TY  - JOUR
AU  - Radulović, Niko S.
AU  - Ranđelović, Pavle J.
AU  - Stojanović, Nikola M.
AU  - Cakić, Nevenka D.
AU  - Bogdanović, Goran A.
AU  - Živanović, Ana V.
PY  - 2015
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/874
AB  - Callistemon citrinus (Myrtaceae) is a shrub native to Australia. Its flowers have been used as indigenous food among the aboriginal Australians. Numerous diseases, such as bacterial, fungal, viral and parasite infections have traditionally been treated with this plant. Gas chromatography mass spectrometry (GC/MS) analyses of the flower and leaf extracts of C citrinus revealed the presence of a major constituent, a phloroglucinol, dihydroxy-4-methoxyphenyl)-3-methylbutan-1-one (1) (up to 382.2 mg per 1 g of the flower extracts). Compound 1 was for the first time identified in this genus. This phloroglucinol exhibited potent antinociceptive and anti-inflammatory activities in a dose-dependent manner. In addition, this compound displayed strong in vitro antioxidant activity which could be easily connected with both anti-inflammatory and antinociceptive effects. Thus, compound 1, as a plant constituent present in the diet of Aboriginal people, that helps with inflammation and pain, could have given them a better chance of survival in harsh conditions of the environment. (C) 2015 Elsevier Ltd. All rights reserved.
T2  - Food Research International
T1  - Aboriginal bush foods: A major phloroglucinol from Crimson Bottlebrush flowers (Callistemon citrinus, Myrtaceae) displays strong antinociceptive and anti-inflammatory activity
VL  - 77
IS  - SI
SP  - 280
EP  - 289
DO  - 10.1016/j.foodres.2015.02.023
ER  - 

@article{
author = "Radulović, Niko S. and Ranđelović, Pavle J. and Stojanović, Nikola M. and Cakić, Nevenka D. and Bogdanović, Goran A. and Živanović, Ana V.",
year = "2015",
abstract = "Callistemon citrinus (Myrtaceae) is a shrub native to Australia. Its flowers have been used as indigenous food among the aboriginal Australians. Numerous diseases, such as bacterial, fungal, viral and parasite infections have traditionally been treated with this plant. Gas chromatography mass spectrometry (GC/MS) analyses of the flower and leaf extracts of C citrinus revealed the presence of a major constituent, a phloroglucinol, dihydroxy-4-methoxyphenyl)-3-methylbutan-1-one (1) (up to 382.2 mg per 1 g of the flower extracts). Compound 1 was for the first time identified in this genus. This phloroglucinol exhibited potent antinociceptive and anti-inflammatory activities in a dose-dependent manner. In addition, this compound displayed strong in vitro antioxidant activity which could be easily connected with both anti-inflammatory and antinociceptive effects. Thus, compound 1, as a plant constituent present in the diet of Aboriginal people, that helps with inflammation and pain, could have given them a better chance of survival in harsh conditions of the environment. (C) 2015 Elsevier Ltd. All rights reserved.",
journal = "Food Research International",
title = "Aboriginal bush foods: A major phloroglucinol from Crimson Bottlebrush flowers (Callistemon citrinus, Myrtaceae) displays strong antinociceptive and anti-inflammatory activity",
volume = "77",
number = "SI",
pages = "280-289",
doi = "10.1016/j.foodres.2015.02.023"
}

Radulović, N. S., Ranđelović, P. J., Stojanović, N. M., Cakić, N. D., Bogdanović, G. A.,& Živanović, A. V.. (2015). Aboriginal bush foods: A major phloroglucinol from Crimson Bottlebrush flowers (Callistemon citrinus, Myrtaceae) displays strong antinociceptive and anti-inflammatory activity. in Food Research International, 77(SI), 280-289.
https://doi.org/10.1016/j.foodres.2015.02.023

Radulović NS, Ranđelović PJ, Stojanović NM, Cakić ND, Bogdanović GA, Živanović AV. Aboriginal bush foods: A major phloroglucinol from Crimson Bottlebrush flowers (Callistemon citrinus, Myrtaceae) displays strong antinociceptive and anti-inflammatory activity. in Food Research International. 2015;77(SI):280-289.
doi:10.1016/j.foodres.2015.02.023 .

Radulović, Niko S., Ranđelović, Pavle J., Stojanović, Nikola M., Cakić, Nevenka D., Bogdanović, Goran A., Živanović, Ana V., "Aboriginal bush foods: A major phloroglucinol from Crimson Bottlebrush flowers (Callistemon citrinus, Myrtaceae) displays strong antinociceptive and anti-inflammatory activity" in Food Research International, 77, no. SI (2015):280-289,
https://doi.org/10.1016/j.foodres.2015.02.023 . .

