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Comparison of Chemical and Biological Properties of Organometallic Complexes Containing 4- and 5-Nitrothienyl Groups by Patricia M. Toro; Juan Oyarzo; Rodrigo Arancibia; Shane Wilkinson; Vania Artigas; Mauricio Fuentealba; Mauricio Moncada-Basualto; Claudio Olea-Azar; Andrés Vega; A. Hugo Klahn is a Chemistry article available to read on EtoBox.
What is Comparison of Chemical and Biological Properties of Organometallic Complexes Containing 4- and 5-Nitrothienyl Groups about?
This study compares the nitro group position of thienyl imines bound to organometallic fragments, and the respective electrochemical and anti-parasitic properties. Ferrocenyl and cyrhetrenyl imines derived from 4-nitrothiophene (1a-3a) and 5-nitrothiophene (1b-3b) were synthesized and characterized by spectroscopic techniques. In addition, molecular structure of 1a, 2a and 3a were determined by X-ray crystallography. The reduction potential of the nitro group (E 1/2), determined by cyclic voltammetry, shows that imines with a 5-nitrothiophene moiety exhibit lower E 1/2 values (E 1/2 = −0.56 to −0.78 V) than 4-nitro derivatives (E 1/2 = −0.92 to −1.04 V), indicating that 5-nitro compounds better generate radical species. The 5-nitrothiophene derivatives (1b-3b) were more active against T. b. brucei (trypomastigotes) and T. cruzi (epimastigotes) than 4-nitrothiophene analogues (1a-3a). Enhanced trypanocidal properties in 5-nitrothiophenes may be due to NO2 group reduction being readily converted to their downstream, trypanocidal products. Based on the anti-parasitic activity and Selectivity Index determined for all derivatives, 1b emerged as an appropriated agent for treatment of try
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It is typically read by researchers, students, and practitioners in Chemistry.
- Author
- Patricia M. Toro; Juan Oyarzo; Rodrigo Arancibia; Shane Wilkinson; Vania Artigas; Mauricio Fuentealba; Mauricio Moncada-Basualto; Claudio Olea-Azar; Andrés Vega; A. Hugo Klahn
- Published
- 2021
- Language
- EN
- Field
- Chemistry (Physical Sciences)