Zoran Ratković - Academia.edu (original) (raw)

Papers by Zoran Ratković

Bioorganic & Medicinal Chemistry Letters, Feb 1, 2009

A new class of 3,5-disubstituted pyrazoles and isoxazoles were prepared from the Michael acceptor... more A new class of 3,5-disubstituted pyrazoles and isoxazoles were prepared from the Michael acceptors 1-furanyl / thiophenyl / pyridinyl-3-indole-prop-2-en-1-ones under ultrasonication and evaluated for antimicrobial activity. Amongst all the tested compounds fluoro substituted thiophene linked compounds 12b and 18b displayed promising antibacterial activity particularly against Bacillus subtilis and antifungal activity against Aspergillus niger. Furthermore, compounds with more number of electron withdrawing groups showed higher antimicrobial activity. This result indicates that compounds 12b and 18b can be used as lead compounds in the future studies.

Zeitschrift Fur Kristallographie-new Crystal Structures, Apr 1, 2009

C 2 6H 2 2FeN 4> orthorhombic,

Journal of Organometallic Chemistry, Apr 1, 2009

New ferrocene derivatives – 1 H -1-phenylpyrazole-4-carboxaldehydes containing o -, m - and p -fe... more New ferrocene derivatives – 1 H -1-phenylpyrazole-4-carboxaldehydes containing o -, m - and p -ferrocenylphenyl group at position 3 – were synthesized and characterized. The electrochemical investigation showed that the position of the ferrocenyl group does not affect the redox potential of these compounds. The X-ray crystal structure of the ortho -derivative is also presented. The screening for the in vitro antimicrobial activity against eleven bacterial and three fungal/yeast strains exhibited complete inactivity of these aldehydes, but n -butyl imines of ortho and meta derivatives showed moderate activity compared to those of the used standards.

Organometallics, Jul 23, 2002

Novel reactions of various cis-(LC)Mn(CO) 4 complexes (LC) a three-electron chelating ligand) wit... more Novel reactions of various cis-(LC)Mn(CO) 4 complexes (LC) a three-electron chelating ligand) with diazodiphenylmethane and 9-diazofluorene allowed the synthesis of a new type of oligomeric polynuclear manganospiralene derived from quinoxaline and the ready preparation of a new class of appended (η 5-fluorenyl)Mn(CO) 3 complexes. Hence, biscyclomanganated 2,3-diphenylquinoxaline cleanly reacted to afford a dinuclear dispiralene in which the heterocycle is embedded between two phenyl rings introduced by diphenyldiazomethane. The reaction of cyclomanganated and rhenated aromatic compounds with 9-diazofluorene is shown to proceed efficiently under thermolytic conditions, which promote the departure of one molecule of CO and the subsequent coordination of a fluorenylidene fragment. Further rearrangements consisting of a cis-migration step and of a series of haptotropic shifts lead to the final appended (η 5-fluorenyl)M(CO) 3 complex (M) Mn, Re). This new CC bond-forming reaction has enabled the synthesis of a pentacyclic helical compound derived from bis-cyclomanganated 2,3-diphenylquinoxaline and whose conformation could be locked by coordination to Ag + , affording a hybrid inorganic-organometallic polyhelix. An overview of the electrochemical properties of selected mono-and binuclear spiralenes is disclosed and shows that most spiralenes display electrochemically reversible reduction processes. An ESR analysis of the radical anion of a dinuclear spiralene indicated that the reduction process is ligand-centered and the spin density essentially located at the heterocycle. The structures of new spiralenes and appended (fluorenyl)M(CO) 3 complexes, obtained by crystal X-ray diffraction techniques, are described.

Serbian Journal of Experimental and Clinical Research

Chalcones represent a type of flavonoids which are located at vegetative and reproductive organs ... more Chalcones represent a type of flavonoids which are located at vegetative and reproductive organs of plants and they can be metabolic progenitor molecules for several flavonoids and isoflavonoids. Many studies indicated that molecular structure of chalcone accountable for their anti-tumor, anti-inflammatory and anti-oxidant effects. The aim of our research was to investigate anti-tumor effect and mechanism of action of three synthesized chalcone analogues on HeLa cells. The anti-tumor effectiveness of chalcone analogues was compared to effects of the dehydrozingerone and cisplatin that were used as referent substances. The viability of the treated cells was evaluated using MTT assay. Evaluation of cell death was determined by flow cytometry and cells were stained with Annexin V-FITC/7-AAD. The result of our research indicated that used chalcones have stronger antitumor effect relative to the dehydrozingerone and cisplatin. The IC50 values of the chalcones ranged between 1.69-6.18 μM,...