TY  - JOUR
AU  - Pejović, Anka
AU  - Denic, Marija S.
AU  - Stevanović, Dragana D.
AU  - Damljanović, Ivan S.
AU  - Vukićević, Mirjana
AU  - Kostova, Kalina
AU  - Tavlinova-Kirilova, Maya
AU  - Randjelovi, Pavle
AU  - Stojanović, Nikola M.
AU  - Bogdanović, Goran A.
AU  - Blagojevic, Polina
AU  - D'hooghe, Matthias
AU  - Radulović, Niko S.
AU  - Vukićević, Rastko D.
PY  - 2014
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/76
AB  - Herein, we report on the synthesis, spectral, crystallographic and electrochemical properties of a small library of N-substituted 2-ferrocenyl-1,3-thiazolidin-4-ones, designed as novel GABA(A) benzodiazepine-binding site ligands. The anxiolytic properties of the title compounds were evaluated in several different in vivo models, whereas the involvement of the GABAA receptor complex in the activity of the most potent compound, 2-ferrocenyl-3-(4-methoxyphenylethyl)-1,3-thiazolidin-4-one, was inferred from experiments with known GABA(A)-targeting agents. Ligand docking experiments revealed that the high, dose-dependent, anxiolytic activity of the new compounds might be due to their favorable interactions with the benzodiazepine-binding site of the GABA(A) receptor complex. The incorporation of the ferrocene core and fine tuning of the distance between the thiazolidinone core and an additional aromatic ring were judged to be crucial structural requirements for the observed anxiolytic effect. (C) 2014 Elsevier Masson SAS. All rights reserved.
T2  - European Journal of Medicinal Chemistry
T1  - Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site
VL  - 83
SP  - 57
EP  - 73
DO  - 10.1016/j.ejmech.2014.05.062
ER  - 

@article{
author = "Pejović, Anka and Denic, Marija S. and Stevanović, Dragana D. and Damljanović, Ivan S. and Vukićević, Mirjana and Kostova, Kalina and Tavlinova-Kirilova, Maya and Randjelovi, Pavle and Stojanović, Nikola M. and Bogdanović, Goran A. and Blagojevic, Polina and D'hooghe, Matthias and Radulović, Niko S. and Vukićević, Rastko D.",
year = "2014",
abstract = "Herein, we report on the synthesis, spectral, crystallographic and electrochemical properties of a small library of N-substituted 2-ferrocenyl-1,3-thiazolidin-4-ones, designed as novel GABA(A) benzodiazepine-binding site ligands. The anxiolytic properties of the title compounds were evaluated in several different in vivo models, whereas the involvement of the GABAA receptor complex in the activity of the most potent compound, 2-ferrocenyl-3-(4-methoxyphenylethyl)-1,3-thiazolidin-4-one, was inferred from experiments with known GABA(A)-targeting agents. Ligand docking experiments revealed that the high, dose-dependent, anxiolytic activity of the new compounds might be due to their favorable interactions with the benzodiazepine-binding site of the GABA(A) receptor complex. The incorporation of the ferrocene core and fine tuning of the distance between the thiazolidinone core and an additional aromatic ring were judged to be crucial structural requirements for the observed anxiolytic effect. (C) 2014 Elsevier Masson SAS. All rights reserved.",
journal = "European Journal of Medicinal Chemistry",
title = "Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site",
volume = "83",
pages = "57-73",
doi = "10.1016/j.ejmech.2014.05.062"
}

Pejović, A., Denic, M. S., Stevanović, D. D., Damljanović, I. S., Vukićević, M., Kostova, K., Tavlinova-Kirilova, M., Randjelovi, P., Stojanović, N. M., Bogdanović, G. A., Blagojevic, P., D'hooghe, M., Radulović, N. S.,& Vukićević, R. D.. (2014). Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site. in European Journal of Medicinal Chemistry, 83, 57-73.
https://doi.org/10.1016/j.ejmech.2014.05.062

Pejović A, Denic MS, Stevanović DD, Damljanović IS, Vukićević M, Kostova K, Tavlinova-Kirilova M, Randjelovi P, Stojanović NM, Bogdanović GA, Blagojevic P, D'hooghe M, Radulović NS, Vukićević RD. Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site. in European Journal of Medicinal Chemistry. 2014;83:57-73.
doi:10.1016/j.ejmech.2014.05.062 .

