TY  - JOUR
AU  - Tagkouli, Dimitra
AU  - Tsiaka, Thalia
AU  - Kritsi, Eftichia
AU  - Soković, Marina
AU  - Sinanoglou, Vassilia J.
AU  - Lantzouraki, Dimitra Z.
AU  - Zoumpoulakis, Panagiotis
PY  - 2022
UR  - https://www.mdpi.com/1420-3049/27/7/2189
UR  - http://www.ncbi.nlm.nih.gov/pubmed/35408586
UR  - http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=PMC9000764
UR  - http://radar.ibiss.bg.ac.rs/handle/123456789/4951
AB  - Wine lees, a sub-exploited byproduct of vinification, is considered a rich source of bioactive compounds, such as (poly)phenols, anthocyanins and tannins. Thus, the effective and rapid recovery of these biomolecules and the assessment of the bioactive properties of wine lees extracts is of utmost importance. Towards this direction, microwave-assisted extraction (MAE) factors (i.e., extraction time, microwave power and solvent/material ratio) were optimized using experimental design models in order to maximize the (poly)phenolic yield of the extracts. After optimizing the MAE process, the total phenolic content (TPC) as well as the antiradical, antioxidant and antimicrobial activity of the extracts were evaluated. Furthermore, Fourier transform infrared spectroscopy (FTIR) was employed to investigate the chemical profile of wine lees extracts. Red varieties exhibited higher biological activity than white varieties. The geographical origin and fermentation stage were also considered as critical factors. The white variety Moschofilero presented the highest antioxidant, antiradical and antimicrobial activity, while Merlot and Agiorgitiko samples showed noteworthy activities among red varieties. Moreover, IR spectra confirmed the presence of sugars, amino acids, organic acids and aromatic compounds. Thus, an efficient, rapid and eco-friendly process was proposed for further valorization of wine lees extracts.
PB  - Basel: MDPI
T2  - Molecules (Basel, Switzerland)
T1  - Towards the Optimization of Microwave-Assisted Extraction and the Assessment of Chemical Profile, Antioxidant and Antimicrobial Activity of Wine Lees Extracts.
IS  - 7
VL  - 27
DO  - 10.3390/molecules27072189
SP  - 2189
ER  - 

@article{
author = "Tagkouli, Dimitra and Tsiaka, Thalia and Kritsi, Eftichia and Soković, Marina and Sinanoglou, Vassilia J. and Lantzouraki, Dimitra Z. and Zoumpoulakis, Panagiotis",
year = "2022",
abstract = "Wine lees, a sub-exploited byproduct of vinification, is considered a rich source of bioactive compounds, such as (poly)phenols, anthocyanins and tannins. Thus, the effective and rapid recovery of these biomolecules and the assessment of the bioactive properties of wine lees extracts is of utmost importance. Towards this direction, microwave-assisted extraction (MAE) factors (i.e., extraction time, microwave power and solvent/material ratio) were optimized using experimental design models in order to maximize the (poly)phenolic yield of the extracts. After optimizing the MAE process, the total phenolic content (TPC) as well as the antiradical, antioxidant and antimicrobial activity of the extracts were evaluated. Furthermore, Fourier transform infrared spectroscopy (FTIR) was employed to investigate the chemical profile of wine lees extracts. Red varieties exhibited higher biological activity than white varieties. The geographical origin and fermentation stage were also considered as critical factors. The white variety Moschofilero presented the highest antioxidant, antiradical and antimicrobial activity, while Merlot and Agiorgitiko samples showed noteworthy activities among red varieties. Moreover, IR spectra confirmed the presence of sugars, amino acids, organic acids and aromatic compounds. Thus, an efficient, rapid and eco-friendly process was proposed for further valorization of wine lees extracts.",
publisher = "Basel: MDPI",
journal = "Molecules (Basel, Switzerland)",
title = "Towards the Optimization of Microwave-Assisted Extraction and the Assessment of Chemical Profile, Antioxidant and Antimicrobial Activity of Wine Lees Extracts.",
number = "7",
volume = "27",
doi = "10.3390/molecules27072189",
pages = "2189"
}

Tagkouli, D., Tsiaka, T., Kritsi, E., Soković, M., Sinanoglou, V. J., Lantzouraki, D. Z.,& Zoumpoulakis, P.. (2022). Towards the Optimization of Microwave-Assisted Extraction and the Assessment of Chemical Profile, Antioxidant and Antimicrobial Activity of Wine Lees Extracts.. in Molecules (Basel, Switzerland)
Basel: MDPI., 27(7), 2189.
https://doi.org/10.3390/molecules27072189

Tagkouli D, Tsiaka T, Kritsi E, Soković M, Sinanoglou VJ, Lantzouraki DZ, Zoumpoulakis P. Towards the Optimization of Microwave-Assisted Extraction and the Assessment of Chemical Profile, Antioxidant and Antimicrobial Activity of Wine Lees Extracts.. in Molecules (Basel, Switzerland). 2022;27(7):2189.
doi:10.3390/molecules27072189 .

