TY  - JOUR
AU  - Popović, Višnja
AU  - Stojković, Dejan
AU  - Nikolić, Miloš
AU  - Heyerick, Arne
AU  - Petrović, Silvana
AU  - Soković, Marina
AU  - Niketić, Marjan
PY  - 2015
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2422
AB  - Antimicrobial properties of extracts of underground parts of three Laserpitium L. (Apiaceae) species, namely Laserpitium latifolium L., Laserpitium zernyi Hayek and Laserpitium ochridanum Micevski, were investigated. The investigated species are widely used as functional foods, as spices and for preparations in traditional medicine for treating complaints connected with infection and inflammation. Furthermore, antimicrobial and antibiofilm effects of laserpitine, the most abundant compound in the chloroform extract of Laserpitium latifolium, and guaianolide sesquiterpene lactones, such as, isomontanolide, montanolide and tarolide, principal components of the extracts of Laserpitium zernyi and Laserpitium ochridanum were assessed. The antimicrobial activity was tested using the microdilution method against five pathogenic bacteria and five fungi, as well as in the microplate biofilm assay on two Candida clinical isolates (C. albicans and C. krusei). Among the extracts, Laserpitium latifolium showed the most prominent activity. Isolated metabolites exerted higher effects against fungal than against bacterial strains, isomontanolide being the most active. Interestingly, all constituents showed higher potential on inhibition of biofilm formation than fluconazole, a reference compound. Tested metabolites may be good novel agents with high antifungal and antibacterial potential that might find practical applications in food industry as food preservatives in order to retard the growth of food spoiling microbes, but only after detailed safety assessments.
PB  - Royal Soc Chemistry, Cambridge
T2  - Food & Function
T1  - Extracts of three Laserpitium L. species and their principal components laserpitine and sesquiterpene lactones inhibit microbial growth and biofilm formation by oral Candida isolates
VL  - 6
IS  - 4
SP  - 1205
EP  - 1211
DO  - 10.1039/c5fo00066a
ER  - 

@article{
author = "Popović, Višnja and Stojković, Dejan and Nikolić, Miloš and Heyerick, Arne and Petrović, Silvana and Soković, Marina and Niketić, Marjan",
year = "2015",
abstract = "Antimicrobial properties of extracts of underground parts of three Laserpitium L. (Apiaceae) species, namely Laserpitium latifolium L., Laserpitium zernyi Hayek and Laserpitium ochridanum Micevski, were investigated. The investigated species are widely used as functional foods, as spices and for preparations in traditional medicine for treating complaints connected with infection and inflammation. Furthermore, antimicrobial and antibiofilm effects of laserpitine, the most abundant compound in the chloroform extract of Laserpitium latifolium, and guaianolide sesquiterpene lactones, such as, isomontanolide, montanolide and tarolide, principal components of the extracts of Laserpitium zernyi and Laserpitium ochridanum were assessed. The antimicrobial activity was tested using the microdilution method against five pathogenic bacteria and five fungi, as well as in the microplate biofilm assay on two Candida clinical isolates (C. albicans and C. krusei). Among the extracts, Laserpitium latifolium showed the most prominent activity. Isolated metabolites exerted higher effects against fungal than against bacterial strains, isomontanolide being the most active. Interestingly, all constituents showed higher potential on inhibition of biofilm formation than fluconazole, a reference compound. Tested metabolites may be good novel agents with high antifungal and antibacterial potential that might find practical applications in food industry as food preservatives in order to retard the growth of food spoiling microbes, but only after detailed safety assessments.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Food & Function",
title = "Extracts of three Laserpitium L. species and their principal components laserpitine and sesquiterpene lactones inhibit microbial growth and biofilm formation by oral Candida isolates",
volume = "6",
number = "4",
pages = "1205-1211",
doi = "10.1039/c5fo00066a"
}

