Design, synthesis of novel Triazolones and bis-Triazolones derivatives under ultrasound irradiation and evaluation as potent angiotensin converting enzyme (ACE) inhibitors

Salah, Bochra Ben; Hamzaoui, Salwa; Krichen, Fatma; Saadaoui, Ikram; Mansour, Riadh Ben; Miled, Nabil; Bougatef, Ali; Kossentini, Mohamed

doi:10.1016/j.bioorg.2017.11.004

Cited by 9 publications

(3 citation statements)

References 23 publications

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“…Other examples show studies on the discovery of novel synthetic ACE inhibitors with the help of molecular modeling methods [71][72][73][74]. For instance, Saadaoui et al [72] synthesized Schiff bases of 4-amino-1,2,4-triazole derivatives and evaluated them as ACE inhibitors.…”

Section: -Bis(dihydrocaffeoyl)-spermidine)mentioning

confidence: 99%

“…They observed that the synthetic compounds displayed virtually no cytotoxicity and they proposed the mode of action of the compounds by using in silico molecular docking. The same authors (Salah et al [73]) synthesized a series of novel 1,2,4-triazolones and bistriazol-4-yl-2-yl pyridine derivatives and they found that they have shown significant inhibitory action against ACE. They proposed the orientations and chemical interactions of the compounds forming complexes with ACE by using molecular docking.…”

Section: -Bis(dihydrocaffeoyl)-spermidine)mentioning

confidence: 99%

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Considerations for Docking of Selective Angiotensin-Converting Enzyme Inhibitors

Caballero

2020

Molecules

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The angiotensin-converting enzyme (ACE) is a two-domain dipeptidylcarboxypeptidase, which has a direct involvement in the control of blood pressure by performing the hydrolysis of angiotensin I to produce angiotensin II. At the same time, ACE hydrolyzes other substrates such as the vasodilator peptide bradykinin and the anti-inflammatory peptide N-acetyl-SDKP. In this sense, ACE inhibitors are bioactive substances with potential use as medicinal products for treatment or prevention of hypertension, heart failures, myocardial infarction, and other important diseases. This review examined the most recent literature reporting ACE inhibitors with the help of molecular modeling. The examples exposed here demonstrate that molecular modeling methods, including docking, molecular dynamics (MD) simulations, quantitative structure-activity relationship (QSAR), etc, are essential for a complete structural picture of the mode of action of ACE inhibitors, where molecular docking has a key role. Examples show that too many works identified ACE inhibitory activities of natural peptides and peptides obtained from hydrolysates. In addition, other works report non-peptide compounds extracted from natural sources and synthetic compounds. In all these cases, molecular docking was used to provide explanation of the chemical interactions between inhibitors and the ACE binding sites. For docking applications, most of the examples exposed here do not consider that: (i) ACE has two domains (nACE and cACE) with available X-ray structures, which are relevant for the design of selective inhibitors, and (ii) nACE and cACE binding sites have large dimensions, which leads to non-reliable solutions during docking calculations. In support of the solution of these problems, the structural information found in Protein Data Bank (PDB) was used to perform an interaction fingerprints (IFPs) analysis applied on both nACE and cACE domains. This analysis provides plots that identify the chemical interactions between ligands and both ACE binding sites, which can be used to guide docking experiments in the search of selective natural components or novel drugs. In addition, the use of hydrogen bond constraints in the S2 and S2′ subsites of nACE and cACE are suggested to guarantee that docking solutions are reliable.

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Section: -Bis(dihydrocaffeoyl)-spermidine)mentioning

confidence: 99%

Section: -Bis(dihydrocaffeoyl)-spermidine)mentioning

confidence: 99%

Considerations for Docking of Selective Angiotensin-Converting Enzyme Inhibitors

Caballero

2020

Molecules

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“…Quanto às estratégias farmacológicas, sugere-se a utilização de medicamentos como, os antagonistas de canais de cálcio (HIRATA et al, 2010), os betas bloqueadores (HILLEBRAND et al, 2009), os inibidores de enzima conversora da angiotensina (ECA) (SALAH et al, 2018), os antagonistas de receptores da angiotensina (HE et al,2020), os inibidores de renina (IMANISHI et al,2008), as estatinas (NISSEN, 2006), e as ezetimibas (TAKASE et al, 2017).…”

Section: Introductionunclassified

Efeitos do ácido gálico na resposta vascular: interação com o Fator Hiperpolarizante Derivado do Endotélio (EDHF)

Souza,

Andrade

2022

DS-CS

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Doenças cardiovasculares ainda são uma das maiores causas de óbito no mundo inteiro e um dos motivos são as alterações endoteliais provocadas, em parte, pela formação de espécies reativas de oxigênio. Nesse contexto, compostos fenólicos que possuem ação antioxidante, como o ácido gálico, destacam-se como agentes promissores na proteção vascular ao estresse oxidativo. Considerando as propriedades terapêuticas do ácido gálico, o presente estudo tem como objetivo avaliar os possíveis efeitos do ácido gálico sobre a resposta vascular e sua influência na estimulação do fator hiperpolarizante derivado do endotélio (FHDE), por meio de uma revisão de literatura de modelos realizados em ex vivo, in vivo e in vitro. Após um refinamento detalhado, seguindo critérios previamente determinados, dez estudos, dentro de um intervalo de 10 anos, foram selecionados na base de dados PubMed. Dos ensaios selecionados, foi possível afirmar que o ácido gálico possui um potente efeito vasorrelaxante e uma melhora do tônus vascular. Os estudos apontaram a interação direta mediada por meio dos vasodilatadores óxido nítrico (ON) e o FHDE. Portanto, foi possível afirmar que o ácido gálico exerce, simultaneamente, um efeito vasorrelaxante dependente do endotélio e um efeito anti-hipertensivo sempre mediado pelas vias ON e FHDE. Este estudo sugere o ácido gálico como uma abordagem terapêutica promissora no tratamento de doenças vasculares; no entanto, as pesquisas demostram a importância de estudos mais aprofundados da relação efetividade com a via do FHDE como também prováveis efeitos quanto à sua toxicidade.

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Novel phthalamide derivatives as antihypertensive agents: rapid and clean synthesis, in silico and in vivo evaluation

et al. 2019

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Design, synthesis of novel Triazolones and bis-Triazolones derivatives under ultrasound irradiation and evaluation as potent angiotensin converting enzyme (ACE) inhibitors

Cited by 9 publications

References 23 publications

Considerations for Docking of Selective Angiotensin-Converting Enzyme Inhibitors

Considerations for Docking of Selective Angiotensin-Converting Enzyme Inhibitors

Efeitos do ácido gálico na resposta vascular: interação com o Fator Hiperpolarizante Derivado do Endotélio (EDHF)

Novel phthalamide derivatives as antihypertensive agents: rapid and clean synthesis, in silico and in vivo evaluation

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