Tandem Synthesis of Furanaphthoquinones via Enamines and Evaluation of Their Antiparasitic Effects against Trypanosoma cruzi
نویسندگان
چکیده
Furanaphthoquinones are well known in medicinal chemistry for exhibiting relevant structural heterogeneity and bioactivities. In this work, it was synthesized a series of furanaphthoquinones through tandem reaction between lawsone (8) cyclic ketones the presence morpholine. This strategy provides an efficient general method synthesizing with activity against epimastigote form Trypanosoma cruzi (T. cruzi), parasite that causes Chagas disease. Compound 9b better prototype, exhibited high potency causing death, showed reduced acute toxicity towards mammalian cells, capable rupturing plasma membrane acting on sterol 14α-demethylase (CYP51). Additionally, trypomastigote viability by 99% after 24 h. Candidate demonstrated best most promising profile when bound to CYP51.
منابع مشابه
Effects of some fractions from Achillea biebersteinii and A.millefolium on the epimastigotes of Trypanosoma cruzi
Higher plants are a potential source of new drugs to improve the treatment of Chagase disease, which is affecting 16-18 million people, with more than 100 million exposed to the risk of infection (Ambrozin et al., 2004; Coura & Castro, 2002). Current therapy is unsatisfactory, because the only two drugs available, benznidazole and nifortimox possess severe side effects and their activity is lim...
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1 Department of Organic and Pharmaceutical Chemistry, Institute of Tropical Health, Universidad de Navarra, 31008 Pamplona, Spain; [email protected] (R.P.-B.); [email protected] (E.M.-V.) 2 Departamento de Parasitología, Instituto de Investigación Biosanitaria (ibs.GRANADA), Hospitales Universitarios de Granada/Universidad de Granada, 18014 Granada, Spain; [email protected] (R.M.-E.); m...
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متن کاملEffects of some fractions from Achillea biebersteinii and A.millefolium on the epimastigotes of Trypanosoma cruzi
Higher plants are a potential source of new drugs to improve the treatment of Chagase disease, which is affecting 16-18 million people, with more than 100 million exposed to the risk of infection (Ambrozin et al., 2004; Coura & Castro, 2002). Current therapy is unsatisfactory, because the only two drugs available, benznidazole and nifortimox possess severe side effects and their activity is lim...
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ژورنال
عنوان ژورنال: Journal of the Brazilian Chemical Society
سال: 2021
ISSN: ['0103-5053', '1678-4790']
DOI: https://doi.org/10.21577/0103-5053.20210142