Tagkouli, Dimitra, Tsiaka, Thalia, Kritsi, Eftichia, Soković, Marina, Sinanoglou, Vassilia J., Lantzouraki, Dimitra Z., Zoumpoulakis, Panagiotis, "Towards the Optimization of Microwave-Assisted Extraction and the Assessment of Chemical Profile, Antioxidant and Antimicrobial Activity of Wine Lees Extracts." in Molecules (Basel, Switzerland), 27, no. 7 (2022):2189,
https://doi.org/10.3390/molecules27072189 . .

TY  - JOUR
AU  - Zoidis, Grigoris
AU  - Kritsi, Eftichia
AU  - Lecinska, Paulina
AU  - Ivanov, Marija
AU  - Zoumpoulakis, Panagiotis
AU  - Soković, Marina
AU  - Catto, Marco
PY  - 2021
UR  - https://onlinelibrary.wiley.com/doi/abs/10.1002/cmdc.202000312
UR  - https://radar.ibiss.bg.ac.rs/123456789/3858
AB  - The significant antifungal activity of a series of novel 1,2,4-triazole derivatives against different strains of Candida albicans, Candida krusei and Aspergillus fumigatus, compared to the commercial fungicides ketoconazole and itraconazole, is reported. Systemic mycosis and invasive fungal infections, whether from immunodeficiency or hospital-acquired infection, have been on an upward trend for several years. The 1,2,4-triazole ring substituted with other aromatic and heteroaromatic systems plays an important role in the field of antifungal drug discovery and development. Thus, an extensive series of 29 triazoles, substituted in different positions with a variety of aromatic rings, has been designed, synthesized, and evaluated for their fungicidal activity. Almost all the agents tested in vitro showed high activity against all examined fungal strains. It is noteworthy that, in the case of A. fumigatus, all the examined compounds achieved equal or higher antifungal activity than ketoconazole, but less activity than itraconazole. Among all the derivatives studied, the dichlorourea analogue and bromo-substituted triazole stand out as the most promising compounds. Quantitative structure-activity relationship (QSAR) models were built for a systematic structure-activity relationship (SAR) profile to explain and potentially explore the potency characteristics of 1,2,4-triazole analogues.
PB  - John Wiley and Sons Ltd
T2  - ChemMedChem
T1  - The Triazole Ring as a Privileged Scaffold for Putative Antifungals: Synthesis and Evaluation of a Series of New Analogues
IS  - 1
VL  - 16
DO  - 10.1002/cmdc.202000312
SP  - cmdc.202000312
SP  - 134
EP  - 144
ER  - 

@article{
author = "Zoidis, Grigoris and Kritsi, Eftichia and Lecinska, Paulina and Ivanov, Marija and Zoumpoulakis, Panagiotis and Soković, Marina and Catto, Marco",
year = "2021",
abstract = "The significant antifungal activity of a series of novel 1,2,4-triazole derivatives against different strains of Candida albicans, Candida krusei and Aspergillus fumigatus, compared to the commercial fungicides ketoconazole and itraconazole, is reported. Systemic mycosis and invasive fungal infections, whether from immunodeficiency or hospital-acquired infection, have been on an upward trend for several years. The 1,2,4-triazole ring substituted with other aromatic and heteroaromatic systems plays an important role in the field of antifungal drug discovery and development. Thus, an extensive series of 29 triazoles, substituted in different positions with a variety of aromatic rings, has been designed, synthesized, and evaluated for their fungicidal activity. Almost all the agents tested in vitro showed high activity against all examined fungal strains. It is noteworthy that, in the case of A. fumigatus, all the examined compounds achieved equal or higher antifungal activity than ketoconazole, but less activity than itraconazole. Among all the derivatives studied, the dichlorourea analogue and bromo-substituted triazole stand out as the most promising compounds. Quantitative structure-activity relationship (QSAR) models were built for a systematic structure-activity relationship (SAR) profile to explain and potentially explore the potency characteristics of 1,2,4-triazole analogues.",
publisher = "John Wiley and Sons Ltd",
journal = "ChemMedChem",
title = "The Triazole Ring as a Privileged Scaffold for Putative Antifungals: Synthesis and Evaluation of a Series of New Analogues",
number = "1",
volume = "16",
doi = "10.1002/cmdc.202000312",
pages = "cmdc.202000312-134-144"
}

