Synthesis of Novel Aryloxy Propanoyl Thiadiazoles as Potential Antihypertensive Agents

Samel, Amarish B.; Pai, Nandini R.

doi:10.1002/jccs.201000196

Cited by 22 publications

(11 citation statements)

References 9 publications

(1 reference statement)

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“…The molecular structure of a compound is responsible for various pharmacological activities, and mostly heterocyclic moieties have diverse activities. This scaffold (Figure 1A) derivatives possess a wide range of biological activities such as anticancer/antitumor (Janowska et al, 2020;Cevik et al, 2020;Gomha et al, 2017;Flefel et al, 2017;Ningegowda et al, 2017), anticonvulsant (Khatoon et al, 2018;Bhandari et al, 2008;Jatav et al, 2008;Foromadi et al, 2007;Almasirad et al, 2007;Dawood et al, 2006;Dogan et al, 2002;Varvaresou et al, 1998;Khazi et al, 1996;Stillings et al, 1986;Chapleo et al, 1986), antidiabetic (Vaishnav et al, 2017;Datar and Deokule, 2014;Thrilochana et al, 2014), anti-inflammatory (Cristina et al, 2018;Schenone et al, 2006), antidepressant (Can et al, 2012), antihypertensive (Samel and Pai, 2010), antiviral (Serban et al, 2020;Brai et al, 2019), antimicrobial (Gowda et al, 2020;Merugu et al, 2020;Mutchu et al, 2019;Sekhar et al, 2018;Joseph et al, 2015), antioxidant (Yakan, 2021;Gowda et al, 2020), anti-leishmanial (Tahghighi and Babalouei, 2017;Sadat-Ebrahimi et al, 2019), and neuroprotective (Skrzypeka et al, 2021). The biological activities of several synthesized derivatives of 1,3,4-thiadiazole are based on assumptions like "the N-C-Smoiety's presence and strong aromaticity of the ring, which is responsible for providing low toxicity and great in vivo st...…”

Section: Introductionmentioning

confidence: 99%

1,3,4-Thiadiazole Scaffold: As Anti-Epileptic Agents

Anthwal

Nain

2022

Front. Chem.

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A wide range of biological activities is exhibited by 1,3,4-thiadiazole moiety such as antidiabetic, anticancer, anti-inflammatory, anticonvulsant, antiviral, antihypertensive, and antimicrobial. To date, drugs such as butazolamide, and acetazolamide. Several modifications have been done in the 1,3,4-thiadiazole moiety which showed good potency as anticonvulsant agents which are highly effective and have less toxicity. After in-depth literature survey in this review, we have compiled various derivatives of 1,3,4-thiadiazole scaffold as anticonvulsant agents.

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Section: Introductionmentioning

confidence: 99%

1,3,4-Thiadiazole Scaffold: As Anti-Epileptic Agents

Anthwal

Nain

2022

Front. Chem.

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“…The design and synthesis of multi-functional organic small molecule libraries on solid-phase carriers has become the core of combinatorial chemistry [ 23 ]. Among small molecules, heterocyclic structures have received particular attention in combinatorial synthesis [ 24 , 25 , 26 ]. In addition, due to the long cycle of drug research and development, combinatorial chemistry high-throughput screening technology requires quinazolinones to have simple, accurate, and efficient solid-phase synthesis methods to speed up the discovery and structure optimization of lead compounds to shorten the process of new drug discovery.…”

