TY  - JOUR
AU  - Ušjak, Ljuboš
AU  - Stojković, Dejan
AU  - Carević, Tamara
AU  - Milutinović, Violeta
AU  - Soković, Marina
AU  - Niketić, Marjan
AU  - Petrović, Silvana
PY  - 2024
UR  - http://radar.ibiss.bg.ac.rs/handle/123456789/6453
AB  - Plants of the genus Prangos are intensively investigated as potential new sources of bioactive isolated products. In this work, the chemical composition of volatile constituents (essential oils and headspace volatiles) and dichloromethane extracts, as well as antimicrobial and antibiofilm activities of essential oils and MFDEs (methanol fractions of dichloromethane extracts) of Prangos trifida from Serbia, were investigated. Volatiles of roots, leaves, stems and fruits, and fatty acids and phytosterols in dichloromethane extracts of roots and fruits were analyzed by GC-FID-MS, whereas coumarins in MFDEs by LC–MS and some isolated coumarins by 1H-NMR. Minimum inhibitory concentrations (MICs) and minimum bactericidal concentrations/minimum fungicidal concentrations (MBCs/MFCs) of essential oils and MFDEs were determined against 13 microorganisms. Antibiofilm activity was assessed against four microorganisms. Additionally, congo red and ergosterol binding assays were conducted to elucidate selected mechanisms of antibiofilm action in the case of Candida albicans. Total of 52 volatile constituents, 16 fatty acids, eight phytosterols and 10 coumarins were identified. Essential oils demonstrated significant activity, surpassing that of commercial food preservatives, against six tested molds from the Aspergillus, Penicillium and Trichoderma genera, as well as against bacteria Staphylococcus aureus and Bacillus cereus. Most of the oils strongly inhibited the formation of biofilms by S. aureus, Listeria monocytogenes and Escherichia coli. MFDEs exhibited noteworthy effects against B. cereus and the tested Aspergillus species, particularly A. niger, and significantly inhibited C. albicans biofilm formation. This inhibition was linked to a marked reduction in exopolysaccharide production, while antifungal mechanisms associated with ergosterol remained unaffected.
PB  - Basel: MDPI
T2  - Antibiotics
T1  - Chemical Analysis and Investigation of Antimicrobial and Antibiofilm Activities of Prangos trifida (Apiaceae)
IS  - 1
VL  - 13
DO  - 10.3390/antibiotics13010041
SP  - 41
ER  - 

@article{
author = "Ušjak, Ljuboš and Stojković, Dejan and Carević, Tamara and Milutinović, Violeta and Soković, Marina and Niketić, Marjan and Petrović, Silvana",
year = "2024",
abstract = "Plants of the genus Prangos are intensively investigated as potential new sources of bioactive isolated products. In this work, the chemical composition of volatile constituents (essential oils and headspace volatiles) and dichloromethane extracts, as well as antimicrobial and antibiofilm activities of essential oils and MFDEs (methanol fractions of dichloromethane extracts) of Prangos trifida from Serbia, were investigated. Volatiles of roots, leaves, stems and fruits, and fatty acids and phytosterols in dichloromethane extracts of roots and fruits were analyzed by GC-FID-MS, whereas coumarins in MFDEs by LC–MS and some isolated coumarins by 1H-NMR. Minimum inhibitory concentrations (MICs) and minimum bactericidal concentrations/minimum fungicidal concentrations (MBCs/MFCs) of essential oils and MFDEs were determined against 13 microorganisms. Antibiofilm activity was assessed against four microorganisms. Additionally, congo red and ergosterol binding assays were conducted to elucidate selected mechanisms of antibiofilm action in the case of Candida albicans. Total of 52 volatile constituents, 16 fatty acids, eight phytosterols and 10 coumarins were identified. Essential oils demonstrated significant activity, surpassing that of commercial food preservatives, against six tested molds from the Aspergillus, Penicillium and Trichoderma genera, as well as against bacteria Staphylococcus aureus and Bacillus cereus. Most of the oils strongly inhibited the formation of biofilms by S. aureus, Listeria monocytogenes and Escherichia coli. MFDEs exhibited noteworthy effects against B. cereus and the tested Aspergillus species, particularly A. niger, and significantly inhibited C. albicans biofilm formation. This inhibition was linked to a marked reduction in exopolysaccharide production, while antifungal mechanisms associated with ergosterol remained unaffected.",
publisher = "Basel: MDPI",
journal = "Antibiotics",
title = "Chemical Analysis and Investigation of Antimicrobial and Antibiofilm Activities of Prangos trifida (Apiaceae)",
number = "1",
volume = "13",
doi = "10.3390/antibiotics13010041",
pages = "41"
}