Zoidis, G., Kritsi, E., Lecinska, P., Ivanov, M., Zoumpoulakis, P., Soković, M.,& Catto, M.. (2021). The Triazole Ring as a Privileged Scaffold for Putative Antifungals: Synthesis and Evaluation of a Series of New Analogues. in ChemMedChem
John Wiley and Sons Ltd., 16(1), cmdc.202000312-144.
https://doi.org/10.1002/cmdc.202000312

Zoidis G, Kritsi E, Lecinska P, Ivanov M, Zoumpoulakis P, Soković M, Catto M. The Triazole Ring as a Privileged Scaffold for Putative Antifungals: Synthesis and Evaluation of a Series of New Analogues. in ChemMedChem. 2021;16(1):cmdc.202000312-144.
doi:10.1002/cmdc.202000312 .

Zoidis, Grigoris, Kritsi, Eftichia, Lecinska, Paulina, Ivanov, Marija, Zoumpoulakis, Panagiotis, Soković, Marina, Catto, Marco, "The Triazole Ring as a Privileged Scaffold for Putative Antifungals: Synthesis and Evaluation of a Series of New Analogues" in ChemMedChem, 16, no. 1 (2021):cmdc.202000312-144,
https://doi.org/10.1002/cmdc.202000312 . .

TY  - JOUR
AU  - Magoulas, George E.
AU  - Kalopetridou, Lefkothea
AU  - Ćirić, Ana
AU  - Kritsi, Eftichia
AU  - Kouka, Paraskevi
AU  - Zoumpoulakis, Panagiotis
AU  - Chondrogianni, Niki
AU  - Soković, Marina
AU  - Prousis, Kyriakos C.
AU  - Calogeropoulou, Theodora
PY  - 2021
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/4078
AB  - A series of new thieno[2,3-d]pyrimidin-4(3H)-one derivatives were synthesized and evaluated for their activity against four gram-positive and four gram-negative bacterial and eight fungal species. The majority of the compounds exhibited excellent antimicrobial and antifungal activity, being more potent than the control compounds. Compound 22, bearing a m-methoxyphenyl group and an ethylenediamine side chain anchored at C-2 of the thienopyrimidinone core, is the most potent antibacterial compound with broad antimicrobial activity with MIC values in the range of 0.05–0.13 mM, being 6 to 15 fold more potent than the controls, streptomycin and ampicillin. Furthermore, compounds 14 and 15 which bear a p-chlorophenyl and m-methoxyphenyl group, respectively, and share a 2-(2-mercaptoethoxy)ethan-1-ol side chain showed the best antifungal activity, being 10–15 times more potent than ketoconazole or bifonazole with MIC values 0.013–0.026 and 0.027 mM, respectively. Especially in the case of compound 15 the low MIC values were accompanied by excellent MFC values ranging from 0.056 to 0.058 mM. Evaluation of toxicity in vitro on HFL-1 human embryonic primary cells and in vivo in the nematode C. elegans revealed no toxic effects for both compounds 15 and 22 tested at the MIC concentrations. Ligand-based similarity search and molecular docking predicted that the antibacterial activity of analogue 22 is related to inhibition of the topoisomerase II DNA gyrase enzyme and the antifungal activity of compound 15 to CYP51 lanosterol demethylase enzyme. R-Group analysis as a means of computational structure activity relationship tool, highlighted the compounds’ crucial pharmacophore features and their impact on the antibacterial and antifungal activity. The presence of a N-methyl piperidine ring fused to the thienopyrimidinone core plays an important role in both activities.
PB  - Academic Press Inc.
T2  - Bioorganic Chemistry
T1  - Synthesis, biological evaluation and QSAR studies of new thieno[2,3-d]pyrimidin-4(3H)-one derivatives as antimicrobial and antifungal agents
VL  - 106
DO  - 10.1016/j.bioorg.2020.104509
SP  - 104509
ER  - 