Proceedings of 6th International Electronic Conference on Medicinal Chemistry, 2020

Ginger root is one of the most widely used natural product and is excellent source for many kinds... more Ginger root is one of the most widely used natural product and is excellent source for many kinds of bioactive compounds. One of them is dehydrozingerone, also very attractive biological active compound. This compound served as a starting material in the synthesis of new derivatives. The synthesized products were used in reaction with formic acid and hydrazine hydrate in order to obtain N-formyl derivative of pyrazoline. All new compounds were identified and well characterized by IR, 1 H and 13 C NMR spectroscopy and physical data. In vitro cytotoxic activity of pyrazolines against human cervical cancer (HeLa) was determined using MTT method. Tested concentrations of substances were 100, 150 and 200 µM. Morphology changes of treated cells were visualized and compared to untreated cells using microscopy.

Kragujevac Journal of Science, 2017

O-Alkyl vanillines and methyl cyclopropyl ketone reacts under Claisen-Schmidt conditions yielding... more O-Alkyl vanillines and methyl cyclopropyl ketone reacts under Claisen-Schmidt conditions yielding corresponding enone derivatives, dehydrozingerone analogues with cyclopropane ring fragment, (E)-1-cyclopropyl-3-(4-alkoxy-3methoxyphenyl)prop-2-en-1-ones. All new compounds were well characterized by IR, 1 H and 13 C NMR spectroscopy and physical data.

Proceedings of 5th International Electronic Conference on Medicinal Chemistry, 2019

Vanillin is one of the most important natural products, used as a starting material in the new dr... more Vanillin is one of the most important natural products, used as a starting material in the new drug design procedures. Starting from vanillin, we can prepare different chalcones, which are known for their pronounced pharmacological and biological activities. For this reason some chalcone analogues have been synthesized from the corresponding vanillin derivatives. Further reaction with hydrazine in formic acid or acetic acid yielded 20 new pyrazoline compounds with N-formyl and N-acetyl groups, respectively. All new compounds were well characterized by IR, 1 H and 13 C NMR spectroscopy and physical data. In vitro DNA protective potential of selected compounds on hydroxyl and peroxyl radical-induced DNA damage was investigated. The results showed that the new synthesized compounds had expressed potential to prevent DNA damage.

Kragujevac Journal of Science, 2016

Vanillin and isobuthyl methyl ketone (4-methylpentan-2-one) reacts under Claisen-Schmidt conditio... more Vanillin and isobuthyl methyl ketone (4-methylpentan-2-one) reacts under Claisen-Schmidt conditions yielding corresponding dehydrozingerone analogue, (E)-1-(4-hydroxy-3-methoxyphenyl)-5-methylhex-1-en-3-one. A small series of its O-alkyl derivatives was prepared by alkylation of free phenolic group with corresponding alkyl halides. Products had been tested for their biological activity and demonstrated relatively strong in vitro antimicrobial activity towards different strains of bacteria and fungi. All new compounds were well characterized by IR, 1 H and 13 C NMR spectroscopy and physical data.

RSC Advances, 2016

A series of novelO-alkyl vanillidene derivatives containing Meldrum's acid scaffold under sol... more A series of novelO-alkyl vanillidene derivatives containing Meldrum's acid scaffold under solvent-free conditions were synthesized.

ChemInform, Jul 14, 2009

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform, 2010

C,-C 9-Alkenyl 2,3-u nsaturated gl ucosides have been sy nthesized from g lucose and C,-C 9-alken... more C,-C 9-Alkenyl 2,3-u nsaturated gl ucosides have been sy nthesized from g lucose and C,-C 9-alkenols by using Ferrier reaction with boron trifluo ride et he rate (BF 3 •Et 2 0) as Lewis acid catalys t in key step.