Ušjak, L., Stojković, D., Carević, T., Milutinović, V., Soković, M., Niketić, M.,& Petrović, S.. (2024). Chemical Analysis and Investigation of Antimicrobial and Antibiofilm Activities of Prangos trifida (Apiaceae). in Antibiotics
Basel: MDPI., 13(1), 41.
https://doi.org/10.3390/antibiotics13010041

Ušjak L, Stojković D, Carević T, Milutinović V, Soković M, Niketić M, Petrović S. Chemical Analysis and Investigation of Antimicrobial and Antibiofilm Activities of Prangos trifida (Apiaceae). in Antibiotics. 2024;13(1):41.
doi:10.3390/antibiotics13010041 .

Ušjak, Ljuboš, Stojković, Dejan, Carević, Tamara, Milutinović, Violeta, Soković, Marina, Niketić, Marjan, Petrović, Silvana, "Chemical Analysis and Investigation of Antimicrobial and Antibiofilm Activities of Prangos trifida (Apiaceae)" in Antibiotics, 13, no. 1 (2024):41,
https://doi.org/10.3390/antibiotics13010041 . .

TY  - JOUR
AU  - Ušjak, Ljuboš
AU  - Drobac, Milica
AU  - Ivanov, Marija
AU  - Soković, Marina
AU  - Milenković, Marina T.
AU  - Niketić, Marjan
AU  - Petrović, Silvana
PY  - 2022
UR  - https://www.tandfonline.com/doi/full/10.1080/10412905.2022.2147675
UR  - http://radar.ibiss.bg.ac.rs/handle/123456789/5342
AB  - Composition and antimicrobial activity of root, leaf, stem, flower and fruit essential oils from cultivated Pastinaca sativa subsp. sativa, and its two wild-growing relatives P. sativa subsp. urens and P. hirsuta (Apiaceae) were investigated. Twenty-nine hydrodistilled essential oils of plants from different localities and/or years were analysed by GC-FID and GC/MS. Dominant in root oils was myristicin (P. sativa) or apiole (P. hirsuta), in leaf and stem oils myristicin (cultivated plants) or γ-palmitolactone (wild-growing plants) and in flower and fruit oils aliphatic esters. Multivariate statistics (PCA, nMDS, UPGMA clustering) generally revealed separation of oils of investigated Pastinaca taxa and demonstrated their chemosystematic significance. One oil per each organ of all three plants (fifteen in total) was tested using microdilution method for activity against Candida tropicalis, C. parapsilosis, C. krusei, C. glabrata, C. albicans, Staphylococcus aureus, Bacillus cereus, Listeria monocytogenes, Escherichia coli, Salmonella Typhimurium and Enterobacter cloacae; MIC = 0.25–8 mg/mL, MBC(MFC) = 0.5–16 mg/mL
T2  - Journal of Essential Oil Research
T1  - Composition and antimicrobial activity of Pastinaca sativa subsp. sativa , P. sativa subsp. urens and P. hirsuta essential oils
DO  - 10.1080/10412905.2022.2147675
SP  - 1
EP  - 14
ER  - 

@article{
author = "Ušjak, Ljuboš and Drobac, Milica and Ivanov, Marija and Soković, Marina and Milenković, Marina T. and Niketić, Marjan and Petrović, Silvana",
year = "2022",
abstract = "Composition and antimicrobial activity of root, leaf, stem, flower and fruit essential oils from cultivated Pastinaca sativa subsp. sativa, and its two wild-growing relatives P. sativa subsp. urens and P. hirsuta (Apiaceae) were investigated. Twenty-nine hydrodistilled essential oils of plants from different localities and/or years were analysed by GC-FID and GC/MS. Dominant in root oils was myristicin (P. sativa) or apiole (P. hirsuta), in leaf and stem oils myristicin (cultivated plants) or γ-palmitolactone (wild-growing plants) and in flower and fruit oils aliphatic esters. Multivariate statistics (PCA, nMDS, UPGMA clustering) generally revealed separation of oils of investigated Pastinaca taxa and demonstrated their chemosystematic significance. One oil per each organ of all three plants (fifteen in total) was tested using microdilution method for activity against Candida tropicalis, C. parapsilosis, C. krusei, C. glabrata, C. albicans, Staphylococcus aureus, Bacillus cereus, Listeria monocytogenes, Escherichia coli, Salmonella Typhimurium and Enterobacter cloacae; MIC = 0.25–8 mg/mL, MBC(MFC) = 0.5–16 mg/mL",
journal = "Journal of Essential Oil Research",
title = "Composition and antimicrobial activity of Pastinaca sativa subsp. sativa , P. sativa subsp. urens and P. hirsuta essential oils",
doi = "10.1080/10412905.2022.2147675",
pages = "1-14"
}