@article{
author = "Magoulas, George E. and Kalopetridou, Lefkothea and Ćirić, Ana and Kritsi, Eftichia and Kouka, Paraskevi and Zoumpoulakis, Panagiotis and Chondrogianni, Niki and Soković, Marina and Prousis, Kyriakos C. and Calogeropoulou, Theodora",
year = "2021",
abstract = "A series of new thieno[2,3-d]pyrimidin-4(3H)-one derivatives were synthesized and evaluated for their activity against four gram-positive and four gram-negative bacterial and eight fungal species. The majority of the compounds exhibited excellent antimicrobial and antifungal activity, being more potent than the control compounds. Compound 22, bearing a m-methoxyphenyl group and an ethylenediamine side chain anchored at C-2 of the thienopyrimidinone core, is the most potent antibacterial compound with broad antimicrobial activity with MIC values in the range of 0.05–0.13 mM, being 6 to 15 fold more potent than the controls, streptomycin and ampicillin. Furthermore, compounds 14 and 15 which bear a p-chlorophenyl and m-methoxyphenyl group, respectively, and share a 2-(2-mercaptoethoxy)ethan-1-ol side chain showed the best antifungal activity, being 10–15 times more potent than ketoconazole or bifonazole with MIC values 0.013–0.026 and 0.027 mM, respectively. Especially in the case of compound 15 the low MIC values were accompanied by excellent MFC values ranging from 0.056 to 0.058 mM. Evaluation of toxicity in vitro on HFL-1 human embryonic primary cells and in vivo in the nematode C. elegans revealed no toxic effects for both compounds 15 and 22 tested at the MIC concentrations. Ligand-based similarity search and molecular docking predicted that the antibacterial activity of analogue 22 is related to inhibition of the topoisomerase II DNA gyrase enzyme and the antifungal activity of compound 15 to CYP51 lanosterol demethylase enzyme. R-Group analysis as a means of computational structure activity relationship tool, highlighted the compounds’ crucial pharmacophore features and their impact on the antibacterial and antifungal activity. The presence of a N-methyl piperidine ring fused to the thienopyrimidinone core plays an important role in both activities.",
publisher = "Academic Press Inc.",
journal = "Bioorganic Chemistry",
title = "Synthesis, biological evaluation and QSAR studies of new thieno[2,3-d]pyrimidin-4(3H)-one derivatives as antimicrobial and antifungal agents",
volume = "106",
doi = "10.1016/j.bioorg.2020.104509",
pages = "104509"
}

Magoulas, G. E., Kalopetridou, L., Ćirić, A., Kritsi, E., Kouka, P., Zoumpoulakis, P., Chondrogianni, N., Soković, M., Prousis, K. C.,& Calogeropoulou, T.. (2021). Synthesis, biological evaluation and QSAR studies of new thieno[2,3-d]pyrimidin-4(3H)-one derivatives as antimicrobial and antifungal agents. in Bioorganic Chemistry
Academic Press Inc.., 106, 104509.
https://doi.org/10.1016/j.bioorg.2020.104509

Magoulas GE, Kalopetridou L, Ćirić A, Kritsi E, Kouka P, Zoumpoulakis P, Chondrogianni N, Soković M, Prousis KC, Calogeropoulou T. Synthesis, biological evaluation and QSAR studies of new thieno[2,3-d]pyrimidin-4(3H)-one derivatives as antimicrobial and antifungal agents. in Bioorganic Chemistry. 2021;106:104509.
doi:10.1016/j.bioorg.2020.104509 .

Magoulas, George E., Kalopetridou, Lefkothea, Ćirić, Ana, Kritsi, Eftichia, Kouka, Paraskevi, Zoumpoulakis, Panagiotis, Chondrogianni, Niki, Soković, Marina, Prousis, Kyriakos C., Calogeropoulou, Theodora, "Synthesis, biological evaluation and QSAR studies of new thieno[2,3-d]pyrimidin-4(3H)-one derivatives as antimicrobial and antifungal agents" in Bioorganic Chemistry, 106 (2021):104509,
https://doi.org/10.1016/j.bioorg.2020.104509 . .

TY  - JOUR
AU  - Tzani, Andromachi
AU  - Vaitsis, Christos
AU  - Kritsi, Eftichia
AU  - Ivanov, Marija
AU  - Soković, Marina
AU  - Zoumpoulakis, Panagiotis
AU  - Detsi, Anastasia
PY  - 2020
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/3662
AB  - In this work the effectiveness of two different reaction media, an Ionic Liquid (IL) and a Deep Eutectic Solvent (DES), as greener, alternative solvents for the synthesis of bioactive bis-(β-dicarbonyl)-methane derivatives is examined. A domino Knoevenagel-Michael reaction between selected aromatic aldehydes and heterocyclic 1,3-dicarbonyl compounds was successfully accomplished, producing the desired compounds in satisfactory yields. The solvents were recycled and reused three times without noticeable decrease in reaction yields. A putative conformation of compound 4g was determined using NMR spectroscopy and an “anti” orientation of the fused aromatic rings was proposed. Moreover, some of the bis-(β-dicarbonyl)-methane derivatives were tested for their antifungal activity against four Candida albicans strains. Biscoumarin 6 and bisquinolinone 4d exhibited promising anticandidial activity. In parallel, in silico ligand-based similarity calculations provided a putative mechanism of action of the examined compounds through CYP51 inhibition.
PB  - Elsevier B.V.
T2  - Journal of Molecular Structure
T1  - Green synthesis of bis-(β-dicarbonyl)-methane derivatives and biological evaluation as putative anticandidial agents
VL  - 1216
DO  - 10.1016/j.molstruc.2020.128276
SP  - 128276
ER  - 

