The novel coumarin[3,2-c]thiophene and its hydroxamic acid and ureido derivatives: Synthesis and cytostatic activity evaluations

Karlo Wittine, Ivana Ratkaj, Krešimir Benci, Tomislav Suhina, Leo Mandić, Nataša Ilić, Sandra Kraljević Pavelić, Krešimir Pavelić, Mladen Mintas

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

In the present paper, we report on the synthesis and in vitro antitumour effects of novel hydroxamic acid (compounds 4 and 5) and ureido (compounds 7-11) derivatives containing coumarin[3,2-c]thiophene moiety. The results of antiproliferative assays performed on a panel of selected human tumour cell lines revealed stronger concentration-dependent antiproliferative activity of coumarin[3,2-c]thiophene (7-11) ureido derivatives in comparison with coumarin[3,2-c]thiophene hydroxamic acid derivatives (4 and 5). Nevertheless, compounds 7-10 were cytotoxic on normal human fibroblasts as well. Importantly, the ureido derivative 11 and hydroxamic acid derivatives 4 and 5 showed pronounced and selective inhibitory activity towards cervical carcinoma (HeLa) cell line with concomitant low or no cytotoxicity on normal human fibroblasts. These compounds can therefore be considered as potential antitumour lead compounds for further structural optimization. Graphical Abstract: Chemical Equation Presented.

Original languageEnglish
Pages (from-to)728-737
Number of pages10
JournalMedicinal Chemistry Research
Volume25
Issue number4
DOIs
StatePublished - 1 Apr 2016
Externally publishedYes

Bibliographical note

Publisher Copyright:
© 2016 Springer Science+Business Media.

Funding

Support for this study was provided by the Ministry of Science, Education and Sports of the Republic of Croatia (Grant Nos. 125-0982464-2922, 335-0982464-239, 335-0000000-3532) and University of Rijeka research Grants 13.11.1.1.11 and 13.11.1.2.01.

FundersFunder number
University of Rijeka13.11.1.1.11, 13.11.1.2.01
Ministarstvo Obrazovanja, Znanosti i Sporta125-0982464-2922, 335-0000000-3532, 335-0982464-239

    Keywords

    • Antitumour
    • Coumarin[3,2-c]thiophene
    • Hydroxamic acid
    • Urea

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