Ušjak, L., Drobac, M., Ivanov, M., Soković, M., Milenković, M. T., Niketić, M.,& Petrović, S.. (2022). Composition and antimicrobial activity of Pastinaca sativa subsp. sativa , P. sativa subsp. urens and P. hirsuta essential oils. in Journal of Essential Oil Research, 1-14.
https://doi.org/10.1080/10412905.2022.2147675

Ušjak L, Drobac M, Ivanov M, Soković M, Milenković MT, Niketić M, Petrović S. Composition and antimicrobial activity of Pastinaca sativa subsp. sativa , P. sativa subsp. urens and P. hirsuta essential oils. in Journal of Essential Oil Research. 2022;:1-14.
doi:10.1080/10412905.2022.2147675 .

Ušjak, Ljuboš, Drobac, Milica, Ivanov, Marija, Soković, Marina, Milenković, Marina T., Niketić, Marjan, Petrović, Silvana, "Composition and antimicrobial activity of Pastinaca sativa subsp. sativa , P. sativa subsp. urens and P. hirsuta essential oils" in Journal of Essential Oil Research (2022):1-14,
https://doi.org/10.1080/10412905.2022.2147675 . .

TY  - JOUR
AU  - Ušjak, Ljuboš
AU  - Petrović, Silvana
AU  - Drobac, Milica
AU  - Soković, Marina
AU  - Stanojković, Tatjana
AU  - Ćirić, Ana
AU  - Niketić, Marjan
PY  - 2017
UR  - http://link.springer.com/10.1007/s13197-017-2610-z
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/2784
AB  - Many Heracleum L. taxa (Apiaceae) are used as food and spices, and in traditional medicine. In this work, the chemical composition of Heracleum pyrenaicum subsp. orsinii (Guss.) F. Pedrotti and Pignatti root, leaf and fruit essential oils, their antimicrobial activity and cytotoxic effect on malignant and normal cells were investigated for the first time. The composition of the oils was analyzed by GC and GC–MS. Monoterpenes prevailed in the root oil, with β-pinene (38.6%) being dominant, while in the leaf oil, sesquiterpenes, mostly (E)-nerolidol (20.5%) and (E)-caryophyllene (17.0%), were the most abundant constituents. The fruit oil contained the majority of aliphatic esters, mainly octyl acetate (36.8%) and octyl hexanoate (22.1%). The antimicrobial activity was determined by microdilution method against eight bacteria and eight fungi (standard strains, clinical or food isolates). The best antibacterial activity, better than the activity of ampicillin, was shown by the root oil against Salmonella typhimurium, Escherichia coli and Pseudomonas aeruginosa. The strongest antifungal activity, stronger than the activity of ketoconazole, was exhibited by the leaf and root oils against Trichoderma viride, and by the root oil against Aspergillus ochraceus. The cytotoxic effect of the oils, determined by MTT test, was prominent against malignant HeLa, LS174 and A549 cells (IC50 = 6.49–14.56 μg/mL). On the other hand, the oils did not show toxicity against normal MRC-5 cells at tested concentrations (IC50 > 200.00 μg/mL). It can be concluded that investigated H. pyrenaicum subsp. orsinii oils represent potential new raw materials for food and pharmaceutical industry.
T2  - Journal of Food Science and Technology
T1  - Edible wild plant Heracleum pyrenaicum subsp. orsinii as a potential new source of bioactive essential oils
IS  - 8
VL  - 54
DO  - 10.1007/s13197-017-2610-z
SP  - 2193
EP  - 2202
ER  - 

