QSAR based synthesis of novel primaquine ureidoamides (CROSBI ID 647168)
Prilog sa skupa u zborniku | sažetak izlaganja sa skupa | domaća recenzija
Podaci o odgovornosti
Pavić, Kristina ; Levatić, Jurica ; Supek, Fran ; Zorc, Branka
engleski
QSAR based synthesis of novel primaquine ureidoamides
Novel ureidoamides 5a-g, bearing primaquine (PQ) and amino acid moieties, were designed and prepared after a detailed QSAR study. QSAR model was developed based on the results of antimalarial screening of our previously synthesized compounds against the er ythrocytic stages of Plasmodium falciparum strain [1]. Compounds 5a-g were prepared by the aminolysis of N-(1-benzotriazolecarbonyl) - amino acid amides 4a-g with PQ, while amides 4 were obtained from N-(1-benzotriazolecarbonyl) - amino acid chlorides 3a-c and the corresponding amines or hydrazones. Three amino acids (L-leucine, D-phenylglycine, DL-p-chlorophenylglycine), four amines (p-bromoaniline, diphenylmethanamine, (4-chlorophenyl)(phenyl)methanamine)), N-methyl-1, 1, diphenylmethanamine and one hydrazone (4-methoxybenzophenone hydrazone) were used. The synthesis of similar ureidoamides was described by our group in several papers [2, 3], as well as the synthesis of starting N-(1-benzotriazolecarbonyl) - amino acids 2a-c, their chlorides 3a-c [4] and 1-benzotriazole carboxylic acid chloride (BtcCl, 1) [5]. Scheme outlines the general route leading to compounds 5a-g and their synthetic precursors. The structures of newly prepared compounds 5a-g was confirmed by IR, 1H, 13C NMR and MS spectroscopy. The evaluation of their biological (antimalarial, antiproliferative, antioxidative and antimicrobial) activity is in progress.
primaquine ; ureidoamides ; QSAR ; synthesis ; antimalarial activity
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Podaci o prilogu
200-200.
2017.
objavljeno
Podaci o matičnoj publikaciji
25. Hrvatski skup kemičara i kemijskih inženjera s međunarodnim sudjelovanjem ; 3. simpozij Vladimir Prelog : knjiga sažetaka = 25th Croatian Meeting of Chemist and Chemical Engineers with international participation. 3rd symposium “Vladimir Prelog” : Book of Abstracts
Šantić, Ana ; Đaković, Marijana
Zagreb: Hrvatsko društvo kemijskih inženjera i tehnologa (HDKI) ; Hrvatsko kemijsko društvo
978-953-552327-7
Podaci o skupu
25. Hrvatski skup kemičara i kemijskih inženjera s međunarodnim sudjelovanjem ; 3. simpozij Vladimir Prelog = 25th Croatian Meeting of Chemist and Chemical Engineers with international participation. 3rd symposium “Vladimir Prelog”
poster
12.04.2017-22.04.2017
Poreč, Hrvatska