Naslov
QSAR based synthesis of novel primaquine ureidoamides

Autori
Pavić, Kristina ; Levatić, Jurica ; Supek, Fran ; Zorc, Branka

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
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, 2017, 200-200

ISBN
978-953-552327-7

Skup
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”

Mjesto i datum
Poreč, Hrvatska, 19.04.2017. - 22.04.2017

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
primaquine ; ureidoamides ; QSAR ; synthesis ; antimalarial activity

Sažetak
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.

Izvorni jezik
Engleski

Znanstvena područja
Kemija, Farmacija

POVEZANOST RADA