@article{
author = "Ušjak, Ljuboš and Petrović, Silvana and Drobac, Milica and Soković, Marina and Stanojković, Tatjana and Ćirić, Ana and Niketić, Marjan",
year = "2017",
abstract = "Many Heracleum L. taxa (Apiaceae) are used as food and spices, and in traditional medicine. In this work, the chemical composition of Heracleum pyrenaicum subsp. orsinii (Guss.) F. Pedrotti and Pignatti root, leaf and fruit essential oils, their antimicrobial activity and cytotoxic effect on malignant and normal cells were investigated for the first time. The composition of the oils was analyzed by GC and GC–MS. Monoterpenes prevailed in the root oil, with β-pinene (38.6%) being dominant, while in the leaf oil, sesquiterpenes, mostly (E)-nerolidol (20.5%) and (E)-caryophyllene (17.0%), were the most abundant constituents. The fruit oil contained the majority of aliphatic esters, mainly octyl acetate (36.8%) and octyl hexanoate (22.1%). The antimicrobial activity was determined by microdilution method against eight bacteria and eight fungi (standard strains, clinical or food isolates). The best antibacterial activity, better than the activity of ampicillin, was shown by the root oil against Salmonella typhimurium, Escherichia coli and Pseudomonas aeruginosa. The strongest antifungal activity, stronger than the activity of ketoconazole, was exhibited by the leaf and root oils against Trichoderma viride, and by the root oil against Aspergillus ochraceus. The cytotoxic effect of the oils, determined by MTT test, was prominent against malignant HeLa, LS174 and A549 cells (IC50 = 6.49–14.56 μg/mL). On the other hand, the oils did not show toxicity against normal MRC-5 cells at tested concentrations (IC50 > 200.00 μg/mL). It can be concluded that investigated H. pyrenaicum subsp. orsinii oils represent potential new raw materials for food and pharmaceutical industry.",
journal = "Journal of Food Science and Technology",
title = "Edible wild plant Heracleum pyrenaicum subsp. orsinii as a potential new source of bioactive essential oils",
number = "8",
volume = "54",
doi = "10.1007/s13197-017-2610-z",
pages = "2193-2202"
}

Ušjak, L., Petrović, S., Drobac, M., Soković, M., Stanojković, T., Ćirić, A.,& Niketić, M.. (2017). Edible wild plant Heracleum pyrenaicum subsp. orsinii as a potential new source of bioactive essential oils. in Journal of Food Science and Technology, 54(8), 2193-2202.
https://doi.org/10.1007/s13197-017-2610-z

Ušjak L, Petrović S, Drobac M, Soković M, Stanojković T, Ćirić A, Niketić M. Edible wild plant Heracleum pyrenaicum subsp. orsinii as a potential new source of bioactive essential oils. in Journal of Food Science and Technology. 2017;54(8):2193-2202.
doi:10.1007/s13197-017-2610-z .

Ušjak, Ljuboš, Petrović, Silvana, Drobac, Milica, Soković, Marina, Stanojković, Tatjana, Ćirić, Ana, Niketić, Marjan, "Edible wild plant Heracleum pyrenaicum subsp. orsinii as a potential new source of bioactive essential oils" in Journal of Food Science and Technology, 54, no. 8 (2017):2193-2202,
https://doi.org/10.1007/s13197-017-2610-z . .

TY  - JOUR
AU  - Ušjak, Ljuboš
AU  - Petrović, Silvana
AU  - Drobac, Milica
AU  - Soković, Marina
AU  - Stanojković, Tatjana
AU  - Ćirić, Ana
AU  - Niketić, Marjan
PY  - 2017
UR  - http://xlink.rsc.org/?DOI=C6FO01698G
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/2557
AB  - Although some widespread, native cow parsnips (Heracleum L. spp., Apiaceae) had broad medicinal and culinary applications throughout history, the knowledge about their volatile constituents is insufficient. This work investigates the composition and bioactivities of H. sphondylium L. (HSPH), H. sibiricum L. (HSIB) and H. montanum Schleich. ex Gaudin (HMON) essential oils. The composition was tested by GC and GC-MS. (Z)-β-Ocimene was the most abundant in HSPH (28.9%) and HMON (20.4%) root oils, while in HSIB root oil, β-pinene (26.2%), methyl eugenol (22.3%) and elemicin (25.6%) prevailed. Leaf and flower oils were dominated by various sesquiterpenes (germacrene D, β-sesquiphellandrene, (E)-β-farnesene and/or (E)-caryophyllene) and/or phenylpropanoids (apiole, methyl eugenol, elemicin and/or (Z)-isoelemicin). Octyl acetate (57.5-67.1%) was the main constituent of all fruit oils. The antimicrobial activity was screened by a microdilution method against eight bacteria and eight fungi. The strongest antimicrobial effect, in several cases better than the activity of antibiotics, was shown by HSPH (MICs = 0.12-3.30 mg mL-1) and HMON (MICs = 0.10-1.30 mg mL-1) flower oils against bacteria, and HSIB fruit oil against fungi (MICs = 0.15-0.40 mg mL-1). The MTT test revealed that the oils were not or weakly cytotoxic against human malignant HeLa, LS174 and/or A549 cells (except HSPH root oil; IC50 = 5.72-24.31 μg mL-1) and that tested oils were not toxic against human normal MRC-5 cells (at 200.00 μg mL-1). Significant activity observed against microorganisms that are the common cause of foodborne diseases, food contamination and/or hospital-acquired infections justifies certain traditional uses of the investigated plants and represents a good basis for further research of these Heracleum oils.
T2  - Food and Function
T1  - Essential oils of three cow parsnips – composition and activity against nosocomial and foodborne pathogens and food contaminants
IS  - 1
VL  - 8
DO  - 10.1039/C6FO01698G
SP  - 278
EP  - 290
ER  - 

