Ezabadi, Iraj Rahavi

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Sulfonamide-1,2,4-triazole derivatives as antifungal and antibacterial agents: Synthesis, biological evaluation, lipophilicity, and conformational studies

Ezabadi, Iraj Rahavi; Camoutsis, Charalabos; Zoumpoulakis, Panagiotis; Geronikaki, Athina; Soković, Marina; Glamočlija, Jasmina; Ćirić, Ana

(Elsevier BV, 2008)

TY  - JOUR
AU  - Ezabadi, Iraj Rahavi
AU  - Camoutsis, Charalabos
AU  - Zoumpoulakis, Panagiotis
AU  - Geronikaki, Athina
AU  - Soković, Marina
AU  - Glamočlija, Jasmina
AU  - Ćirić, Ana
PY  - 2008
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/3586
AB  - A series of 10 new 5-[2-(substituted sulfamoyl)-4,5-dimethoxy-benzyl]-4aryl-s-triazole-3-thiones were synthesized and evaluated for in vitro antifungal and antibacterial activity. All compounds tested showed significant antifungal activity against all the micromycetes, compared to the commercial fungicide bifonazole. Differences in their activity depend on the substitution of different reactive groups. More specifically, best antifungal activity among synthetic analogues was shown with N-dimethylsulfamoyl group. All the compounds tested against bacteria showed the same activity as the commercial agent streptomycin, except for Enterobacter cloacce and Salmonella species. Chloramphenicol showed lower bactericidal effect than the synthetic compounds. Furthermore, it is apparent that different compounds reacted in different ways against bacteria. Gram (-) bacteria seem to be more sensitive to these compounds than Gram (+) species. An effort was made to correlate the above-mentioned differences in activity with lipophilicity studies. Furthermore, molecular modeling was used to obtain the main conformational features of this class of molecules for future structure-activity relationship studies.
PB  - Elsevier BV
T2  - Bioorganic & Medicinal Chemistry
T1  - Sulfonamide-1,2,4-triazole derivatives as antifungal and antibacterial agents: Synthesis, biological evaluation, lipophilicity, and conformational studies
IS  - 3
VL  - 16
DO  - 10.1016/j.bmc.2007.10.082
SP  - 1150
EP  - 1161
ER  - 
@article{
author = "Ezabadi, Iraj Rahavi and Camoutsis, Charalabos and Zoumpoulakis, Panagiotis and Geronikaki, Athina and Soković, Marina and Glamočlija, Jasmina and Ćirić, Ana",
year = "2008",
abstract = "A series of 10 new 5-[2-(substituted sulfamoyl)-4,5-dimethoxy-benzyl]-4aryl-s-triazole-3-thiones were synthesized and evaluated for in vitro antifungal and antibacterial activity. All compounds tested showed significant antifungal activity against all the micromycetes, compared to the commercial fungicide bifonazole. Differences in their activity depend on the substitution of different reactive groups. More specifically, best antifungal activity among synthetic analogues was shown with N-dimethylsulfamoyl group. All the compounds tested against bacteria showed the same activity as the commercial agent streptomycin, except for Enterobacter cloacce and Salmonella species. Chloramphenicol showed lower bactericidal effect than the synthetic compounds. Furthermore, it is apparent that different compounds reacted in different ways against bacteria. Gram (-) bacteria seem to be more sensitive to these compounds than Gram (+) species. An effort was made to correlate the above-mentioned differences in activity with lipophilicity studies. Furthermore, molecular modeling was used to obtain the main conformational features of this class of molecules for future structure-activity relationship studies.",
publisher = "Elsevier BV",
journal = "Bioorganic & Medicinal Chemistry",
title = "Sulfonamide-1,2,4-triazole derivatives as antifungal and antibacterial agents: Synthesis, biological evaluation, lipophilicity, and conformational studies",
number = "3",
volume = "16",
doi = "10.1016/j.bmc.2007.10.082",
pages = "1150-1161"
}
Ezabadi, I. R., Camoutsis, C., Zoumpoulakis, P., Geronikaki, A., Soković, M., Glamočlija, J.,& Ćirić, A.. (2008). Sulfonamide-1,2,4-triazole derivatives as antifungal and antibacterial agents: Synthesis, biological evaluation, lipophilicity, and conformational studies. in Bioorganic & Medicinal Chemistry
Elsevier BV., 16(3), 1150-1161.
https://doi.org/10.1016/j.bmc.2007.10.082
Ezabadi IR, Camoutsis C, Zoumpoulakis P, Geronikaki A, Soković M, Glamočlija J, Ćirić A. Sulfonamide-1,2,4-triazole derivatives as antifungal and antibacterial agents: Synthesis, biological evaluation, lipophilicity, and conformational studies. in Bioorganic & Medicinal Chemistry. 2008;16(3):1150-1161.
doi:10.1016/j.bmc.2007.10.082 .
Ezabadi, Iraj Rahavi, Camoutsis, Charalabos, Zoumpoulakis, Panagiotis, Geronikaki, Athina, Soković, Marina, Glamočlija, Jasmina, Ćirić, Ana, "Sulfonamide-1,2,4-triazole derivatives as antifungal and antibacterial agents: Synthesis, biological evaluation, lipophilicity, and conformational studies" in Bioorganic & Medicinal Chemistry, 16, no. 3 (2008):1150-1161,
https://doi.org/10.1016/j.bmc.2007.10.082 . .
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