title: Study of the Relationships between the Structure, Lipophilicity and Biological Activity of Some Thiazolyl-carbonyl-thiosemicarbazides and Thiazolyl-azoles.
abstract: Lipophilicity, as one of the most important physicochemical parameters of bioactive molecules, was investigated for twenty-two thiazolyl-carbonyl-thiosemicarbazides and thiazolyl-azoles. The determination was carried out by reversed-phase thin-layer chromatography, using a binary isopropanol-water mobile phase. Chromatographically obtained lipophilicity parameters were correlated with calculated log P and log D and with some biological parameters, determined in order to evaluate the anti-inflammatory and antioxidant potential of the investigated compounds, by using principal component analysis (PCA). The PCA grouped the compounds based on the nature of their substituents (X, R and Y), indicating that their nature, electronic effects and molar volumes influence the lipophilicity parameters and their anti-inflammatory and antioxidant effects. Also, the results of the PCA analysis applied on all the experimental and computed parameters show that the best anti-inflammatory and antioxidant compounds were correlated with medium values of the lipophilicity parameters. On the other hand, the knowledge of the grouping patterns of the tested variables allows the reduction of the number of parameters, determined in order to establish the biological activity.
authors.affiliation: National Research and Development Institute for Cryogenic and Isotopic Technologies, 4th Uzinei Street, Râmnicu Vâlcea 240050, Romania. radu.tamaian@icsi.ro.|3Nano-SAE Research Centre, Faculty of Physics, University of Bucharest, P. O. Box MG-38, Bucharest-Măgurele RO-077125, Romania. radu.tamaian@icsi.ro.|SC Biotech Corp SRL, 4th Uzinei Street, Office C52, 2 Râmnicu Vâlcea 40050, Romania. radu.tamaian@icsi.ro.
authors.forename: Radu
authors.initials: R
authors.lastname: Tamaian
authors.affiliation: Department of Chemistry and Chemical Engineering, Babeş-Bolyai University, 1st Mihail Kogălniceanu Street, Cluj-Napoca RO-400084, Romania. augustinmot@chem.ubbcluj.ro.
authors.forename: Augustin
authors.initials: A
authors.lastname: Moţ
authors.affiliation: Department of Chemistry and Chemical Engineering, Babeş-Bolyai University, 1st Mihail Kogălniceanu Street, Cluj-Napoca RO-400084, Romania. rsilaghi@chem.ubbcluj.ro.
authors.forename: Radu
authors.initials: R
authors.lastname: Silaghi-Dumitrescu
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Haţieganu University of Medicine and Pharmacy, 41 Victor Babeş Street, Cluj-Napoca RO-400012, Romania. ionut.ioana@umfcluj.ro.
authors.forename: Ioana
authors.initials: I
authors.lastname: Ionuţ
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Haţieganu University of Medicine and Pharmacy, 41 Victor Babeş Street, Cluj-Napoca RO-400012, Romania. teodora_anca@yahoo.com.
authors.forename: Anca
authors.initials: A
authors.lastname: Stana
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Haţieganu University of Medicine and Pharmacy, 41 Victor Babeş Street, Cluj-Napoca RO-400012, Romania. onigao65@yahoo.com.
authors.forename: Ovidiu
authors.initials: O
authors.lastname: Oniga
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Haţieganu University of Medicine and Pharmacy, 41 Victor Babeş Street, Cluj-Napoca RO-400012, Romania. cmoldovan@umfcluj.ro.
authors.forename: Cristina
authors.initials: C
authors.lastname: Nastasă
authors.affiliation: Department of Pharmacognosy, Faculty of Pharmacy, Iuliu Haţieganu University of Medicine and Pharmacy, 12 Ion Creangă Street, Cluj-Napoca RO-400010, Romania. dani_67ro@yahoo.com.
authors.forename: Daniela
authors.initials: D
authors.lastname: Benedec
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Haţieganu University of Medicine and Pharmacy, 41 Victor Babeş Street, Cluj-Napoca RO-400012, Romania. brandu32@yahoo.com.
authors.forename: Brînduşa
authors.initials: B
authors.lastname: Tiperciuc
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry* / Q000494:pharmacology; D000975:Antioxidants / Q000737:chemistry* / Q000494:pharmacology; D057927:Hydrophobic and Hydrophilic Interactions; D007249:Inflammation / Q000139:chemically induced / Q000188:drug therapy / Q000378:metabolism; D007962:Leukocytes / Q000187:drug effects / Q000378:metabolism; D009569:Nitric Oxide / Q000037:antagonists & inhibitors / Q000096:biosynthesis; D010587:Phagocytosis / Q000187:drug effects; D025341:Principal Component Analysis; D051381:Rats; D012663:Semicarbazides / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000737:chemistry* / Q000494:pharmacology; D013871:Thiones / Q000737:chemistry* / Q000494:pharmacology; D014425:Turpentine
chemical_list: D000893:Anti-Inflammatory Agents; D000975:Antioxidants; D012663:Semicarbazides; D013844:Thiazoles; D013871:Thiones; D009569:Nitric Oxide; D014425:Turpentine
keywords: PCA; anti-inflammatory; antioxidant; lipophilicity; thiazolyl-azole; thiosemicarbazide