ChemInform, 1998

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Zeitschrift für Kristallographie - New Crystal Structures, 2009

C 2 6H 2 2FeN 4> orthorhombic,

Acta Crystallographica Section E Structure Reports Online, 2013

In the title compound, C21H18O2S, the central aromatic ring makes dihedral angles of 5.86 (12) an... more In the title compound, C21H18O2S, the central aromatic ring makes dihedral angles of 5.86 (12) and 72.02 (6)° with the rings of the terminalO-benzyl andS-benzyl groups, respectively. The dihedral angle between the peripheral phenyl rings is 66.16 (6)°. In the crystal, molecules are linked by pairs of C—H...O hydrogen bonds, forming inversion dimers. These dimers are linkedviaC—H...π interactions, forming a three-dimensional network.

Acta Crystallographica Section E Structure Reports Online, 2013

In the title compound, C9H11Cl2NO3, the six-membered ring adopts a screw-chair conformation. In t... more In the title compound, C9H11Cl2NO3, the six-membered ring adopts a screw-chair conformation. In the crystal, two different C—H...O hydrogen bonds involving the same acceptor atom connect the molecules into a chain extending along thec-axis direction.

Tetrahedron Letters, 2002

... 6. HC Brown, SA Weissman, PT Perumal and UP Dhokte. J. Org. Chem., 55 (1990), pp. 1217–1223. ... more ... 6. HC Brown, SA Weissman, PT Perumal and UP Dhokte. J. Org. Chem., 55 (1990), pp. 1217–1223. 7. CC Hach, CV Banks and H. Diehl. Org. Synth., IV (1963), pp. 229–232. 8. NJLeonard and PM Mader. J. Am. Chem. Soc., 72 (1950), pp. 5388–5397. ...

Tetrahedron Letters, 2002

The preparation of a 1,2-diketone derived from (−)-b-pinene, i.e. (+)-2,3-PinDione, is reported. ... more The preparation of a 1,2-diketone derived from (−)-b-pinene, i.e. (+)-2,3-PinDione, is reported. The latter is shown to be a useful substrate for the Hinzberg-type syntheses of chiral quinoxaline ((−)-6,7-dimethyl-PinQuinox) and pyrazine ((+)-2,3-diphenylPinazine) derivatives as well as in the preparation of the bis-hydrazone ((+)-N%,N%-diphenyl-2,3-Pinazone).

Bioorganic & Medicinal Chemistry Letters, Feb 1, 2009

A new class of 3,5-disubstituted pyrazoles and isoxazoles were prepared from the Michael acceptor... more A new class of 3,5-disubstituted pyrazoles and isoxazoles were prepared from the Michael acceptors 1-furanyl / thiophenyl / pyridinyl-3-indole-prop-2-en-1-ones under ultrasonication and evaluated for antimicrobial activity. Amongst all the tested compounds fluoro substituted thiophene linked compounds 12b and 18b displayed promising antibacterial activity particularly against Bacillus subtilis and antifungal activity against Aspergillus niger. Furthermore, compounds with more number of electron withdrawing groups showed higher antimicrobial activity. This result indicates that compounds 12b and 18b can be used as lead compounds in the future studies.

Zeitschrift Fur Kristallographie-new Crystal Structures, Apr 1, 2009

C 2 6H 2 2FeN 4> orthorhombic,

Journal of Organometallic Chemistry, Apr 1, 2009

New ferrocene derivatives – 1 H -1-phenylpyrazole-4-carboxaldehydes containing o -, m - and p -fe... more New ferrocene derivatives – 1 H -1-phenylpyrazole-4-carboxaldehydes containing o -, m - and p -ferrocenylphenyl group at position 3 – were synthesized and characterized. The electrochemical investigation showed that the position of the ferrocenyl group does not affect the redox potential of these compounds. The X-ray crystal structure of the ortho -derivative is also presented. The screening for the in vitro antimicrobial activity against eleven bacterial and three fungal/yeast strains exhibited complete inactivity of these aldehydes, but n -butyl imines of ortho and meta derivatives showed moderate activity compared to those of the used standards.

