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 . .