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Molecules 2012, 17(7), 8105-8117; doi:10.3390/molecules17078105
Article

A New Synthetic Route to Original Sulfonamide Derivatives in 2-Trichloromethylquinazoline Series: A Structure-Activity Relationship Study of Antiplasmodial Activity

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Received: 14 May 2012; in revised form: 25 June 2012 / Accepted: 26 June 2012 / Published: 5 July 2012
(This article belongs to the Section Organic Synthesis)
Download PDF [243 KB, uploaded 18 June 2014]
Abstract: We report herein a simple and efficient two-step synthetic approach to new 2-trichloromethylquinazolines possessing a variously substituted sulfonamide group at position 4 used to prepare new quinazolines with antiparasitic properties. Thus, an original series of 20 derivatives was synthesized, which proved to be less-toxic than previously synthesized hits on the human HepG2 cell line, but did not display significant antiplasmodial activity. A brief Structure-Activity Relationship (SAR) evaluation shows that a more restricted conformational freedom is probably necessary for providing antiplasmodial activity.
Keywords: quinazoline; trichloromethyl group; sulfonamide; microwaves; antiplasmodial activity quinazoline; trichloromethyl group; sulfonamide; microwaves; antiplasmodial activity
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Primas, N.; Verhaeghe, P.; Cohen, A.; Kieffer, C.; Dumètre, A.; Hutter, S.; Rault, S.; Rathelot, P.; Azas, N.; Vanelle, P. A New Synthetic Route to Original Sulfonamide Derivatives in 2-Trichloromethylquinazoline Series: A Structure-Activity Relationship Study of Antiplasmodial Activity. Molecules 2012, 17, 8105-8117.

AMA Style

Primas N, Verhaeghe P, Cohen A, Kieffer C, Dumètre A, Hutter S, Rault S, Rathelot P, Azas N, Vanelle P. A New Synthetic Route to Original Sulfonamide Derivatives in 2-Trichloromethylquinazoline Series: A Structure-Activity Relationship Study of Antiplasmodial Activity. Molecules. 2012; 17(7):8105-8117.

Chicago/Turabian Style

Primas, Nicolas; Verhaeghe, Pierre; Cohen, Anita; Kieffer, Charline; Dumètre, Aurélien; Hutter, Sébastien; Rault, Sylvain; Rathelot, Pascal; Azas, Nadine; Vanelle, Patrice. 2012. "A New Synthetic Route to Original Sulfonamide Derivatives in 2-Trichloromethylquinazoline Series: A Structure-Activity Relationship Study of Antiplasmodial Activity." Molecules 17, no. 7: 8105-8117.


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