Organometallics, Jul 23, 2002

Novel reactions of various cis-(LC)Mn(CO) 4 complexes (LC) a three-electron chelating ligand) wit... more Novel reactions of various cis-(LC)Mn(CO) 4 complexes (LC) a three-electron chelating ligand) with diazodiphenylmethane and 9-diazofluorene allowed the synthesis of a new type of oligomeric polynuclear manganospiralene derived from quinoxaline and the ready preparation of a new class of appended (η 5-fluorenyl)Mn(CO) 3 complexes. Hence, biscyclomanganated 2,3-diphenylquinoxaline cleanly reacted to afford a dinuclear dispiralene in which the heterocycle is embedded between two phenyl rings introduced by diphenyldiazomethane. The reaction of cyclomanganated and rhenated aromatic compounds with 9-diazofluorene is shown to proceed efficiently under thermolytic conditions, which promote the departure of one molecule of CO and the subsequent coordination of a fluorenylidene fragment. Further rearrangements consisting of a cis-migration step and of a series of haptotropic shifts lead to the final appended (η 5-fluorenyl)M(CO) 3 complex (M) Mn, Re). This new CC bond-forming reaction has enabled the synthesis of a pentacyclic helical compound derived from bis-cyclomanganated 2,3-diphenylquinoxaline and whose conformation could be locked by coordination to Ag + , affording a hybrid inorganic-organometallic polyhelix. An overview of the electrochemical properties of selected mono-and binuclear spiralenes is disclosed and shows that most spiralenes display electrochemically reversible reduction processes. An ESR analysis of the radical anion of a dinuclear spiralene indicated that the reduction process is ligand-centered and the spin density essentially located at the heterocycle. The structures of new spiralenes and appended (fluorenyl)M(CO) 3 complexes, obtained by crystal X-ray diffraction techniques, are described.

Serbian Journal of Experimental and Clinical Research

Chalcones represent a type of flavonoids which are located at vegetative and reproductive organs ... more Chalcones represent a type of flavonoids which are located at vegetative and reproductive organs of plants and they can be metabolic progenitor molecules for several flavonoids and isoflavonoids. Many studies indicated that molecular structure of chalcone accountable for their anti-tumor, anti-inflammatory and anti-oxidant effects. The aim of our research was to investigate anti-tumor effect and mechanism of action of three synthesized chalcone analogues on HeLa cells. The anti-tumor effectiveness of chalcone analogues was compared to effects of the dehydrozingerone and cisplatin that were used as referent substances. The viability of the treated cells was evaluated using MTT assay. Evaluation of cell death was determined by flow cytometry and cells were stained with Annexin V-FITC/7-AAD. The result of our research indicated that used chalcones have stronger antitumor effect relative to the dehydrozingerone and cisplatin. The IC50 values of the chalcones ranged between 1.69-6.18 μM,...

Proceedings of 6th International Electronic Conference on Medicinal Chemistry, 2020

Ginger root is one of the most widely used natural product and is excellent source for many kinds... more Ginger root is one of the most widely used natural product and is excellent source for many kinds of bioactive compounds. One of them is dehydrozingerone, also very attractive biological active compound. This compound served as a starting material in the synthesis of new derivatives. The synthesized products were used in reaction with formic acid and hydrazine hydrate in order to obtain N-formyl derivative of pyrazoline. All new compounds were identified and well characterized by IR, 1 H and 13 C NMR spectroscopy and physical data. In vitro cytotoxic activity of pyrazolines against human cervical cancer (HeLa) was determined using MTT method. Tested concentrations of substances were 100, 150 and 200 µM. Morphology changes of treated cells were visualized and compared to untreated cells using microscopy.

Kragujevac Journal of Science, 2017

O-Alkyl vanillines and methyl cyclopropyl ketone reacts under Claisen-Schmidt conditions yielding... more O-Alkyl vanillines and methyl cyclopropyl ketone reacts under Claisen-Schmidt conditions yielding corresponding enone derivatives, dehydrozingerone analogues with cyclopropane ring fragment, (E)-1-cyclopropyl-3-(4-alkoxy-3methoxyphenyl)prop-2-en-1-ones. All new compounds were well characterized by IR, 1 H and 13 C NMR spectroscopy and physical data.

Proceedings of 5th International Electronic Conference on Medicinal Chemistry, 2019

Vanillin is one of the most important natural products, used as a starting material in the new dr... more Vanillin is one of the most important natural products, used as a starting material in the new drug design procedures. Starting from vanillin, we can prepare different chalcones, which are known for their pronounced pharmacological and biological activities. For this reason some chalcone analogues have been synthesized from the corresponding vanillin derivatives. Further reaction with hydrazine in formic acid or acetic acid yielded 20 new pyrazoline compounds with N-formyl and N-acetyl groups, respectively. All new compounds were well characterized by IR, 1 H and 13 C NMR spectroscopy and physical data. In vitro DNA protective potential of selected compounds on hydroxyl and peroxyl radical-induced DNA damage was investigated. The results showed that the new synthesized compounds had expressed potential to prevent DNA damage.

