Synthesis, characterization, and evaluation of antioxidant and antibacterial activities of novel indole-hydrazono thiazolidinones

Asghari, Sakineh; Pourshab, Maryam; Mohseni, Mojtaba

doi:10.1007/s00706-018-2292-x

Cited by 16 publications

(10 citation statements)

References 37 publications

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“…Asghari et al also reported the synthesis of hydrazonelinked indole-thiazolidinone hybrids 25 and evaluated their antioxidant (DPPH) and antibacterial (Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Pseudomonas aeruginosa) activities. [45] Compound 25 a displayed as the most potent antioxidant with a % DPPH inhibition of 85.9 %, better than the reference drug ascorbic acid (82.3 %). The authors deduced that the sulfur atom on the thiazolidinone ring as an easily oxidizable atom and NH 2 and NH as hydrogen donors might be responsible for the observed antioxidant activity.…”

Section: Kryshchyshyn Et Al Disclosed the Synthesis Of 4-thiazolidino...mentioning

confidence: 92%

Thiazolidinone‐Heterocycle Frameworks: A Concise Review of Their Pharmacological Significance

2023

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Molecular hybridization is deemed an optimistic approach in drug design and the discovery of novel biologically active molecules as it may advance their affinity and potency while concurrently decreasing associated resistance and side effects. Approximately 20 % of approved drugs were developed using this approach in the past few years. Thiazolidinone is one of the privileged pharmacophores in medicinal chemistry and is associated with various biological activities; it forms a functional unit in several FDA-approved drugs. Consequently, this pharmacophore has attracted the attention of many research groups to further explore its pharmacological relevance by coupling it with other pharmacophoric moieties. This review presents a concise account of scholarly research exploits directed at the biological activities of newly synthesized thiazolidinone-tagged molecular hybrids. Focused attention is given to the existing structural activity relationship in each compound library and the toxicity profile of potent compounds including in silico docking studies (where applicable). This work would provide a base on which new pharmaceuticals with improved potency can be modelled.

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Section: Kryshchyshyn Et Al Disclosed the Synthesis Of 4-thiazolidino...mentioning

confidence: 92%

Thiazolidinone‐Heterocycle Frameworks: A Concise Review of Their Pharmacological Significance

2023

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“…The SAR studies revealed that hydrazone derivatives of indole-bearing halogenphenyl substituents are encouraging for the activity. Asghari et al [107] took the advantage of the multicomponent reaction strategy for the synthesis of a series of novel oxindole (67) derivatives and evaluated there in vitro antioxidant activity. The structure-activity relative studies clearly indicated that the compounds containing the amide group displayed superior antioxidant activity.Thecompound 2-((E)-(5-chloro-2-oxoindolin-3-ylidene)hydrazono)-4-oxothiazolidin-5-yl)acetamide exhibited highest antioxidant activity with 85.9 % inhibition of 2,2-Diphenyl-1-picryl-hydrazyl-hydrate (DPPH).…”

Section: Antioxidant Activitymentioning

confidence: 99%

The Multi‐Pharmacological Targeted Role of Indole and its Derivatives: A review

Mathada¹,

Yernale

Basha³

2023

ChemistrySelect

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Heterocycles are a privileged motif that appears as a momentous objective in medicinal chemistry. An important class of compounds for drug discovery and design is indole and its derivatives, which have been examined for a variety of biological activities. Therefore, it is noteworthy in the modern progress of synthetic, medicinal chemistry; the last decade has been onlooker with a multitude of reports on several indole derivatives corroborating these chemical entities to be a renowned target for the discovery of new drugs. The current study includes brief natural sources of indole, and a new range of commercially available indole‐based drugs. Additionally, this review discusses the numerous facets of the structure‐activity relationship study (SARs) and provides information about the varied pharmacological effects of indole derivatives. The literature data presented for the anti‐pharmacological agents herein covers largely from the year 2015 to mid of 2022.

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“…Worthy to mention that the electrophilicity of carbonyl group of dialkyl acetylenedicarboxylete plays a key role in this reaction (Scheme 29). [54] Different pyrazolo oxothiazolidine derivatives 78 as antiproliferative agents against human lung cancer cell line A549 were synthesized from the reaction of 1-(benzofuran-2-yl)-3-(substituted-arylprop-2-en-1-ones 77, dialkyl acetylenedicarboxylates 1 and thiosemicarbazide 75 by Yakaiah et al in 2018. The model reaction was carried out in different solvents such as methanol, ethanol, water, 1,4-dioxane and acetonitrile in order to identify the effect of solvent on yield.…”

Section: Thiazolesmentioning

confidence: 99%

“…Worthy to mention that the electrophilicity of carbonyl group of dialkyl acetylenedicarboxylete plays a key role in this reaction (Scheme 29). [54] …”

Section: Synthesis Of Five‐membered Rings With Two Heteroatom Includingmentioning

confidence: 99%

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

2022

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Dialkyl acetylenedicarboxylates (DAAD) are the class of acetylenic compounds that are broadly used in organic synthesis in a noticeable quantity. Their wide application has made them an important moiety in heterocyclic compounds and drug discovery programs. Dialkyl acetylenedicarboxylate is a di-ester in which the ester groups are conjugated with a carbon-carbon triple bond. As such, the molecule is very electrophilic, and is broadly used as a dienophile in various cycloaddition reactions, for example the Diels-Alder reaction. In addition, it is a strong Michael acceptor. Due the importance of dialkyl acetylenedicarboxylate in organic synthesis, we are trying to show the applications of this compound in the synthesis of different heterocycles using multicomponent reactions. In this review, we show recent advances (2016)(2017)(2018)(2019)(2020)(2021)(2022) for the synthesis of various heterocycles that have different ring sizes (five, six and seven membered, Spiro and fused heterocycles), using DAAD via multicomponent reactions.

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Synthesis, characterization, and evaluation of antioxidant and antibacterial activities of novel indole-hydrazono thiazolidinones

Cited by 16 publications

References 37 publications

Thiazolidinone‐Heterocycle Frameworks: A Concise Review of Their Pharmacological Significance

Thiazolidinone‐Heterocycle Frameworks: A Concise Review of Their Pharmacological Significance

The Multi‐Pharmacological Targeted Role of Indole and its Derivatives: A review

Use of Dialkyl Acetylenedicarboxylates in the Multicomponent Synthesis of Heterocyclic Structures

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