SVIBOR - Papers quoted in CC - project code: 1-07-192

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Papers quoted in Current Contents on project 1-07-192

Quoted papers: 27
Other papers: 42
Total: 69

Title:

Authors:: Horvat, Štefica (51440); Varga-Defterdarović, Lidija (16092); Horvat, Jaroslav (16171); Pfutzner, A.; Suhartono, H.; Rubsamen-Waigmann, H.

Journal: Helv. Chim. Acta
ISSN: 0018-019
Volume: 74
Year: 1991
Pages: from 951 to 955
Number of references: 10
Language: engleski
Summary: A series of Leu-enkephalin-related glycoconjugates with an ester-, ether, or amide-type linkage were synthesized and evaluated for antiviral activity against HIV-1 in a cell-culture system using peripheral blood lymphocytes. All tested glycoconjugates exhibited a certain antiviral activity which was significantly higher than the activity of the parent peptide compound itself. These results indicate that synthetic glycoconjugates of opioid peptides are good candidates for the development of anti-HIV agents.
Keywords: glycoconjugates, Leu-enkephalin, anti-HIV

Title:

Authors:: Vranešić, Branka; Ljevaković, Đurđica; Tomašić, Jelka; Ladešić, Branko (25160)

Journal: Clin. Chim. Acta
ISSN: 0009-8981
Volume: 202
Year: 1991
Pages: from 23 to 38
Number of references: 20
Language: engleski
Summary: The preparation and characterization of the essential components to be used in the radioimmunoassay of peptidoglycan monomer (PGM) is described. 14-C-Labeled-PGM-bovine serum albumin conjugate was prepared which elicited anti-PGM response in rabbits. Anti-PGM antibodies and 125-I-labelled Boc-Tyr-PGM were used as essential components in competitive radioimmunoassay for PGM determination in mammalian and human sera and plasma, respectively.
Keywords: peptidoglycan monomer, radioimmunoassay

Title:

Authors:: Varga-Defterdarović, Lidija (16092); Horvat, Štefica (51440); Chung, N.N.; Schiller, P.W.

Journal: Int. J. Peptide Protein Res.
ISSN: 0367-8377
Volume: 39
Year: 1992
Pages: from 12 to 17
Number of references: 22
Language: engleski
Summary: Three N-glycoconjugates of the general formula H-Tyr-Gly-Gly-Phe-Leu-NH-R (R= carbohydrate residue) were synthesized in order to determine the influence of some carbohydrate molecules on the biological activity, conformation, and stability of the opioid pentapeptide Leu-enkephalin. For the preparation of this compounds different methods of peptide synthesis were investigated. In comparison with Leu-enkephalin, all three N-glycoconjugates showed higher potency in the guinea pig ileum assay and lower potency in the mouse vas deference assay, indicating a decrease in delta opioid receptor selectivity.
Keywords: amino sugars, enkephalin, glycopeptides, opioid activity, opioidpeptides, peptide synthesis

Title:

Authors:: Keglević, Dina (20660); Kidrič, Julka

Journal: J. Carbohydr. Chem.
ISSN: 0732-8303
Volume: 11
Year: 1992
Pages: from 119 to 136
Number of references: 17
Language: engleski
Summary: NMR measurements were carried out with regioisomeric peptidoglycan-related disaccharide-glutamine and -isoglutamine derivatives. The presented data show differences that enable distinction between the sugar-peptide regioisomers.
Keywords: peptidoglycan, disaccharide, glutaminyl, isoglutaminyl, NMR

Title:

Authors:: Ladešić, Branko (25160); Kantoci, Darko (18851); Meider, H; Hadžija, Olga

Journal: J. Inorg.Biochem.
ISSN: 0162-0134
Volume: 48
Year: 1992
Pages: from 55 to 62
Number of references: 32
Language: engleski
Summary: The complexes of Fe(III) with small molecules (glycopeptides, amino sugars) related to peptidoglycan monomer (PGM) structure were prepared and characterized by chemical and physicochemical methods. A simple method for preparation using separation of there action products on a molecular sieve was introduced. Using this method, monomeric complexes of small molecular weight were obtained. The likely structures were proposed on the basis of analytical results.
Keywords: Fe(III) complexes, glycopeptides, amino sugars, peptidoglycan