Popović, V., Stojković, D., Nikolić, M., Heyerick, A., Petrović, S., Soković, M.,& Niketić, M.. (2015). Extracts of three Laserpitium L. species and their principal components laserpitine and sesquiterpene lactones inhibit microbial growth and biofilm formation by oral Candida isolates. in Food & Function
Royal Soc Chemistry, Cambridge., 6(4), 1205-1211.
https://doi.org/10.1039/c5fo00066a

Popović V, Stojković D, Nikolić M, Heyerick A, Petrović S, Soković M, Niketić M. Extracts of three Laserpitium L. species and their principal components laserpitine and sesquiterpene lactones inhibit microbial growth and biofilm formation by oral Candida isolates. in Food & Function. 2015;6(4):1205-1211.
doi:10.1039/c5fo00066a .

Popović, Višnja, Stojković, Dejan, Nikolić, Miloš, Heyerick, Arne, Petrović, Silvana, Soković, Marina, Niketić, Marjan, "Extracts of three Laserpitium L. species and their principal components laserpitine and sesquiterpene lactones inhibit microbial growth and biofilm formation by oral Candida isolates" in Food & Function, 6, no. 4 (2015):1205-1211,
https://doi.org/10.1039/c5fo00066a . .

TY  - JOUR
AU  - Popović, Višnja
AU  - Heyerick, Arne
AU  - Petrović, Silvana
AU  - Van Calenbergh, Serge
AU  - Karalić, Izet
AU  - Niketić, Marjan
AU  - Deforce, Dieter
PY  - 2013
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/2000
AB  - In the search for novel cytotoxic agents, sesquiterpenoids and phenylpropanoids have provided interesting lead compounds. From the chloroform extract of the underground parts of Laserpitium latifolium, the daucane sesquiterpenoids laserpitin and acetyldesoxodehydrolaserpitin, and the phenylpropanoids laserin and latifolon were isolated as the major compounds. Acetyldesoxodehydrolaserpitin is identified for the first time in the genus Laserpitium. Using a MTT and a sulforhodamine B (SRB) assay, the cytotoxic and antiproliferative activity of the extract and compounds laserpitin, acetyldesoxodehydrolaserpitin and laserin was tested in two closely related human breast adenocarcinoma cell lines, ie. the invasive MCF 7/6 and the non-invasive MCF 7/AZ. The IC50 values of the extract were in the range of 184.72 - 397.16 mu g/mL, with the most potent effect observed in the MTT test on the MCF 7/6 line. Among the tested compounds, acetyldesoxodehydrolaserpitin exerted a most potent, concentration-dependent effect (IC50 values of 0.60 and 0.51 mu M in the MCF 7/6 cell line, and 2.29 mu M and 31.87 mu M in the MCF 7/AZ cell line in the MTT and SRB test, respectively). The effect of laserin was more pronounced in the MTT test (IC50 of 4.57 and 2.46 mu M in the MCF 7/6 and MCF 7/AZ, respectively).
PB  - ACG Publications
T2  - Records of Natural Products
T1  - Cytotoxic Activity of Laserpitium latifolium L. Extract and Its Daucane and Phenylpropanoid Constituents
VL  - 7
IS  - 3
SP  - 245
EP  - 249
UR  - https://hdl.handle.net/21.15107/rcub_farfar_2000
ER  - 