Pejović, Anka, Denic, Marija S., Stevanović, Dragana D., Damljanović, Ivan S., Vukićević, Mirjana, Kostova, Kalina, Tavlinova-Kirilova, Maya, Randjelovi, Pavle, Stojanović, Nikola M., Bogdanović, Goran A., Blagojevic, Polina, D'hooghe, Matthias, Radulović, Niko S., Vukićević, Rastko D., "Discovery of anxiolytic 2-ferrocenyl-1,3-thiazolidin-4-ones exerting GABA(A) receptor interaction via the benzodiazepine-binding site" in European Journal of Medicinal Chemistry, 83 (2014):57-73,
https://doi.org/10.1016/j.ejmech.2014.05.062 . .

TY  - JOUR
AU  - Radulović, Niko S.
AU  - Zlatković, Dragan B.
AU  - Ranđelović, Pavle J.
AU  - Stojanović, Nikola M.
AU  - Novaković, Slađana B.
AU  - Akhlaghi, Hashem
PY  - 2013
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/5766
AB  - Ferula ovina (Boiss.) Boiss. is a traditional Iranian flavoring agent used as an ingredient of spices and condiments. Methods and results: GC-MS analyses of F. ovina aerial parts essential oil revealed the presence of a number of rare aromatic esters of monoterpenic alcohols. The structures of these esters were corroborated by synthesis, and one of them, bornyl 4-methoxybenzoate, turned out to be a new natural compound. The antinociceptive activities of the oil and the new ester were assessed in mice using several different laboratory models. The oil exerted strong peripheral and moderate central analgesic activities. Surprisingly, mice treated with bornyl 4-methoxybenzoate had an increased sensitivity to the noxious stimulus compared to that of the control group. A dynamic hot plate test was used to demonstrate that bornyl 4-methoxybenzoate induces hyperalgesia and not allodynia. Conclusion: Essential oil constituents impart this spice with both antinociceptive and hyperalgesic potentially flavor-related properties.
T2  - Food and Function
T1  - Chemistry of spices: bornyl 4-methoxybenzoate from Ferula ovina (Boiss.) Boiss. (Apiaceae) induces hyperalgesia in mice
VL  - 4
IS  - 12
SP  - 1751
EP  - 1758
DO  - 10.1039/c3fo60319a
ER  - 

@article{
author = "Radulović, Niko S. and Zlatković, Dragan B. and Ranđelović, Pavle J. and Stojanović, Nikola M. and Novaković, Slađana B. and Akhlaghi, Hashem",
year = "2013",
abstract = "Ferula ovina (Boiss.) Boiss. is a traditional Iranian flavoring agent used as an ingredient of spices and condiments. Methods and results: GC-MS analyses of F. ovina aerial parts essential oil revealed the presence of a number of rare aromatic esters of monoterpenic alcohols. The structures of these esters were corroborated by synthesis, and one of them, bornyl 4-methoxybenzoate, turned out to be a new natural compound. The antinociceptive activities of the oil and the new ester were assessed in mice using several different laboratory models. The oil exerted strong peripheral and moderate central analgesic activities. Surprisingly, mice treated with bornyl 4-methoxybenzoate had an increased sensitivity to the noxious stimulus compared to that of the control group. A dynamic hot plate test was used to demonstrate that bornyl 4-methoxybenzoate induces hyperalgesia and not allodynia. Conclusion: Essential oil constituents impart this spice with both antinociceptive and hyperalgesic potentially flavor-related properties.",
journal = "Food and Function",
title = "Chemistry of spices: bornyl 4-methoxybenzoate from Ferula ovina (Boiss.) Boiss. (Apiaceae) induces hyperalgesia in mice",
volume = "4",
number = "12",
pages = "1751-1758",
doi = "10.1039/c3fo60319a"
}

Radulović, N. S., Zlatković, D. B., Ranđelović, P. J., Stojanović, N. M., Novaković, S. B.,& Akhlaghi, H.. (2013). Chemistry of spices: bornyl 4-methoxybenzoate from Ferula ovina (Boiss.) Boiss. (Apiaceae) induces hyperalgesia in mice. in Food and Function, 4(12), 1751-1758.
https://doi.org/10.1039/c3fo60319a

Radulović NS, Zlatković DB, Ranđelović PJ, Stojanović NM, Novaković SB, Akhlaghi H. Chemistry of spices: bornyl 4-methoxybenzoate from Ferula ovina (Boiss.) Boiss. (Apiaceae) induces hyperalgesia in mice. in Food and Function. 2013;4(12):1751-1758.
doi:10.1039/c3fo60319a .

Radulović, Niko S., Zlatković, Dragan B., Ranđelović, Pavle J., Stojanović, Nikola M., Novaković, Slađana B., Akhlaghi, Hashem, "Chemistry of spices: bornyl 4-methoxybenzoate from Ferula ovina (Boiss.) Boiss. (Apiaceae) induces hyperalgesia in mice" in Food and Function, 4, no. 12 (2013):1751-1758,
https://doi.org/10.1039/c3fo60319a . .