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 V Brando

Research output: Contribution to journalArticle

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 languageEnglish (US)
Pages (from-to)746-758
Number of pages13
JournalJournal of Enzyme Inhibition and Medicinal Chemistry
Volume32
Issue number1
DOIs
StatePublished - Jan 1 2017

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hydrazine
Toxoplasma
Lactams
Structure-Activity Relationship
Inhibitory Concentration 50
Nitrogen
In Vitro Techniques
ferrocene

Keywords

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

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery

Cite this

Synthesis and biological evaluation of anti-Toxoplasma gondii activity of a novel scaffold of thiazolidinone derivatives. / Carradori, Simone; Secci, Daniela; Bizzarri, Bruna; Chimenti, Paola; De Monte, Celeste; Guglielmi, Paolo; Campestre, Cristina; Rivanera, Daniela; Bordón, Claudia; Brando, Lorraine V.

In: Journal of Enzyme Inhibition and Medicinal Chemistry, Vol. 32, No. 1, 01.01.2017, p. 746-758.

Research output: Contribution to journalArticle

Carradori, S, Secci, D, Bizzarri, B, Chimenti, P, De Monte, C, Guglielmi, P, Campestre, C, Rivanera, D, Bordón, C & Brando, LV 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
Carradori, Simone ; Secci, Daniela ; Bizzarri, Bruna ; Chimenti, Paola ; De Monte, Celeste ; Guglielmi, Paolo ; Campestre, Cristina ; Rivanera, Daniela ; Bordón, Claudia ; Brando, Lorraine V. / Synthesis and biological evaluation of anti-Toxoplasma gondii activity of a novel scaffold of thiazolidinone derivatives. In: Journal of Enzyme Inhibition and Medicinal Chemistry. 2017 ; Vol. 32, No. 1. pp. 746-758.
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