@article{
author = "Ušjak, Ljuboš and Petrović, Silvana and Drobac, Milica and Soković, Marina and Stanojković, Tatjana and Ćirić, Ana and Niketić, Marjan",
year = "2017",
abstract = "Although some widespread, native cow parsnips (Heracleum L. spp., Apiaceae) had broad medicinal and culinary applications throughout history, the knowledge about their volatile constituents is insufficient. This work investigates the composition and bioactivities of H. sphondylium L. (HSPH), H. sibiricum L. (HSIB) and H. montanum Schleich. ex Gaudin (HMON) essential oils. The composition was tested by GC and GC-MS. (Z)-β-Ocimene was the most abundant in HSPH (28.9%) and HMON (20.4%) root oils, while in HSIB root oil, β-pinene (26.2%), methyl eugenol (22.3%) and elemicin (25.6%) prevailed. Leaf and flower oils were dominated by various sesquiterpenes (germacrene D, β-sesquiphellandrene, (E)-β-farnesene and/or (E)-caryophyllene) and/or phenylpropanoids (apiole, methyl eugenol, elemicin and/or (Z)-isoelemicin). Octyl acetate (57.5-67.1%) was the main constituent of all fruit oils. The antimicrobial activity was screened by a microdilution method against eight bacteria and eight fungi. The strongest antimicrobial effect, in several cases better than the activity of antibiotics, was shown by HSPH (MICs = 0.12-3.30 mg mL-1) and HMON (MICs = 0.10-1.30 mg mL-1) flower oils against bacteria, and HSIB fruit oil against fungi (MICs = 0.15-0.40 mg mL-1). The MTT test revealed that the oils were not or weakly cytotoxic against human malignant HeLa, LS174 and/or A549 cells (except HSPH root oil; IC50 = 5.72-24.31 μg mL-1) and that tested oils were not toxic against human normal MRC-5 cells (at 200.00 μg mL-1). Significant activity observed against microorganisms that are the common cause of foodborne diseases, food contamination and/or hospital-acquired infections justifies certain traditional uses of the investigated plants and represents a good basis for further research of these Heracleum oils.",
journal = "Food and Function",
title = "Essential oils of three cow parsnips – composition and activity against nosocomial and foodborne pathogens and food contaminants",
number = "1",
volume = "8",
doi = "10.1039/C6FO01698G",
pages = "278-290"
}

Ušjak, L., Petrović, S., Drobac, M., Soković, M., Stanojković, T., Ćirić, A.,& Niketić, M.. (2017). Essential oils of three cow parsnips – composition and activity against nosocomial and foodborne pathogens and food contaminants. in Food and Function, 8(1), 278-290.
https://doi.org/10.1039/C6FO01698G

Ušjak L, Petrović S, Drobac M, Soković M, Stanojković T, Ćirić A, Niketić M. Essential oils of three cow parsnips – composition and activity against nosocomial and foodborne pathogens and food contaminants. in Food and Function. 2017;8(1):278-290.
doi:10.1039/C6FO01698G .

Ušjak, Ljuboš, Petrović, Silvana, Drobac, Milica, Soković, Marina, Stanojković, Tatjana, Ćirić, Ana, Niketić, Marjan, "Essential oils of three cow parsnips – composition and activity against nosocomial and foodborne pathogens and food contaminants" in Food and Function, 8, no. 1 (2017):278-290,
https://doi.org/10.1039/C6FO01698G . .