@article{
author = "Popović, Višnja and Heyerick, Arne and Petrović, Silvana and Van Calenbergh, Serge and Karalić, Izet and Niketić, Marjan and Deforce, Dieter",
year = "2013",
abstract = "In the search for novel cytotoxic agents, sesquiterpenoids and phenylpropanoids have provided interesting lead compounds. From the chloroform extract of the underground parts of Laserpitium latifolium, the daucane sesquiterpenoids laserpitin and acetyldesoxodehydrolaserpitin, and the phenylpropanoids laserin and latifolon were isolated as the major compounds. Acetyldesoxodehydrolaserpitin is identified for the first time in the genus Laserpitium. Using a MTT and a sulforhodamine B (SRB) assay, the cytotoxic and antiproliferative activity of the extract and compounds laserpitin, acetyldesoxodehydrolaserpitin and laserin was tested in two closely related human breast adenocarcinoma cell lines, ie. the invasive MCF 7/6 and the non-invasive MCF 7/AZ. The IC50 values of the extract were in the range of 184.72 - 397.16 mu g/mL, with the most potent effect observed in the MTT test on the MCF 7/6 line. Among the tested compounds, acetyldesoxodehydrolaserpitin exerted a most potent, concentration-dependent effect (IC50 values of 0.60 and 0.51 mu M in the MCF 7/6 cell line, and 2.29 mu M and 31.87 mu M in the MCF 7/AZ cell line in the MTT and SRB test, respectively). The effect of laserin was more pronounced in the MTT test (IC50 of 4.57 and 2.46 mu M in the MCF 7/6 and MCF 7/AZ, respectively).",
publisher = "ACG Publications",
journal = "Records of Natural Products",
title = "Cytotoxic Activity of Laserpitium latifolium L. Extract and Its Daucane and Phenylpropanoid Constituents",
volume = "7",
number = "3",
pages = "245-249",
url = "https://hdl.handle.net/21.15107/rcub_farfar_2000"
}

Popović, V., Heyerick, A., Petrović, S., Van Calenbergh, S., Karalić, I., Niketić, M.,& Deforce, D.. (2013). Cytotoxic Activity of Laserpitium latifolium L. Extract and Its Daucane and Phenylpropanoid Constituents. in Records of Natural Products
ACG Publications., 7(3), 245-249.
https://hdl.handle.net/21.15107/rcub_farfar_2000

Popović V, Heyerick A, Petrović S, Van Calenbergh S, Karalić I, Niketić M, Deforce D. Cytotoxic Activity of Laserpitium latifolium L. Extract and Its Daucane and Phenylpropanoid Constituents. in Records of Natural Products. 2013;7(3):245-249.
https://hdl.handle.net/21.15107/rcub_farfar_2000 .

Popović, Višnja, Heyerick, Arne, Petrović, Silvana, Van Calenbergh, Serge, Karalić, Izet, Niketić, Marjan, Deforce, Dieter, "Cytotoxic Activity of Laserpitium latifolium L. Extract and Its Daucane and Phenylpropanoid Constituents" in Records of Natural Products, 7, no. 3 (2013):245-249,
https://hdl.handle.net/21.15107/rcub_farfar_2000 .

TY  - JOUR
AU  - Popović, Višnja
AU  - Heyerick, Arne
AU  - Petrović, Silvana
AU  - Van Calenbergh, Serge
AU  - Karalić, Izet
AU  - Niketić, Marjan
AU  - Deforce, Dieter
PY  - 2013
UR  - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1954
AB  - Chloroform extracts of the underground parts of two Balkan endemic Laserpitium species, Laserpitium zernyi Hayek and Laserpitium ochridanum Micevski, were chemically investigated. Five unknown guaianolides from the class of slovanolides, of which four were additionally 2 beta-esterified, as well as two lactones, previously identified in other Laserpitium species, were isolated from the L. ochridanum extract. From the L. zernyi extract one slovanolide derivative was isolated for the first time in the genus Laserpitium. In addition, the phenylpropanoid latifolone and six known sesquiterpene lactones, characterised as derivatives of slovanolide and silerolide, were isolated from the extracts of both species. The cytotoxic activities of the total extracts and the isolated compounds were tested using MTT and SRB assays on the two human breast cancer cell lines, MCF 7/6 and MCF 7/AZ. The extracts exerted cytotoxic activities with the IC50 values ranging 65.21-348.25 mu g/mL. The L ochridanum extract was most potent in the MTT test with IC50 values of 65.21 and 66.09 mu g/mL in the MCF 7/AZ and MCF 7/6 cell lines, respectively. The highest cytotoxic activity exerted 2 beta,8 alpha-di-angeloyloxy-10 beta-hydroxy-6 alpha H-guaian-3,(7-11)-dien-12,6-olide, a slovanolide derivative with an additional double bond in lactone ring, on highly invasive MCF 7/6 cell line, with IC50 value 0.7 mu M in both assays tested. Generally, guaianolides with a higher number of ester moieties at the positions 2 beta, 8 alpha, 10 beta or 11 alpha exhibited IC50 values in the micromolar range, while eudesmanolides and guaianolides with a lower number of esters did not induce significant cytotoxicity.
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Phytochemistry
T1  - Sesquiterpene lactones from the extracts of two Balkan endemic Laserpitium species and their cytotoxic activity
VL  - 87
SP  - 102
EP  - 111
DO  - 10.1016/j.phytochem.2012.11.011
ER  - 