@article{
author = "Tzani, Andromachi and Vaitsis, Christos and Kritsi, Eftichia and Ivanov, Marija and Soković, Marina and Zoumpoulakis, Panagiotis and Detsi, Anastasia",
year = "2020",
abstract = "In this work the effectiveness of two different reaction media, an Ionic Liquid (IL) and a Deep Eutectic Solvent (DES), as greener, alternative solvents for the synthesis of bioactive bis-(β-dicarbonyl)-methane derivatives is examined. A domino Knoevenagel-Michael reaction between selected aromatic aldehydes and heterocyclic 1,3-dicarbonyl compounds was successfully accomplished, producing the desired compounds in satisfactory yields. The solvents were recycled and reused three times without noticeable decrease in reaction yields. A putative conformation of compound 4g was determined using NMR spectroscopy and an “anti” orientation of the fused aromatic rings was proposed. Moreover, some of the bis-(β-dicarbonyl)-methane derivatives were tested for their antifungal activity against four Candida albicans strains. Biscoumarin 6 and bisquinolinone 4d exhibited promising anticandidial activity. In parallel, in silico ligand-based similarity calculations provided a putative mechanism of action of the examined compounds through CYP51 inhibition.",
publisher = "Elsevier B.V.",
journal = "Journal of Molecular Structure",
title = "Green synthesis of bis-(β-dicarbonyl)-methane derivatives and biological evaluation as putative anticandidial agents",
volume = "1216",
doi = "10.1016/j.molstruc.2020.128276",
pages = "128276"
}

Tzani, A., Vaitsis, C., Kritsi, E., Ivanov, M., Soković, M., Zoumpoulakis, P.,& Detsi, A.. (2020). Green synthesis of bis-(β-dicarbonyl)-methane derivatives and biological evaluation as putative anticandidial agents. in Journal of Molecular Structure
Elsevier B.V.., 1216, 128276.
https://doi.org/10.1016/j.molstruc.2020.128276

Tzani A, Vaitsis C, Kritsi E, Ivanov M, Soković M, Zoumpoulakis P, Detsi A. Green synthesis of bis-(β-dicarbonyl)-methane derivatives and biological evaluation as putative anticandidial agents. in Journal of Molecular Structure. 2020;1216:128276.
doi:10.1016/j.molstruc.2020.128276 .

Tzani, Andromachi, Vaitsis, Christos, Kritsi, Eftichia, Ivanov, Marija, Soković, Marina, Zoumpoulakis, Panagiotis, Detsi, Anastasia, "Green synthesis of bis-(β-dicarbonyl)-methane derivatives and biological evaluation as putative anticandidial agents" in Journal of Molecular Structure, 1216 (2020):128276,
https://doi.org/10.1016/j.molstruc.2020.128276 . .

TY  - JOUR
AU  - Kritsi, Eftichia
AU  - Matsoukas, Minos-Timotheos
AU  - Potamitis, Constantinos
AU  - Detsi, Anastasia
AU  - Ivanov, Marija
AU  - Soković, Marina
AU  - Zoumpoulakis, Panagiotis
PY  - 2019
UR  - https://www.mdpi.com/1420-3049/24/21/3853
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/3510
AB  - The prevalence of invasive fungal infections has been dramatically increased as the size of the immunocompromised population worldwide has grown. Aspergillus fumigatus is characterized as one of the most widespread and ubiquitous fungal pathogens. Among antifungal drugs, azoles have been the most widely used category for the treatment of fungal infections. However, increasingly, azole-resistant strains constitute a major problem to be faced. Towards this direction, our study focused on the identification of compounds bearing novel structural motifs which may evolve as a new class of antifungals. To fulfil this scope, a combination of in silico techniques and in vitro assays were implemented. Specifically, a ligand-based pharmacophore model was created and served as a 3D search query to screen the ZINC chemical database. Additionally, molecular docking and molecular dynamics simulations were used to improve the reliability and accuracy of virtual screening results. In total, eight compounds, bearing completely different chemical scaffolds from the commercially available azoles, were proposed and their antifungal activity was evaluated using in vitro assays. Results indicated that all tested compounds exhibit antifungal activity, especially compounds 1, 2, and 4, which presented the most promising minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) values and, therefore, could be subjected to further hit to lead optimization.
T2  - Molecules
T1  - Novel Hit Compounds as Putative Antifungals: The Case of Aspergillus fumigatus
IS  - 21
VL  - 24
DO  - 10.3390/molecules24213853
SP  - 3853
ER  - 