Kragujevac Journal of Science, 2016

Vanillin and isobuthyl methyl ketone (4-methylpentan-2-one) reacts under Claisen-Schmidt conditio... more Vanillin and isobuthyl methyl ketone (4-methylpentan-2-one) reacts under Claisen-Schmidt conditions yielding corresponding dehydrozingerone analogue, (E)-1-(4-hydroxy-3-methoxyphenyl)-5-methylhex-1-en-3-one. A small series of its O-alkyl derivatives was prepared by alkylation of free phenolic group with corresponding alkyl halides. Products had been tested for their biological activity and demonstrated relatively strong in vitro antimicrobial activity towards different strains of bacteria and fungi. All new compounds were well characterized by IR, 1 H and 13 C NMR spectroscopy and physical data.

RSC Advances, 2016

A series of novelO-alkyl vanillidene derivatives containing Meldrum's acid scaffold under sol... more A series of novelO-alkyl vanillidene derivatives containing Meldrum's acid scaffold under solvent-free conditions were synthesized.

ChemInform, Jul 14, 2009

ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance t... more ABSTRACT ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform, 2010

C,-C 9-Alkenyl 2,3-u nsaturated gl ucosides have been sy nthesized from g lucose and C,-C 9-alken... more C,-C 9-Alkenyl 2,3-u nsaturated gl ucosides have been sy nthesized from g lucose and C,-C 9-alkenols by using Ferrier reaction with boron trifluo ride et he rate (BF 3 •Et 2 0) as Lewis acid catalys t in key step.

ChemInform, 1998

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

ChemInform, 2010

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was e... more ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

Zeitschrift für Kristallographie - New Crystal Structures, 2009

C 2 6H 2 2FeN 4> orthorhombic,

Acta Crystallographica Section E Structure Reports Online, 2013

In the title compound, C21H18O2S, the central aromatic ring makes dihedral angles of 5.86 (12) an... more In the title compound, C21H18O2S, the central aromatic ring makes dihedral angles of 5.86 (12) and 72.02 (6)° with the rings of the terminalO-benzyl andS-benzyl groups, respectively. The dihedral angle between the peripheral phenyl rings is 66.16 (6)°. In the crystal, molecules are linked by pairs of C—H...O hydrogen bonds, forming inversion dimers. These dimers are linkedviaC—H...π interactions, forming a three-dimensional network.

Acta Crystallographica Section E Structure Reports Online, 2013

In the title compound, C9H11Cl2NO3, the six-membered ring adopts a screw-chair conformation. In t... more In the title compound, C9H11Cl2NO3, the six-membered ring adopts a screw-chair conformation. In the crystal, two different C—H...O hydrogen bonds involving the same acceptor atom connect the molecules into a chain extending along thec-axis direction.

Tetrahedron Letters, 2002

... 6. HC Brown, SA Weissman, PT Perumal and UP Dhokte. J. Org. Chem., 55 (1990), pp. 1217–1223. ... more ... 6. HC Brown, SA Weissman, PT Perumal and UP Dhokte. J. Org. Chem., 55 (1990), pp. 1217–1223. 7. CC Hach, CV Banks and H. Diehl. Org. Synth., IV (1963), pp. 229–232. 8. NJLeonard and PM Mader. J. Am. Chem. Soc., 72 (1950), pp. 5388–5397. ...

Tetrahedron Letters, 2002

The preparation of a 1,2-diketone derived from (−)-b-pinene, i.e. (+)-2,3-PinDione, is reported. ... more The preparation of a 1,2-diketone derived from (−)-b-pinene, i.e. (+)-2,3-PinDione, is reported. The latter is shown to be a useful substrate for the Hinzberg-type syntheses of chiral quinoxaline ((−)-6,7-dimethyl-PinQuinox) and pyrazine ((+)-2,3-diphenylPinazine) derivatives as well as in the preparation of the bis-hydrazone ((+)-N%,N%-diphenyl-2,3-Pinazone).