification. It is one of the highly decorated scaffolds in the drug discovery process. Rhodanine derivatives possess a plethora of biological activities due to their ability to interact with a diverse range of protein targets, which provide tremendous opportunities to discover new drugs with different modes of action. The most common strategy for developing novel rhodanine derivatives is the introduction of structurally diverse substituents at the C-5 or N-3, or both positions. Since the inception of Epralestat into the market in 1992, the exploration of rhodanine-3acetic acids has led to the development of novel leads against different biological targets such as MRSA, HHV-6, Mycobacterial tuberculosis, dengue, etc. In the current pandemic era, some rhodanine compounds have been explored against SARS-CoV-2. In recent years, rhodanine and its derivatives have witnessed significant progress in developing new drug leads as potential antimicrobial and antiviral agents. Different synthetic methodologies and recent developments in the medicinal chemistry of rhodanine derivatives, including biological activities, their mechanistic aspects, structure-activity relationships, and in silico findings, have been compiled in the present review. This article will benefit the scientific community and offer perspectives on how these scaffolds as privileged structures might be exploited in the future for rational design and discovery of rhodaninebased bio-active molecules.

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“…In continuation of our work, [20][21][22][23][24][25][26][27][28], we have developed the new protocol for the microwaveassisted facile synthesis of novel ethyl 4-(substituted phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate. The substituted benzaldehyde was then subjected to a condensation with the urea and ethyl acetoacetate which was synthesized to provide new series of target compounds 4a-h. Target compounds were synthesized by microwave irradiation (MW) as well as conventional heating with Potassium tert-butoxide and ethanol.…”

Section: Introductionmentioning

confidence: 99%

Microwave assisted facile synthesis and anticancer evaluation of novel ethyl 4-(substituted phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Sarkate

Pansare

Tiwari³

et al. 2020

Proceedings of the 24th International Electronic Conference on Synthetic Organic Chemistry

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Herewith, we report the design and synthesis of a novel series of ethyl 4-(substituted phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate derivatives, obtained by condensation of substituted aldehydes, ethyl 3-oxobutanoate and urea in ethanol as solvent and Potassium tert-butoxide as a catalyst under microwave irradiation for about 2-4 min (800 W) to get structural prerequisite indispensable for anticancer activity. The synthesized derivatives will be investigated for MTT assay, enzymatic assay and molecular modeling studies. Compounds were found to be potent in docking studies.

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Synthesis of 2-((5-Benzylidene-4-Oxo-4,5-Dihydrothiazol-2-Yl)-Substituted Amino Acids as Anticancer and Antimicrobial Agents

Cited by 10 publications

References 35 publications

Simple Chromium Catalyzed Oxidative Synthesis of Quinazolinones and Benzoxazinones From 2-Aminobenzamide and Anthranilic Acid With Arylaldehydes

Simple Chromium Catalyzed Oxidative Synthesis of Quinazolinones and Benzoxazinones From 2-Aminobenzamide and Anthranilic Acid With Arylaldehydes

Rhodanine derivatives: An insight into the synthetic and medicinal perspectives as antimicrobial and antiviral agents

Microwave assisted facile synthesis and anticancer evaluation of novel ethyl 4-(substituted phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

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