@article{
author = "Kritsi, Eftichia and Matsoukas, Minos-Timotheos and Potamitis, Constantinos and Detsi, Anastasia and Ivanov, Marija and Soković, Marina and Zoumpoulakis, Panagiotis",
year = "2019",
abstract = "The prevalence of invasive fungal infections has been dramatically increased as the size of the immunocompromised population worldwide has grown. Aspergillus fumigatus is characterized as one of the most widespread and ubiquitous fungal pathogens. Among antifungal drugs, azoles have been the most widely used category for the treatment of fungal infections. However, increasingly, azole-resistant strains constitute a major problem to be faced. Towards this direction, our study focused on the identification of compounds bearing novel structural motifs which may evolve as a new class of antifungals. To fulfil this scope, a combination of in silico techniques and in vitro assays were implemented. Specifically, a ligand-based pharmacophore model was created and served as a 3D search query to screen the ZINC chemical database. Additionally, molecular docking and molecular dynamics simulations were used to improve the reliability and accuracy of virtual screening results. In total, eight compounds, bearing completely different chemical scaffolds from the commercially available azoles, were proposed and their antifungal activity was evaluated using in vitro assays. Results indicated that all tested compounds exhibit antifungal activity, especially compounds 1, 2, and 4, which presented the most promising minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) values and, therefore, could be subjected to further hit to lead optimization.",
journal = "Molecules",
title = "Novel Hit Compounds as Putative Antifungals: The Case of Aspergillus fumigatus",
number = "21",
volume = "24",
doi = "10.3390/molecules24213853",
pages = "3853"
}

Kritsi, E., Matsoukas, M., Potamitis, C., Detsi, A., Ivanov, M., Soković, M.,& Zoumpoulakis, P.. (2019). Novel Hit Compounds as Putative Antifungals: The Case of Aspergillus fumigatus. in Molecules, 24(21), 3853.
https://doi.org/10.3390/molecules24213853

Kritsi E, Matsoukas M, Potamitis C, Detsi A, Ivanov M, Soković M, Zoumpoulakis P. Novel Hit Compounds as Putative Antifungals: The Case of Aspergillus fumigatus. in Molecules. 2019;24(21):3853.
doi:10.3390/molecules24213853 .

Kritsi, Eftichia, Matsoukas, Minos-Timotheos, Potamitis, Constantinos, Detsi, Anastasia, Ivanov, Marija, Soković, Marina, Zoumpoulakis, Panagiotis, "Novel Hit Compounds as Putative Antifungals: The Case of Aspergillus fumigatus" in Molecules, 24, no. 21 (2019):3853,
https://doi.org/10.3390/molecules24213853 . .

TY  - JOUR
AU  - Ivanov, Marija
AU  - Matsoukas, Minos-Timotheos
AU  - Kritsi, Eftichia
AU  - Zelenko, Urska
AU  - Golic Grdadolnik, Simona
AU  - Calhelha, Ricardo C.
AU  - Ferreira, Isabel C. F. R.
AU  - Sanković-Babić, Snežana
AU  - Glamočlija, Jasmina
AU  - Fotopoulou, Theano
AU  - Koufaki, Maria
AU  - Zoumpoulakis, Panagiotis
AU  - Soković, Marina
PY  - 2018
UR  - http://doi.wiley.com/10.1002/cmdc.201700602
UR  - http://www.ncbi.nlm.nih.gov/pubmed/29235267
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/2968
AB  - Four heteroaromatic compounds bearing nitrate esters were selected using a virtual-screening procedure as putative sterol 14α-demethylase (CYP51) Candida albicans inhibitors. Compounds were examined for their inhibition on C. albicans growth and biofilm formation as well as for their toxicity. NMR spectroscopy studies, in silico docking, and molecular dynamics simulations were used to investigate further the selectivity of these compounds to fungal CYP51. All compounds exhibited good antimicrobial properties, indicated with low minimal inhibitory concentrations and ability to inhibit formation of fungal biofilm. Moreover, all of the compounds had the ability to inhibit growth of C. albicans cells. N-(2-Nitrooxyethyl)-1Η-indole-2-carboxamide was the only compound with selectivity on C. albicans CYP51 that did not exhibit cytotoxic effect on cells isolated from liver and should be further investigated for selective application in new leads for the treatment of candidiasis.
T2  - ChemMedChem
T1  - Nitrate Esters of Heteroaromatic Compounds as Candida albicans CYP51 Enzyme Inhibitors.
IS  - 4
VL  - 32
DO  - 10.1002/cmdc.201700602
SP  - 342
EP  - 349
ER  - 