Section: Introductionmentioning

confidence: 99%

Novel Approaches for the Solid-Phase Synthesis of Dihydroquinazoline-2(1H)-One Derivatives and Biological Evaluation as Potential Anticancer Agents

et al. 2022

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In the design of antineoplastic drugs, quinazolinone derivatives are often used as small molecule inhibitors for kinases or receptor kinases, such as the EGFR tyrosine kinase inhibitor gefitinib, p38MAP kinase inhibitor DQO-501, and BRD4 protein inhibitor PFI-1. A novel and convenient approach for the solid-phase synthesis of dihydroquinazoline-2(1H)-one derivatives was proposed and 19 different compounds were synthesized. Cytotoxicity tests showed that most of the target compounds had anti-proliferative activity against HepG-2, A2780 and MDA-MB-231 cell lines. Among them, compounds CA1-e and CA1-g had the most potent effect on A2780 cells, with IC50 values of 22.76 and 22.94 μM, respectively. In addition, in an antioxidant assay, the IC50 of CA1-7 was 57.99 μM. According to bioinformatics prediction, ERBB2, SRC, TNF receptor, and AKT1 were predicted to be the key targets and play an essential role in cancer treatment. ADMET prediction suggested 14 of the 19 compounds had good pharmacological properties, i.e., these compounds displayed clinical potential. The correct structure of the final compounds was confirmed based on LC/MS, 1H NMR, and 13C NMR.

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“…This class of heterocycles has predominant relevance in the present era and several derivatives are already present in the market after successful clinical trials 1 . The privileged scaffold finds application in the fields and sub-fields of anti-microbial 2 , anti-diabetic 3 , anti-hypertensive 4 , anti-cancer 5 , anti-inflammatory 6 , antitubercular 7 , anti-depressant 8 , anti-leishmanial 9 , anti-ulcer 10 , anti-viral 11 , anti-arrhythmic 12 , anti-nociceptive 13 , anti-retro-viral1 4 , anti-trypanosomal 15 , etc.…”

Section: Introductionmentioning

confidence: 99%

Novel Schiff�s Base Containing Murrayanine- 1,3,4-Thiadiazole Hybrids as Potential Anti-Inflammatory Agents

Mahapatra

Shivhare²,

Haldar³

2017

Asian Journal of Chemistry and Pharmaceutical Sciences

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Murrayanine is the most highly explored molecule from Murraya koenigii L., known popularly as Indian curry plant (family Rutaceae) which demonstrates carminative, astringent, stomachic, purgative, febrifuge, anti-anemic, and anthelminthic. Thiadiazole is a scaffold of prime importance in medicinal chemistry. It has often been observed that thiadiazoles on hybridization with other heterocyclic scaffolds, demonstrates synergistic activity. Based on this fact, a hybrid of 1,3,4-thiadiazole was planned to fabricate with murrayanine and also to explore its synergistic potentials in a specific direction based on the available text information. The present study involved the synthesis of murrayanine-thiadiazole hybrids using a previously reported starting material (E)-2-((1-methoxy-9H-carbazol-3-yl)methylene)thiosemicarbazide and exploring the anti-inflammatory activity of the produced novel compounds. The compound 4c, containing 3-OCH 3 and 4-OH substituents displayed the highest edema reducing activity after 3 hrs. The enhanced activity may be due to the interaction of the hydrophilic moiety, via oxygen moiety with the active site of the inflammation causing elements like Cyclooxygenase (COX) and Lipoxygenase (LOX). We tried to establish a crystal clear structure-activity relationship, but due to mixed results, a true relationship cannot be predicted. Rather, an assumption was made based on the available interacting groups with the active sites of the chemical mediator. This research will definitely motivate global researchers in rationally designing of natural product-based heterocyclic hybrids which will have great perspective as therapeutic agents in future with reduced side-effects.

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Synthesis of Novel Aryloxy Propanoyl Thiadiazoles as Potential Antihypertensive Agents

Cited by 22 publications

References 9 publications

1,3,4-Thiadiazole Scaffold: As Anti-Epileptic Agents

1,3,4-Thiadiazole Scaffold: As Anti-Epileptic Agents

Novel Approaches for the Solid-Phase Synthesis of Dihydroquinazoline-2(1H)-One Derivatives and Biological Evaluation as Potential Anticancer Agents

Novel Schiff�s Base Containing Murrayanine- 1,3,4-Thiadiazole Hybrids as Potential Anti-Inflammatory Agents

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