Synthesis and biological evaluation of anti-Toxoplasma gondii activity of a novel scaffold of thiazolidinone derivatives

Simone Carradori; Daniela Secci; Bruna Bizzarri; Paola Chimenti; Celeste De Monte; Paolo Guglielmi; Cristina Campestre; Daniela Rivanera; Claudia Bordón; Lorraine Jones-Brando

doi:10.1080/14756366.2017.1316494

Synthesis and biological evaluation of anti-Toxoplasma gondii activity of a novel scaffold of thiazolidinone derivatives

Simone Carradori, Daniela Secci, Bruna Bizzarri, Paola Chimenti, Celeste De Monte, Paolo Guglielmi, Cristina Campestre, Daniela Rivanera, Claudia Bordón, Lorraine Jones-Brando

School of Medicine

Research output: Contribution to journal › Article › peer-review

8 Scopus citations

Abstract

We designed and synthesised novel N-substituted 1,3-thiazolidin-4-one derivatives for the evaluation of their anti-Toxoplasma gondii efficacy. This scaffold was functionalised both at the N1-hydrazine portion with three structurally different moieties and at the lactam nitrogen with substituted benzyl groups selected on the basis of our previous structure-activity relationships studies. Using three different assay methods, the compounds were assessed in vitro to determine both the levels of efficacy against the tachyzoites of T. gondii (IC₅₀ = 5–148 μM), as well as any evidence of cytotoxicity towards human host cells (TD₅₀ = 68 to ≥320 μM). Results revealed that ferrocene-based thiazolidinones can possess potent anti-tachyzoite activity (TI =2–64).

Original language	English (US)
Pages (from-to)	746-758
Number of pages	13
Journal	Journal of Enzyme Inhibition and Medicinal Chemistry
Volume	32
Issue number	1
DOIs	https://doi.org/10.1080/14756366.2017.1316494
State	Published - Jan 1 2017

Keywords

1,3-thiazolidin-4-one
Toxoplasma
cytotoxicity
ferrocene
host cell invasion
parasite growth inhibition

ASJC Scopus subject areas

Pharmacology
Drug Discovery

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10.1080/14756366.2017.1316494

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Carradori, S., Secci, D., Bizzarri, B., Chimenti, P., De Monte, C., Guglielmi, P., Campestre, C., Rivanera, D., Bordón, C., & Jones-Brando, L. (2017). Synthesis and biological evaluation of anti-Toxoplasma gondii activity of a novel scaffold of thiazolidinone derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry, 32(1), 746-758. https://doi.org/10.1080/14756366.2017.1316494

Carradori, S, Secci, D, Bizzarri, B, Chimenti, P, De Monte, C, Guglielmi, P, Campestre, C, Rivanera, D, Bordón, C & Jones-Brando, L 2017, 'Synthesis and biological evaluation of anti-Toxoplasma gondii activity of a novel scaffold of thiazolidinone derivatives', Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 32, no. 1, pp. 746-758. https://doi.org/10.1080/14756366.2017.1316494

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abstract = "We designed and synthesised novel N-substituted 1,3-thiazolidin-4-one derivatives for the evaluation of their anti-Toxoplasma gondii efficacy. This scaffold was functionalised both at the N1-hydrazine portion with three structurally different moieties and at the lactam nitrogen with substituted benzyl groups selected on the basis of our previous structure-activity relationships studies. Using three different assay methods, the compounds were assessed in vitro to determine both the levels of efficacy against the tachyzoites of T. gondii (IC50 = 5–148 μM), as well as any evidence of cytotoxicity towards human host cells (TD50 = 68 to ≥320 μM). Results revealed that ferrocene-based thiazolidinones can possess potent anti-tachyzoite activity (TI =2–64).",

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AU - De Monte, Celeste

AU - Guglielmi, Paolo

AU - Campestre, Cristina

AU - Rivanera, Daniela

AU - Bordón, Claudia

AU - Jones-Brando, Lorraine

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N2 - We designed and synthesised novel N-substituted 1,3-thiazolidin-4-one derivatives for the evaluation of their anti-Toxoplasma gondii efficacy. This scaffold was functionalised both at the N1-hydrazine portion with three structurally different moieties and at the lactam nitrogen with substituted benzyl groups selected on the basis of our previous structure-activity relationships studies. Using three different assay methods, the compounds were assessed in vitro to determine both the levels of efficacy against the tachyzoites of T. gondii (IC50 = 5–148 μM), as well as any evidence of cytotoxicity towards human host cells (TD50 = 68 to ≥320 μM). Results revealed that ferrocene-based thiazolidinones can possess potent anti-tachyzoite activity (TI =2–64).

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Synthesis and biological evaluation of anti-Toxoplasma gondii activity of a novel scaffold of thiazolidinone derivatives

Abstract

Keywords

ASJC Scopus subject areas

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