Title:

Authors:: Horvat, Štefica (51440); Horvat, Jaroslav (16171); Klaić, Branimir

Journal: Croat. Chem. Acta
ISSN: 0011-1643
Volume: 65
Year: 1992
Pages: from 907 to 920
Number of references: 42
Language: engleski
Summary: Synthetic leucine-enkephalin glucoconjugates were studied by several one- or two-dimensional NMR methods. Using ROESY spectra, it was possible to detect several inter-and intra-residual nuclear Overhauser effects. The results do not support the existence of a single folded conformation, indicating that the structures of glycoconjugates studied are not completely random.
Keywords: NMR, ROESY, Leu-enkephalin, glycoconjugates

Title:

Authors:: Keglević, Dina (20660); Kojić-Prodić, Biserka; Banić, Z.; Tomić, Sanja; Puntarec, Vito

Journal: Carbohydr. Res.
ISSN: 0008-6215
Volume: 241
Year: 1993
Pages: from 131 to 152
Number of references: 40
Language: engleski
Summary: Synthesis and conformational analysis of muramic acid delta-lactam structures, characteristic of bacterial spore peptidoglycan, is described. NMR spectroscopy indicated that the glucopyranose ring in lactam derivatives adopts B(O,3)conformation. On cleavage of 1,6-anhydro ring, the glucopyranose ring adopts 4C1 conformation. X-ray analysis confirmed the proposed structures.
Keywords: muramic acid delta-lactam, conformation analysis, bacterial spore peptidoglycan

Title:

Authors:: Kontrec, Darko; Ladešić, Branko (25160); Hameršak, Zdenko; Šunjić, Vitomir

Journal: Appl. Radiat. Isot.
ISSN: 0969-8043
Volume: 44
Year: 1993
Pages: from 1133 to 1137
Number of references: 15
Language: engleski
Summary: 14-C-Labelled chlorothalonil (2) was prepared by catalytic chlorination of 14-C-UL-dicyanobenzene on activated carbon, in a tubular reactor at acontrolled temperature and in a stream of chlorine. On purification by column chromatography on silicagel, 99.6% pure 14-C-UL-2 was obtained.

Title:

Authors:: Vranešić, Branka; Tomašić, Jelka; Smerdel, S.; Kantoci, Darko (18851); Benedetti, F.

Journal: Helv. Chim. Acta
ISSN: 0018-019
Volume: 76
Year: 1993
Pages: from 1752 to 1758
Number of references: 20
Language: engleski
Summary: A novel type of compound that contains a peptide specific for bacterial peptidoglycans (immunomodulatory activity) and an adamantyl residue (antiviral activity) was synthesized. Thus, L-Ala-D-gama-Gln was linked to DL-Gly(Ada) yielding two diastereoisomers which were easily separated by column chromatography and characterized. The cytotoxic effect and antiviral activity of the novel adamantylpeptides were studied on MDCK cells in vitro. Both diastreoisomers exhibited low cytotoxicity and reduced the infectivity of the tested influenza A virus strains, but to a different extent on different strains.
Keywords: adamantylpeptides, peptides, antiviral activity

Title:

Authors:: Horvat, Štefica (51440); Horvat, Jaroslav (16171); Varga-Defterdarović, Lidija (16092); Pavelić, Krešimir; Chung, N.N.; Schiller, P.W.

