Synthesis, antioxidant properties and radioprotective effects of new benzothiazoles and thiadiazoles

Cressier, Damien; Prouillac, Caroline; Hernandez, Pierre; Amourette, Christine; Diserbo, Michel; Lion, Claude; Rima, G.

doi:10.1016/j.bmc.2009.05.039

Cited by 179 publications

(101 citation statements)

References 22 publications

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“…Benzothiazoles are a class of bicyclic compounds with a broad spectrum of biological applications such as neuroprotective effects [1,2], antimicrobial activity [3][4][5][6], antioxidant and radioprotective effects [7], anticonvulsant activity [8,9] and antitumor properties [10,11]. In particular, 2-(4-hydroxy-3-methoxyphenyl)-benzothiazole has been reported to be a tyrosinase inhibitor against hyperpigmentation [12].…”

Section: Introductionmentioning

confidence: 99%

Helical Arrangement of 2-(4-hydroxy-3-methoxyphenyl)-Benzothiazole in Crystal Formation and Biological Evaluation on HeLa Cells

et al. 2017

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Abstract:Benzothiazoles are a set of molecules with a broad spectrum of biological applications. In particular, 2-(4-hydroxy-3-methoxyphenyl)-benzothiazole is a potential breast cancer cell suppressor whose mechanism of action has been previously reported. In the present work, the title compound was synthesized, crystallized, and its biological activity on HeLa cells was evaluated. Its molecular structure was compared to that obtained by molecular modeling. Theoretical calculations suggest that the syn-rotamer is the most stable form and correlates very well with crystallographic data. The crystal structure adopts a helical arrangement formed through O13-H13···N3 intermolecular hydrogen bonding that propagates in the (14 -1 -3) plane. These results suggest that the title compound has the capacity to interleave into DNA and better explain its biological effects related to the increased CHIP expression through AhR recruitment. Finally, the biological experiments indicate that the title compound has the capacity to decrease the viability of HeLa cells with an IC 50 = 2.86 µM.

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Section: Introductionmentioning

confidence: 99%

Helical Arrangement of 2-(4-hydroxy-3-methoxyphenyl)-Benzothiazole in Crystal Formation and Biological Evaluation on HeLa Cells

et al. 2017

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“…Cressier et al [45] reported the synthesis and characterization of new compounds derived from benzothiazoles and thiadiazoles (Fig 35). The radioprotective activity had also been evaluated in mice.…”

Section: H9c2 Cardio Myoblastic Cells) One Analogue 5-(25-dihydroxymentioning

confidence: 99%

Synthesis, Biological Activity and Recent Advancement of Benzothiazoles: A Classical Review

Anand¹

2017

WJPPS

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“…During recent years there has been intense investigation of different classes of thiadiazole compounds, many of which known to possess interesting biological properties such as antimicrobial, antituberculosis, anti-inflammatory, anticonvulsants, antihypertensive [71][72][73][74][75][76] , antioxidant, anticancer and antifungal [77][78][79][80][81] activity. These compounds also exhibited significant antiinflammatory activity, which is comparable to that of celecoxib.…”

Section: Recent Advancement In the Therapeutic Potential Of Thiadiazomentioning

confidence: 99%

Chemistry, synthesis and progress report on biological activities of thiadiazole compounds - a review

Asif¹

2016

Mediterr.J.Chem.,

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Thiadiazoles are an important class of heterocyclic compounds that exhibit diverse applications in organic synthesis, pharmaceutical and biological applications. They are also useful as oxidation inhibitors, cyanine dyes, metal chelating agents, anti-corrosion agents. Researchers across the globe are working on this moiety due to their broad spectrum of applications of thiadiazole chemistry. This article provides information about developments, exploration, synthetic strategies, techniques for the synthesis of thiadiazoles and their diverse biological activities, structure-activity relationship of the compounds and physical properties. This article is an important tool for organic and medicinal chemists to develop newer thiadiazole compounds that could be better agents in terms of efficacy and safety.

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Synthesis, antioxidant properties and radioprotective effects of new benzothiazoles and thiadiazoles

Cited by 179 publications

References 22 publications

Helical Arrangement of 2-(4-hydroxy-3-methoxyphenyl)-Benzothiazole in Crystal Formation and Biological Evaluation on HeLa Cells

Helical Arrangement of 2-(4-hydroxy-3-methoxyphenyl)-Benzothiazole in Crystal Formation and Biological Evaluation on HeLa Cells

Synthesis, Biological Activity and Recent Advancement of Benzothiazoles: A Classical Review

Chemistry, synthesis and progress report on biological activities of thiadiazole compounds - a review

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