Synthesis, cytotoxicity and antimicrobial activity of thiourea derivatives incorporating 3-(trifluoromethyl)phenyl moiety

Bielenica, Anna; Stefańska, Joanna; Stępień, Karolina; Napiórkowska, Agnieszka; Augustynowicz–Kopeć, Ewa; Sanna, Giuseppina; Madeddu, Silvia; Boi, Stefano; Giliberti, Gabriele; Wrzosek, Małgorzata; Struga, Marta

doi:10.1016/j.ejmech.2015.06.027

Cited by 80 publications

(64 citation statements)

References 53 publications

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“…These findings encouraged us to go further with our ongoing studies on the thiourea derivatives, since that many biological properties have been already discovered by our team among this group of compounds . In this study, we have synthesized new thiourea and thiazolidinone derivatives with 1,3‐benzothiazole‐2‐yl scaffold.…”

Section: Introductionmentioning

confidence: 92%

New thiourea and 1,3‐thiazolidin‐4‐one derivatives effective on the HIV‐1 virus

et al. 2017

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Thiourea derivatives have been reported to possess many biological activities, among them antiviral and antitumoral properties. As part of our continuing effort to develop new active compounds, we report the synthesis and the evaluation of new fifteen thiourea derivatives with 1,3-benzothiazole-2-yl moiety, among them a group of biologically active (1-7) also underwent cyclization to 1,3-thiazolidin-4-ones. Molecular structure of four compounds (4, 13, 15 and 3a) was determined by an X-ray crystallography. We here report the evaluation of their cytotoxicity against human leukaemia/lymphoma- and solid tumour-derived cell lines and of their antiviral activity against HIV-1 and representatives of ssRNA and dsDNA viruses. Derivative 5 showed an interesting activity against HIV-1 wild type and against variants carrying clinically relevant mutations. A colorimetric enzyme immunoassay clarified its mode of action as a non-nucleoside inhibitor of the reverse transcriptase.

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Section: Introductionmentioning

confidence: 92%

New thiourea and 1,3‐thiazolidin‐4‐one derivatives effective on the HIV‐1 virus

et al. 2017

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“…Since the literature survey indicates that the solubility of the compounds is a limiting factor on the diffusion rate through the agar medium, we decided to employ broth microdilution method for overcoming this problem (27). Disc diffusion and broth microdilution methods did not show any comparable results which can be explained by the poor solubility and polar character of the title compounds (28).…”

Section: Antimicrobial Activitymentioning

confidence: 99%

Bazı taurinamit türevi bileşiklerin sentezi ve antimikrobiyel etkileri

Akgül¹,

Öztürk²,

Aygül³

et al. 2017

Marmara Pharmaceutical Journal

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In this study, a series of taurinamide derivatives were synthesized and screened for their antimicrobial activity. The structures of the newly synthesized compounds 11-15 were evaluated by 1 H NMR, IR, MS-APCI and elemental analysis. Compounds (1-15) were tested against standard strains of Gram(+), Gram(−) bacteria and fungi by using disc diffusion and broth microdilution methods. Although disc diffusion method did not show any comparable results due to the solubility properties of the compounds; microdilution method results indicated that title compounds showed from poor to good activity against only Enterococcus faecalis. It can be concluded that phtalimido moiety, secondary aryl sulphonamide group and electrondonating group substitution on phenyl ring are essential for the antibacterial activity. Among the tested compounds, para substituted methyl and methoxy derivatives of N-phenyl-2-phthalimidotaurinamide (4, 7), displayed equipotent activity compared to standard drug gentamicin.

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“…The thiourea branch represents an important synthon, which is responsible for numerous biological activities, such as antimicrobial, antiviral, antiproliferative, and cytotoxic properties . In addition, the class of (thio)urea derivatives were shown to mediate psychotropic‐like effects in rodents.…”

Section: Introductionmentioning

confidence: 99%

G protein‐coupled receptor binding and pharmacological evaluation of indole‐derived thiourea compounds

Szulczyk

Bielenica

Kędzierska

et al. 2019

Archiv der Pharmazie

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Four 2-(1H-indol-3-yl)ethylthiourea derivatives were prepared by condensation of 2-(1H-indol-3-yl)ethanamine with the corresponding aryl/alkylisothiocyanates in a medium-polarity solvent. Their structures were confirmed by spectral techniques, and the molecular structure of 3 was determined by X-ray crystal analysis. For all derivatives, the binding affinities at the 5-HT 2A and 5-HT 2C receptors, as well as their functional activities at the 5-HT 1A and D 2 receptors, were determined. The arylthioureas 1 and 4 were the most active at the 5-HT 1A receptor, showing, at the same time, significant selectivity over the studied 5-HT 2 and D 2 receptor subtypes.The compounds were tested for their pharmacological activities within the central nervous system in relevant mouse models. The involvement of the serotonergic system in the activity of 1 and 4 was indicated. The antinociceptive action of 4 was linked to its anti-inflammatory activity. K E Y W O R D Sdopamine receptors, inverse agonists, serotonin antagonism, substituent effect

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Synthesis, cytotoxicity and antimicrobial activity of thiourea derivatives incorporating 3-(trifluoromethyl)phenyl moiety

Cited by 80 publications

References 53 publications

New thiourea and 1,3‐thiazolidin‐4‐one derivatives effective on the HIV‐1 virus

New thiourea and 1,3‐thiazolidin‐4‐one derivatives effective on the HIV‐1 virus

Bazı taurinamit türevi bileşiklerin sentezi ve antimikrobiyel etkileri

G protein‐coupled receptor binding and pharmacological evaluation of indole‐derived thiourea compounds

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