Journal: Int. J. Peptide Protein Res.
ISSN: 0367-8377
Volume: 41
Year: 1993
Pages: from 399 to 404
Number of references: 17
Language: engleski
Summary: A series of glycoconjugates, in which Met-enkephalin or D-Ala,Met-enkephalin have been linked through an ester bond to the HO-6 of various D-glycopyranose moiety, were synthesized by classical solution methods. The biological activities of these compounds were determined on selective pharmacological preparations: guinea pig ileum and mouse vas deferens for opioid activity, and two mouse cell lines, fibroblast L929 and melanoma B 16BL6, to study the influence on growth processes. The results reported in this study demonstrate the differential effect of the carbohydrate part in enkephalin-related glycoconjugates on receptor recognition.
Keywords: enkephalin, neo-glycopeptides, opioid, peptide synthesis, proliferation

Title:

Authors:: Ladešić, Branko (25160); Perović, Sanja; Hršak, Ivo

Journal: Int. J. Immunopharmac.
ISSN: 0192-0561
Volume: 15
Year: 1993
Pages: from 145 to 150
Number of references: 20
Language: engleski
Summary: A 14-C labelled low molecular weight immunomodulator, peptidoglycan monomer (14-C-PGM), was injected intravenously in mice. Shortly after injection, 14-C-PGM was very rapidly excreted from the organism, so that 1 h following administration, 80% of the radioactivity was found in the urine. Six hours after injection, equal quantities were found in the intestines, liver and blood (0.5%), slightly less in the kidneys, lungs and spleen (0.2-0.3%) and the least quantity in the brain (0.04%). However, the dynamics of the retention in the organs was evidently different. In the kidneys, lungs and spleen, radioactivity steadily decreased, in the liver remained the same, whereas, in the intestine and brain, PGM seemed to accumulate.
Keywords: pharmacokinetics, immunomodulator, peptidoglycan monomer

Title:

Authors:: Skurić, Mare (176384); Horvat, Jaroslav (16171); Horvat, Štefica (51440); Chung, N.N.; Schiller, P.W.

Journal: Int. J. Peptide Protein Res.
ISSN: 3678-377
Volume: 43
Year: 1994
Pages: from 402 to 409
Number of references: 15
Language: engleski
Summary: Acetylated D-glucopyranosyl esters of enkephalin were prepared by two different fragment condensation procedures involving direct participation of imidazole in the ester linkage formation. By both methods anomeric mixtures of D-glucosyl esters were obtained and resolved by column chromatography. Depending on coupling conditions, racemization of either the C-terminal or the penultimate amino acid residue of the enkephalin molecule occurred. The glucoconjugates with inverted stereochemistry were quantitated and separated from the main product by reversed-phase high-performance liquid chromatography. the opioid agonist potencies of the synthetized glucopyranosyl esters of enkephalins on electrically stimulated guinea pig ileum and mouse vas deferens preparations were determined in comparison with Leu-enkephalin.
Keywords: enkephalin, glucopyranosyl, opioid, peptide synthesis

Title:

Authors:: Grgas, B.; Raos, Nenad; Horvat, Štefica (51440); Pavković, D.; Simeon, Vlado

Journal: J. Coord. Chem.
ISSN: 0095-8972
Volume: 31
Year: 1994
Pages: from 249 to 255
Number of references: 15
Language: engleski
Summary: Solutions containig copper(II) and an -S-S- bridged cyclic oligopeptide in aqueous KCl were studied by potentiometric titration methods and absorption spectrometry. The ligands studied were found to give rise ro a number of complexes. Stability constants of all detected complex species were determinated.
Keywords: copper(II)-peptides, cyclic peptides, peptide complexes, stability constants

Title:

Authors:: Banić, Z.; Kojić-Prodić, Biserka; Kroon-Batenburg, M.L.; Keglević, Dina (20660)

Journal: Carbohydr. Res.
ISSN: 0008-6215
Volume: 259
Year: 1994
Pages: from 159 to 174
Number of references: 26
Language: engleski
Summary: Conformational analysis of 1,6-anhydromuramic acid delta-lactam, muramic acid delta-lactam, and 1,6-anhydromuramic acid was studied by X-ray structure analysis, molecular mechanics and dynamics calculations, and computer modelling (BIOSYM package).
Keywords: 1,6-anhydromuramic acid delta-lactam, muramic acid delta-lactam, 1,6-anhydromuramic acid, X-ray, computer modelling

Title:

Authors:: Pettit, G.R.; Kantoci, Darko (18851); Doubek, D.L.; Pettit, W.E.; Schroll, R.M.

