Discovery of 2-aryl and 2-pyridinylbenzothiazoles endowed with antimicrobial and aryl hydrocarbon receptor agonistic activities

Goya-Jorge, Elizabeth; Abdmouleh, Fatma; Carpio, Laureano E.; Giner, Rosa M.; Veitía, Maité Sylla-Iyarreta

doi:10.1016/j.ejps.2020.105386

Cited by 8 publications

(2 citation statements)

References 31 publications

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“…The corresponding products are important skeletons present in bioactive compounds, such as ticagrelor, 48 and some potential anti-hepatitis C or anti-Alzheimer's disease drugs. 49 50 51 52…”

Section: Resultsmentioning

confidence: 99%

Selective Nitro Reduction of Ester Substituted Nitroarenes by NaBH4-FeCl2

Zhou

et al. 2022

Pharmaceutical Fronts

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This work aimed to explore a novel protocol for selective reduction of the nitro group on the aromatic ring while remaining the ester group unaffected. In this study, NaBH4-FeCl2 was disclosed as a key reductant in the process. NaBH4-FeCl2-mediated reduction showed high chemoselectivity, gave the desired products in magnificent yield (up to 96%), and was applied to synthesize a key intermediate of vilazodone (an antidepressant drug) on a hectogram scale in a total yield of 81% (two steps). The protocol is practical, and capable of synthesis of a range of aromatic amines, especially those with ester substituted in the ring.

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Section: Resultsmentioning

confidence: 99%

Selective Nitro Reduction of Ester Substituted Nitroarenes by NaBH4-FeCl2

Zhou

et al. 2022

Pharmaceutical Fronts

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“…Multiple and structurally diverse chemicals including polyhydroxyalkanoates, polychlorinated biphenyls, bisphenols, polyphenols, benzothiazoles, and triarylmethanes have been evaluated as AhR ligands [ 13 , 14 , 15 ]. Plant flavonoids are considered the main group of natural dietary ligands of the AhR [ 16 , 17 ].…”

Section: Introductionmentioning

confidence: 99%

Plant Occurring Flavonoids as Modulators of the Aryl Hydrocarbon Receptor

et al. 2021

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The aryl hydrocarbon receptor (AhR) is a transcription factor deeply implicated in health and diseases. Historically identified as a sensor of xenobiotics and mainly toxic substances, AhR has recently become an emerging pharmacological target in cancer, immunology, inflammatory conditions, and aging. Multiple AhR ligands are recognized, with plant occurring flavonoids being the largest group of natural ligands of AhR in the human diet. The biological implications of the modulatory effects of flavonoids on AhR could be highlighted from a toxicological and environmental concern and for the possible pharmacological applicability. Overall, the possible AhR-mediated harmful and/or beneficial effects of flavonoids need to be further investigated, since in many cases they are contradictory. Similar to other AhR modulators, flavonoids commonly exhibit tissue, organ, and species-specific activities on AhR. Such cellular-context dependency could be probably beneficial in their pharmacotherapeutic use. Flavones, flavonols, flavanones, and isoflavones are the main subclasses of flavonoids reported as AhR modulators. Some of the structural features of these groups of flavonoids that could be influencing their AhR effects are herein summarized. However, limited generalizations, as well as few outright structure-activity relationships can be suggested on the AhR agonism and/or antagonism caused by flavonoids.

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Exploring the DNA Recognition of Compounds Based on Benzimidazole and Benzothiazole: A Concise Review

Khan,

Sur

2024

Macromolecular Symposia

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Over the course of three decades, benzimidazole as well as benzothiazole and its derivatives have been extensively investigated in oligo‐nucleotide therapy for their properties. These derivatives serve as valuable building blocks for creating pharmaceutical and biologically active molecules. With applications ranging across various therapeutic domains, including antiulcer, anticancer, and anthelmintic treatments, substituted benzimidazole/ benzothiazole derivatives have proven their versatility. This review provides a systematic and comprehensive overview of the latest advancements in benzimidazole/ benzothiazole‐based compounds within medicinal chemistry. These compounds exhibit diverse pharmacological activities such as anticancer, antibacterial, antifungal, anti‐inflammatory, analgesic, anti‐HIV, antioxidant, anticonvulsant, antitubercular, antidiabetic, antileishmanial, antihistaminic, antimalarial properties, among others. By presenting insights into the substitution patterns around the benzimidazole/benzothiazole nucleus, this review aims to assist medicinal chemists in developing structure–activity relationships (SAR) for benzimidazole/benzothiazole‐based drugs and compounds, thereby aiding in the advancement of medicinal research.

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Discovery of 2-aryl and 2-pyridinylbenzothiazoles endowed with antimicrobial and aryl hydrocarbon receptor agonistic activities

Cited by 8 publications

References 31 publications

Selective Nitro Reduction of Ester Substituted Nitroarenes by NaBH4-FeCl2

Selective Nitro Reduction of Ester Substituted Nitroarenes by NaBH4-FeCl2

Plant Occurring Flavonoids as Modulators of the Aryl Hydrocarbon Receptor

Exploring the DNA Recognition of Compounds Based on Benzimidazole and Benzothiazole: A Concise Review

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