@article{
author = "Ivanov, Marija and Matsoukas, Minos-Timotheos and Kritsi, Eftichia and Zelenko, Urska and Golic Grdadolnik, Simona and Calhelha, Ricardo C. and Ferreira, Isabel C. F. R. and Sanković-Babić, Snežana and Glamočlija, Jasmina and Fotopoulou, Theano and Koufaki, Maria and Zoumpoulakis, Panagiotis and Soković, Marina",
year = "2018",
abstract = "Four heteroaromatic compounds bearing nitrate esters were selected using a virtual-screening procedure as putative sterol 14α-demethylase (CYP51) Candida albicans inhibitors. Compounds were examined for their inhibition on C. albicans growth and biofilm formation as well as for their toxicity. NMR spectroscopy studies, in silico docking, and molecular dynamics simulations were used to investigate further the selectivity of these compounds to fungal CYP51. All compounds exhibited good antimicrobial properties, indicated with low minimal inhibitory concentrations and ability to inhibit formation of fungal biofilm. Moreover, all of the compounds had the ability to inhibit growth of C. albicans cells. N-(2-Nitrooxyethyl)-1Η-indole-2-carboxamide was the only compound with selectivity on C. albicans CYP51 that did not exhibit cytotoxic effect on cells isolated from liver and should be further investigated for selective application in new leads for the treatment of candidiasis.",
journal = "ChemMedChem",
title = "Nitrate Esters of Heteroaromatic Compounds as Candida albicans CYP51 Enzyme Inhibitors.",
number = "4",
volume = "32",
doi = "10.1002/cmdc.201700602",
pages = "342-349"
}

Ivanov, M., Matsoukas, M., Kritsi, E., Zelenko, U., Golic Grdadolnik, S., Calhelha, R. C., Ferreira, I. C. F. R., Sanković-Babić, S., Glamočlija, J., Fotopoulou, T., Koufaki, M., Zoumpoulakis, P.,& Soković, M.. (2018). Nitrate Esters of Heteroaromatic Compounds as Candida albicans CYP51 Enzyme Inhibitors.. in ChemMedChem, 32(4), 342-349.
https://doi.org/10.1002/cmdc.201700602

Ivanov M, Matsoukas M, Kritsi E, Zelenko U, Golic Grdadolnik S, Calhelha RC, Ferreira ICFR, Sanković-Babić S, Glamočlija J, Fotopoulou T, Koufaki M, Zoumpoulakis P, Soković M. Nitrate Esters of Heteroaromatic Compounds as Candida albicans CYP51 Enzyme Inhibitors.. in ChemMedChem. 2018;32(4):342-349.
doi:10.1002/cmdc.201700602 .

Ivanov, Marija, Matsoukas, Minos-Timotheos, Kritsi, Eftichia, Zelenko, Urska, Golic Grdadolnik, Simona, Calhelha, Ricardo C., Ferreira, Isabel C. F. R., Sanković-Babić, Snežana, Glamočlija, Jasmina, Fotopoulou, Theano, Koufaki, Maria, Zoumpoulakis, Panagiotis, Soković, Marina, "Nitrate Esters of Heteroaromatic Compounds as Candida albicans CYP51 Enzyme Inhibitors." in ChemMedChem, 32, no. 4 (2018):342-349,
https://doi.org/10.1002/cmdc.201700602 . .

TY  - JOUR
AU  - Fotopoulou, Theano
AU  - Ćirić, Ana
AU  - Kritsi, Eftichia
AU  - Calhelha, Ricardo C.
AU  - Ferreira, Isabel C.F.R.
AU  - Soković, Marina
AU  - Zoumpoulakis, Panagiotis
AU  - Koufaki, Maria
PY  - 2016
UR  - http://radar.ibiss.bg.ac.rs/handle/123456789/6747
AB  - Natural b-thujaplicin displays a remarkable array of biological activities for the prevention or
treatment of various disorders while its tropolone scaffold inspired the synthesis of new analogs. The
main goal of the current study was to evaluate the influence of 4-substituted piperazine moieties at
position 7 of the b-thujaplicin scaffold, on the antimicrobial activity. In order to determine the
biological activity of the b-thujaplicin derivatives, a microdilution method was used against a wide
variety of bacteria and fungi. Pseudomonas aeruginosa PAO 1 was used for testing antiquorum and
antibiofilm effects. Four human tumor cell lines (MCF-7, NCI-H460, HeLa, and HepG2) and a porcine
liver derived cell line (PLP2) were used for testing antitumor and cytotoxic activity. The compounds
present better antibacterial and antifungal activity in comparison with approved antimicrobials used
as control agents. b-Thujaplicin showed strong antibacterial and antifungal activities against all
tested species. Further studies of their antibacterial activity revealed that all compounds presented
good antibiofilm and antiquorum effects. Fungi were more susceptible than bacteria to the tested
compounds, with the exception of MK150, which possessed the best antibacterial effect. None of the
tested compounds, at the GI50 values obtained for the tumor cell lines, have shown toxicity for non tumor liver cells (PLP2). The prediction of physicochemical properties of the compounds was
performed to further explain the structure–activity relationship. Finally, in order to explore a possible
mechanism of action of the synthesized compounds, molecular docking studies were performed on
CYP51 (14-a lanosterol demethylase), an important component of the fungal cell membrane.
PB  - Weinheim, Germany: WILEY-VCH Verlag GmbH & Co. KGaA,
T2  - Archiv der Pharmazie
T1  - Antimicrobial/Antibiofilm Activity and Cytotoxic Studies of b-Thujaplicin Derivatives
IS  - 9
VL  - 349
DO  - 10.1002/ardp.201600095
SP  - 698
EP  - 709
ER  - 