Journal: J. Nat. Prod.
ISSN: 0947-3440
Volume: 56
Year: 1993
Pages: from 1981 to 1984
Number of references: 7
Language: engleski
Summary: A new pyrrololactam, the debromoaxinohydantoin (2 b), has been discovered in Monanchora sponge along with the known pyrrologuanidines 1 a, 1 b, and the pyrrololactam 2 a. The structure of 2 b was confirmed by extensive NMR studies and MS data.
Keywords: Axinohydantoin, Debromoaxinohydantoin, Hymeniacidon, Monanchora

Title:

Authors:: Pettit, G.R.; Kantoci, Darko (18851); Herald, D.L.; Barkoczy, J.; Slack, J.D.

Journal: J. Liq. Chromatogr.
Number: 1
Volume: 17
Year: 1994
Pages: from 191 to 202
Language: engleski

Title:

Authors:: Pettit, G.R.; Hogan, F.; Burkett, D.D.; Singh, S.B.; Kantoci, Darko (18851); Srirangam, J.; Williams, M.D.

Journal: Heterocycles
Number: 1
Volume: 39
Year: 1994
Pages: from 81 to 100
Language: engleski

Title:

Authors:: Pettit, G.R.; Barkoczy, J.; Srirangam, J.; Singh, S.B.; Herald, D.L.; Williams, M.D.; Kantoci, Darko (18851); Hogan, F.; Groy, T.L.

Journal: J. Org. Chem.
ISSN: 0022-3263
Volume: 59
Year: 1994
Pages: from 2935 to 2938
Number of references: 18
Language: engleski
Summary: Synthesis of the dolastatin 10 (1) dipeptid segment N-(tert-butoxycarbonyl)-dolaproinyl-dolaphenine (2, Boc-Dap-Doe) and four chiral isomers (3-5, 13) has been summarized. Formation of the amide bond was readilly accomplished employing diethyl cyanophosphonate. The stereochemical assignments for Boc-Dap-Doe (2) and Boc-Dap-(6R)-Doe (3) were confirmed by X-ray crystal structure analyses.
Keywords: Dolastatin 10, Boc-Dap-Doe, X-ray structure analyses

Title:

Authors:: Pettit, G.R.; Singh, S.B.; Herald, D.L.; Kantoci, Darko (18851); Burkett, D.D.; Barkoczy, J.; Hogan, F.; Wardlaw, T.R.; Williams, P.L.

Journal: J. Org. Chem.
ISSN: 0022-3263
Volume: 59
Year: 1994
Pages: from 6287 to 6295
Number of references: 35
Language: engleski

Title:

Authors:: Varga-Defterdarović, Lidija (16092); Horvat, Štefica (51440); Skurić, Mare (176384); Horvat, Jaroslav (16171)

Journal: J. Chromatogr. A
ISSN: 0021-9673
Volume: 687
Year: 1994
Pages: from 101 to 106
Number of references: 13
Language: engleski
Summary: The chromatographic behaviour of leucine-enkephalin-related glycoconjugates with an ester-, ether- and amide-type of linkage was investigated by reversed-phase high-performance liquid chromatography using trifluoracetic acid as ion-pairing agent and methanol as modifier of the aqueous phase. The results show that the position and the type of sugar-peptide linkage, the type of sugar moiety introduced and the degree of carbohydrate protection contribute to the overall retention of the glycopeptides studied.
Keywords: Leu-enkephalin-related glycoconjugates, retention, HPLC

Title:

Authors:: Varga-Defterdarović, Lidija (16092); Horvat, Štefica (51440); Skurić, Mare (176384); Horvat, Jaroslav (16171)

