Original scientific paper

https://doi.org/10.5562/cca3530

Antiinflammatory and Antiproliferative Activity of Naphthoxazole, Fused Hetero-benzoxazole and Bridged Benzobicyclic Photoproducts

Ivana Šagud ; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, HR-10000 Zagreb, Croatia
Ana Ratković ; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, HR-10000 Zagreb, Croatia
Matea Cedilak ; Pharmacology in vitro, Fidelta Ltd., Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia
Ivo Zlatar ; Pharmacology in vitro, Fidelta Ltd., Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia
Martina Bosnar ; Pharmacology in vitro, Fidelta Ltd., Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia
Vanja Kelava ; Drug metabolism and Pharmacokinetics, Fidelta Ltd., Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia
Irena Škorić orcid.org/0000-0002-1563-7261 ; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 19, HR-10000 Zagreb, Croatia

Abstract

Biological activity of naphthoxazoles, fused hetero-benzoxazoles and benzobicyclo[3.2.1]-derivatives was investigated in proliferation and inflammation based assays. The tested compounds were prepared by photocylization or photocycloaddition reactions. Effect of compounds on proliferation of several cancer cell lines was determined by measuring cell metabolic activity through time. Lipopolysaccharide (LPS) stimulation of peripheral blood mononuclear cells (PBMC) was used to investigate antiinflammatory properties of the compounds. Several naphthoxazoles and fused hetero-benzoxazoles inhibited TNFα protein expression in LPS stimulated PBMC, indicating possible antiinflammatory role which would be interesting to further investigate. Physico-chemical properties of tested compounds have been also studied using chromatographic lipophilicity measure, chrom logD and logP was calculated as the importance of physico-chemical properties of compounds at early stage of discovery of new drugs is well established. The similarities in structure and activity of some representative compounds affirm the need to further address their antiinflammatory properties.

This work is licensed under a Creative Commons Attribution 4.0 International License.

Keywords

antiinflammatory activity; antiproliferative activity; benzobicyclo[3.2.1]octadiene; biological activity; hetero-benzoxazole; naphthoxazole; physico-chemical properties

Hrčak ID:

226436

URI

https://hrcak.srce.hr/226436

Publication date:

29.7.2019.

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