@article{
author = "Fotopoulou, Theano and Ćirić, Ana and Kritsi, Eftichia and Calhelha, Ricardo C. and Ferreira, Isabel C.F.R. and Soković, Marina and Zoumpoulakis, Panagiotis and Koufaki, Maria",
year = "2016",
abstract = "Natural b-thujaplicin displays a remarkable array of biological activities for the prevention or
treatment of various disorders while its tropolone scaffold inspired the synthesis of new analogs. The
main goal of the current study was to evaluate the influence of 4-substituted piperazine moieties at
position 7 of the b-thujaplicin scaffold, on the antimicrobial activity. In order to determine the
biological activity of the b-thujaplicin derivatives, a microdilution method was used against a wide
variety of bacteria and fungi. Pseudomonas aeruginosa PAO 1 was used for testing antiquorum and
antibiofilm effects. Four human tumor cell lines (MCF-7, NCI-H460, HeLa, and HepG2) and a porcine
liver derived cell line (PLP2) were used for testing antitumor and cytotoxic activity. The compounds
present better antibacterial and antifungal activity in comparison with approved antimicrobials used
as control agents. b-Thujaplicin showed strong antibacterial and antifungal activities against all
tested species. Further studies of their antibacterial activity revealed that all compounds presented
good antibiofilm and antiquorum effects. Fungi were more susceptible than bacteria to the tested
compounds, with the exception of MK150, which possessed the best antibacterial effect. None of the
tested compounds, at the GI50 values obtained for the tumor cell lines, have shown toxicity for non tumor liver cells (PLP2). The prediction of physicochemical properties of the compounds was
performed to further explain the structure–activity relationship. Finally, in order to explore a possible
mechanism of action of the synthesized compounds, molecular docking studies were performed on
CYP51 (14-a lanosterol demethylase), an important component of the fungal cell membrane.",
publisher = "Weinheim, Germany: WILEY-VCH Verlag GmbH & Co. KGaA,",
journal = "Archiv der Pharmazie",
title = "Antimicrobial/Antibiofilm Activity and Cytotoxic Studies of b-Thujaplicin Derivatives",
number = "9",
volume = "349",
doi = "10.1002/ardp.201600095",
pages = "698-709"
}

Fotopoulou, T., Ćirić, A., Kritsi, E., Calhelha, R. C., Ferreira, I. C.F.R., Soković, M., Zoumpoulakis, P.,& Koufaki, M.. (2016). Antimicrobial/Antibiofilm Activity and Cytotoxic Studies of b-Thujaplicin Derivatives. in Archiv der Pharmazie
Weinheim, Germany: WILEY-VCH Verlag GmbH & Co. KGaA,., 349(9), 698-709.
https://doi.org/10.1002/ardp.201600095

Fotopoulou T, Ćirić A, Kritsi E, Calhelha RC, Ferreira IC, Soković M, Zoumpoulakis P, Koufaki M. Antimicrobial/Antibiofilm Activity and Cytotoxic Studies of b-Thujaplicin Derivatives. in Archiv der Pharmazie. 2016;349(9):698-709.
doi:10.1002/ardp.201600095 .

Fotopoulou, Theano, Ćirić, Ana, Kritsi, Eftichia, Calhelha, Ricardo C., Ferreira, Isabel C.F.R., Soković, Marina, Zoumpoulakis, Panagiotis, Koufaki, Maria, "Antimicrobial/Antibiofilm Activity and Cytotoxic Studies of b-Thujaplicin Derivatives" in Archiv der Pharmazie, 349, no. 9 (2016):698-709,
https://doi.org/10.1002/ardp.201600095 . .