Journal: J. Chromatogr. A
ISSN: 0021-9673
Volume: 687
Year: 1994
Pages: from 107 to 112
Number of references: 22
Language: engleski
Summary: Reversed-phase high-performance liquid chromatographic elution data for methionine-enkephalin-related glycoconjugates were analysed as a function of the identity and position of the sugar-peptide linkage. It was shown that binding to the column could correlate with the degree of sugar moiety protection. Replacement of either the phenylalanine or methionine residue in the peptide backbone of the glycoconjugates with its D-enantiomer leads to a considerably stronger retention on a reversed-phase column. The dependence of retention times on the methanol concentration in the mobile phase suggested that, under the conditions studied, there are different retention mechanisms for glycopeptides containing unprotected sugar moieties in the molecule.
Keywords: Methionine-related glycoconjugates, HPLC, retention

Title:

Authors:: Hameršak, Zdenko; Hollosi, M.; Kontrec, Darko; Ladešić, Branko (25160); Majer, Z.; Šunjić, Vitomir

Journal: Tetrahedron
ISSN: 0040-4020
Volume: 51
Year: 1995
Pages: from 2331 to 2338
Number of references: 16
Language: engleski

Title:

Authors:: Groszek, G.; Kantoci, Darko (18851); Pettit, G.R.

Journal: Liebigs Ann. Chem.
Volume: 4
Year: 1995
Pages: from 715 to 716
Language: engleski

Title:

Authors:: Horvat, Štefica (51440); Varga-Defterdarović, Lidija (16092); Horvat, Jaroslav (16171); Jukić, Ruža; Kantoci, Darko (18851); Chung, N.N.; Schiller, P.W.; Biesert, L.; Pfutzner, A.; Suhartono, H.; Rubsamen-Waigmann, H.

Journal: J. Peptide Sci.
ISSN: 1075-2617
Volume: 1
Year: 1995
Pages: from 1 to 8
Number of references: 21
Language: engleski
Summary: Small enkephalin-related peptides containing a 1-adamantanamine moiety coupled through an amide linkage at the C-terminus were synthesized. Several of the compounds showed high mu opioid activity and mu receptor selectivity. The new adamantanamine derivatives were also examined for antiviral activity against HIV-1 in a cell culture system. Some of them inhibited syncytia formation even when the antigen assay gave evidence for viral replication.
Keywords: 1-Adamantanamine, peptide synthesis, opioid compounds, antiviral agents, HIV-1

Title:

Authors:: Kojić-Prodić, Biserka; Milinković, V.; Kidrič, Julka; Pristovšek, P.; Horvat, Štefica (51440); Jakas, Andrea (192222)

Journal: Carbohydr. Res.
ISSN: 0008-6215
Year: 1995
Number of references: 43
Language: engleski
Summary: The title compound, a precursor in the synthesis of other analogues of Amadori's type, is prepared and characterized by X-ray structure analysis and NMR spectroscopy. The molecule is flexible even in solid state; at 100 K two orientations of the benzyloxy group are present in the unit cell. The beta-D-fructopyranose moiety blocked with two dioxolane rings is the less flexible part of the molecule; in the solid state and in DMSO-d6 it is in the skew conformation.
Keywords: Amadori compound, Maillard products, Sinthesis, N-(2,3:4,5-di-O-isopropylidene-1-deoxy-beta-D-frucopyranos-yl)L-ty rosine benzyl ester, X-ray structure, NMR spectroscopy, Molecular dynamics

Title:

Authors:: Kantoci, Darko (18851); Pettit, G.R.; Cichacz, Z.

Journal: J. Liq. Chromatogr.
Number: 6
Volume: 14
Year: 1991
Pages: from 1149 to 1160
Number of references: 13
Language: engleski
Summary: Seven solvents considered appropriate for use with relatively sensitive biosynthetic products undergoing separation by multilayer coil planet centrifuge high speed countercurrent distribution (HSCCD) have been evaluated in a new and systematic procedure for optimal solvent selection. The new mwthod was illustrated by a complete HSCCD separation of five closely related dipeptides.
Keywords: high speed countercurrent distribution, HSCCD, dipeptides


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