A series of new 4-[5-(4-phenoxyphenyl)-2H-pyrazol-3-yl]morpholine derivatives, prepared by two synthetic routes, were in vitro assayed against three Trypanosoma strains, Leishmania donovani, and Plasmodium falciparum K1. Seven out of 17 compounds showed moderate to very good activity against blood stage T. b. rhodesiense, with 10 and 17 exhibiting highest potency (IC 50 of 1.0 and 1.1 μM. respectively). Interestingly, the β-diketone precursors 1-3 had good antitrypanosomal activity toward the insect stage, with IC50 values of 1.0-3.4 μM. Among different compounds with moderate activity against T. cruzi, compound 17 showed the lowest IC50 value of 9.5 μM; thus, the series seemed to act selectively toward the different Trypanosoma parasites. Eight compounds were moderately active against L. donovani, with 2, 3, and 12 being the most promising ones (IC50 values of 2.3-5.2 μM), whereas compound 14 was the only derivative with good activity against P. falciparum (IC50 of 3.7 μM). © 2007 American Chemical Society.

Synthesis and evaluation of antiparasitic activities of new 4-[5-(4-phenoxyphenyl)-2H-pyrazol-3-yl]morpholine derivatives / Kuettel, Sabine; Zambon, Alfonso; Kaiser, Marcel; Brun, Reto; Scapozza, Leonardo; Perozzo, Remo. - In: JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0022-2623. - 50:23(2007), pp. 5833-5839. [10.1021/jm700938n]

Synthesis and evaluation of antiparasitic activities of new 4-[5-(4-phenoxyphenyl)-2H-pyrazol-3-yl]morpholine derivatives

ZAMBON, Alfonso;
2007

Abstract

A series of new 4-[5-(4-phenoxyphenyl)-2H-pyrazol-3-yl]morpholine derivatives, prepared by two synthetic routes, were in vitro assayed against three Trypanosoma strains, Leishmania donovani, and Plasmodium falciparum K1. Seven out of 17 compounds showed moderate to very good activity against blood stage T. b. rhodesiense, with 10 and 17 exhibiting highest potency (IC 50 of 1.0 and 1.1 μM. respectively). Interestingly, the β-diketone precursors 1-3 had good antitrypanosomal activity toward the insect stage, with IC50 values of 1.0-3.4 μM. Among different compounds with moderate activity against T. cruzi, compound 17 showed the lowest IC50 value of 9.5 μM; thus, the series seemed to act selectively toward the different Trypanosoma parasites. Eight compounds were moderately active against L. donovani, with 2, 3, and 12 being the most promising ones (IC50 values of 2.3-5.2 μM), whereas compound 14 was the only derivative with good activity against P. falciparum (IC50 of 3.7 μM). © 2007 American Chemical Society.
2007
50
23
5833
5839
Synthesis and evaluation of antiparasitic activities of new 4-[5-(4-phenoxyphenyl)-2H-pyrazol-3-yl]morpholine derivatives / Kuettel, Sabine; Zambon, Alfonso; Kaiser, Marcel; Brun, Reto; Scapozza, Leonardo; Perozzo, Remo. - In: JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0022-2623. - 50:23(2007), pp. 5833-5839. [10.1021/jm700938n]
Kuettel, Sabine; Zambon, Alfonso; Kaiser, Marcel; Brun, Reto; Scapozza, Leonardo; Perozzo, Remo
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/1138883
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