@article{
author = "Popović, Višnja and Heyerick, Arne and Petrović, Silvana and Van Calenbergh, Serge and Karalić, Izet and Niketić, Marjan and Deforce, Dieter",
year = "2013",
abstract = "Chloroform extracts of the underground parts of two Balkan endemic Laserpitium species, Laserpitium zernyi Hayek and Laserpitium ochridanum Micevski, were chemically investigated. Five unknown guaianolides from the class of slovanolides, of which four were additionally 2 beta-esterified, as well as two lactones, previously identified in other Laserpitium species, were isolated from the L. ochridanum extract. From the L. zernyi extract one slovanolide derivative was isolated for the first time in the genus Laserpitium. In addition, the phenylpropanoid latifolone and six known sesquiterpene lactones, characterised as derivatives of slovanolide and silerolide, were isolated from the extracts of both species. The cytotoxic activities of the total extracts and the isolated compounds were tested using MTT and SRB assays on the two human breast cancer cell lines, MCF 7/6 and MCF 7/AZ. The extracts exerted cytotoxic activities with the IC50 values ranging 65.21-348.25 mu g/mL. The L ochridanum extract was most potent in the MTT test with IC50 values of 65.21 and 66.09 mu g/mL in the MCF 7/AZ and MCF 7/6 cell lines, respectively. The highest cytotoxic activity exerted 2 beta,8 alpha-di-angeloyloxy-10 beta-hydroxy-6 alpha H-guaian-3,(7-11)-dien-12,6-olide, a slovanolide derivative with an additional double bond in lactone ring, on highly invasive MCF 7/6 cell line, with IC50 value 0.7 mu M in both assays tested. Generally, guaianolides with a higher number of ester moieties at the positions 2 beta, 8 alpha, 10 beta or 11 alpha exhibited IC50 values in the micromolar range, while eudesmanolides and guaianolides with a lower number of esters did not induce significant cytotoxicity.",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Phytochemistry",
title = "Sesquiterpene lactones from the extracts of two Balkan endemic Laserpitium species and their cytotoxic activity",
volume = "87",
pages = "102-111",
doi = "10.1016/j.phytochem.2012.11.011"
}

Popović, V., Heyerick, A., Petrović, S., Van Calenbergh, S., Karalić, I., Niketić, M.,& Deforce, D.. (2013). Sesquiterpene lactones from the extracts of two Balkan endemic Laserpitium species and their cytotoxic activity. in Phytochemistry
Pergamon-Elsevier Science Ltd, Oxford., 87, 102-111.
https://doi.org/10.1016/j.phytochem.2012.11.011

Popović V, Heyerick A, Petrović S, Van Calenbergh S, Karalić I, Niketić M, Deforce D. Sesquiterpene lactones from the extracts of two Balkan endemic Laserpitium species and their cytotoxic activity. in Phytochemistry. 2013;87:102-111.
doi:10.1016/j.phytochem.2012.11.011 .

Popović, Višnja, Heyerick, Arne, Petrović, Silvana, Van Calenbergh, Serge, Karalić, Izet, Niketić, Marjan, Deforce, Dieter, "Sesquiterpene lactones from the extracts of two Balkan endemic Laserpitium species and their cytotoxic activity" in Phytochemistry, 87 (2013):102-111,
https://doi.org/10.1016/j.phytochem.2012.11.011 . .