Secochiliolide ester derivatives: Preparation and evaluation of their antitrypanosomal and antimalarial efficacy

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In the present study, a series of new esters of secochiliolide acid (SA), a diterpene isolated from Nardophyllum bryoides, were synthesized in good yield. All compounds were evaluated for their in vitro antiparasitic properties (on Plasmodium falciparum and Trypanosoma brucei brucei) and cytotoxicit...

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Autor principal: Ronchi, R.J
Otros Autores: Beaufay, C., Bero, J., Robirosa, J.B, Mazzuca, M., Palermo, J.A, Quetin-Leclercq, J., Sánchez, M.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: Blackwell Publishing Ltd 2018
Acceso en línea:Registro en Scopus
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Biblioteca Central Dr. Luis F. Leloir (FCEN) de Universidad de Buenos Aires
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100 1 |a Ronchi, R.J. 
245 1 0 |a Secochiliolide ester derivatives: Preparation and evaluation of their antitrypanosomal and antimalarial efficacy 
260 |b Blackwell Publishing Ltd  |c 2018 
270 1 0 |m Sánchez, M.; Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos AiresArgentina; email: msanchez@qo.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
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520 3 |a In the present study, a series of new esters of secochiliolide acid (SA), a diterpene isolated from Nardophyllum bryoides, were synthesized in good yield. All compounds were evaluated for their in vitro antiparasitic properties (on Plasmodium falciparum and Trypanosoma brucei brucei) and cytotoxicity (on WI38, normal mammalian cells). They displayed moderate antitrypanosomal activity with IC50 values between 2.55 and 18.14 μm, with selectivity indices >10, and low antiplasmodial effects with IC50 > 29 μm. The only exception was the n-hexyl ester of SA, which showed a strong and selective antiplasmodial activity (IC50 = 1.99 μm and selectivity index = 117.0). The in vivo antimalarial efficacy of this compound was then assessed according to the 4-day suppressive test of Peters in mice. An intraperitoneal treatment at 50 mg kg−1 day−1 induced a slight parasitaemia reduction by 56% which was statistically significant on day 4 post-infection and an increase in the survival time. © 2018 John Wiley & Sons A/S  |l eng 
536 |a Article in Press 
593 |a Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina 
593 |a Unidad de Microanálisis y Métodos Físicos en Química Orgánica (UMYMFOR), CONICET-Universidad de Buenos Aires, Buenos Aires, Argentina 
593 |a Pharmacognosy Research Group, Louvain Drug Research Institute, Université catholique de Louvain, Brussels, Belgium 
593 |a Departamento de Química, Facultad de Ciencias Naturales, Consejo Nacional de Investigaciones Científicas y Técnicas, Centro de Investigación y Transferencia Golfo San Jorge (CIT-Golfo San Jorge), Comodoro Rivadavia, Chubut, Argentina 
690 1 0 |a ANTIMALARIAL EFFICACY 
690 1 0 |a ANTIPLASMODIAL ACTIVITY 
690 1 0 |a CYTOTOXICITY 
690 1 0 |a DITERPENE 
690 1 0 |a NARDOPHYLLUM BRYOIDES 
690 1 0 |a SECOCHILIOLIDE ACID ESTERS 
700 1 |a Beaufay, C. 
700 1 |a Bero, J. 
700 1 |a Robirosa, J.B. 
700 1 |a Mazzuca, M. 
700 1 |a Palermo, J.A. 
700 1 |a Quetin-Leclercq, J. 
700 1 |a Sánchez, M. 
773 0 |d Blackwell Publishing Ltd, 2018  |p Chem. Biol. Drug Des.  |x 17470277  |w (AR-BaUEN)CENRE-4147  |t Chemical Biology and Drug Design 
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856 4 0 |u https://doi.org/10.1111/cbdd.13392  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_17470277_v_n_p_Ronchi  |y Handle 
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962 |a info:eu-repo/semantics/article  |a info:ar-repo/semantics/artículo  |b info:eu-repo/semantics/publishedVersion 
999 |c 86300 

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