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Preparation of new NSAID derivatives bearing hydroxysemicarbazide and carbonylhydrazide moiety (CROSBI ID 574046)

Prilog sa skupa u zborniku | sažetak izlaganja sa skupa | međunarodna recenzija

Perković, Ivana ; Butula, Ivan ; Zorc, Branka Preparation of new NSAID derivatives bearing hydroxysemicarbazide and carbonylhydrazide moiety // Pharmaceutical Sciences for the Future of Medicines. 2011. str. 70-70

Podaci o odgovornosti

Perković, Ivana ; Butula, Ivan ; Zorc, Branka

engleski

Preparation of new NSAID derivatives bearing hydroxysemicarbazide and carbonylhydrazide moiety

Since numerous experimental, epidemiologic and clinical studies have shown that non-steroidal anti-inflammatory drugs (NSAIDs) have therapeutic potential as anticancer drugs, they are often used as the lead compounds to obtain more active derivatives. On the other hand, hydroxamic acid moiety, found in 4-hydroxysemicarbazides has been indentified as the essential pharmacophore in a number of compounds with antitumor/antiviral activity. Based on these findings the aim of our research was to prepare NSAID (ibuprofen, fenoprofen and reduced ketoprofen) derivatives containing 4-hydroxysemicarbazide and carbonylhydrazide moiety and to test their antitumour activity. The crucial syntone for the introduction of the carbonyl group was 1-benzotriazolecarboxylic acid chloride, which was used for the preparation of NSAID benzotriazolides 1a-c, 1-(N-benzyloxycarbamoyl)benzotriazole and 1-(N-benzyloxysemicarbazide) benzotriazolide. Compound 5 and NSAID hydrazides 2a-c derived from 1a-c were the starting materials for preparation of NSAID derivatives 6a-c bearing O-benzylhydroxysemicarbazide and carbonylhydrazide group. Hydrogenation of 6a-c gave the final compounds 7a-c. Structures of all the new compounds were deduced from analysis of their IR, 1H and 13C NMR spectra. The evaluation of their pharmacological activity is in progress.

NSAID; hydroxysemicarbazide

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Podaci o prilogu

70-70.

2011.

objavljeno

Podaci o matičnoj publikaciji

Pharmaceutical Sciences for the Future of Medicines

Podaci o skupu

3rd PharmSciFair

poster

13.06.2011-17.06.2011

Prag, Češka Republika

Povezanost rada

Kemija, Farmacija