prikaz prve stranice dokumenta Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides
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Scientific paper - Original scientific paper
Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides
Acta Pharmaceutica, 69 (2019), 2; 233-248. https://doi.org/10.2478/acph-2019-0019
BEUS, MAJA; FONTHINA, DIANA; HELD, JANA; RAJIĆ, ZRINKA; PRUDÊNCIO, MIGUEL; ZORC, BRANKA

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BEUS, M., FONTHINA, D., HELD, J., RAJIĆ, Z., PRUDÊNCIO, M. & ZORC, B. (2019). Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides. Acta Pharmaceutica, 69. (2), 233-248. doi: 10.2478/acph-2019-0019

BEUS, MAJA, et al. "Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides." Acta Pharmaceutica, vol. 69, no. 2, 2019, pp. 233-248. https://doi.org/10.2478/acph-2019-0019

BEUS, MAJA, DIANA FONTHINA, JANA HELD, ZRINKA RAJIĆ, MIGUEL PRUDÊNCIO and BRANKA ZORC. "Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides." Acta Pharmaceutica 69, no. 2 (2019): 233-248. https://doi.org/10.2478/acph-2019-0019

BEUS, M., et al. (2019) 'Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides', Acta Pharmaceutica, 69(2), pp. 233-248. doi: 10.2478/acph-2019-0019

BEUS M, FONTHINA D, HELD J, RAJIĆ Z, PRUDÊNCIO M, ZORC B. Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides. Acta Pharmaceutica [Internet]. 2019 [cited 2024 December 23];69(2):233-248. doi: 10.2478/acph-2019-0019

M. BEUS, D. FONTHINA, J. HELD, Z. RAJIĆ, M. PRUDÊNCIO and B. ZORC, "Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides", Acta Pharmaceutica, vol. 69, no. 2, pp. 233-248, 2019. [Online]. Available at: https://urn.nsk.hr/urn:nbn:hr:163:218465. [Accessed: 23 December 2024]

Metadata
Title (english)Synthesis and antiplasmodial evaluation of novel mefloquine-based fumardiamides
AuthorMAJA BEUS
AuthorDIANA FONTHINA
AuthorJANA HELD
AuthorZRINKA RAJIĆ
AuthorMIGUEL PRUDÊNCIO
AuthorBRANKA ZORC
Author's institutionUniversity of Zagreb
Faculty of Pharmacy and Biochemistry
(Department of medicinal chemistry)
Scientific / art field,
discipline and subdiscipline		BIOMEDICINE AND HEALTHCARE
Pharmacy
Pharmacy
Abstract (english)
The paper is focused on the synthesis and screening of the antiplasmodial activity of novel fumardiamides 5–10 with the mefloquine pharmacophore and a Michael acceptor motif. Multi-step reactions leading to the title compounds included two amide bond formations. The first amide bond was achieved by the reaction of (E)-ethyl 4-chloro-4-oxobut-2-enoate (1) and N1-(2,8-bis(trifluoromethyl)quinolin-4-yl)butane-1,4-diamine (2). The obtained ester 3 was hydrolysed and gave acid 4, which then reacted with the selected halogenanilines in the presence of HATU/DIEA and formed products 5–10. Title compounds showed marked, dose dependent activity in vitro against hepatic stages of Plasmodium berghei. IC50 values of the most active compounds 5, 7 and 9 bearing 3-fluoro, 3-chloro and 3-trifluoromethyl substituents were 3.04–4.16 µmol L–1, respectively. On the other hand, the compounds exerted only weak activity against the erythrocytic stages of two P. falciparum strains (Pf3D7 and PfDd2) in vitro, with the exception of compound 5 (IC50 = 2.9 µmol L–1).
Keywords (english)
Languageenglish
Publication typeScientific paper - Original scientific paper
Publication statusPublished
Peer reviewPeer review - international
Publication versionPublished version
Journal titleActa Pharmaceutica
Numberingvol. 69, no. 2, pp. 233-248
p-ISSN1330-0075
e-ISSN1846-9558
DOIhttps://doi.org/10.2478/acph-2019-0019
URN:NBNurn:nbn:hr:163:218465
Publication2019
Document URLhttps://hrcak.srce.hr/217028
Type of resourceText
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2020-04-06 15:28:32