Open Access
Antibiotics, volume 9, issue 7, pages 369
Antimicrobial and antifungal activity of rare substituted 1,2,3-thiaselenazoles and corresponding matched pair 1,2,3-dithiazoles
Laitinen Tuomo
1
,
Baranovsky Ilia V
2
,
Konstantinova Lidia S.
2, 3
,
Poso Antti
1, 4
,
Rakitin Oleg A.
2, 3
,
1
2
5
Department of Pharmacology, School of Medicine, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599, USA
|
Publication type: Journal Article
Publication date: 2020-07-01
PubMed ID:
32630252
Biochemistry
Microbiology (medical)
Microbiology
Infectious Diseases
Pharmacology (medical)
General Pharmacology, Toxicology and Pharmaceutics
Abstract
We report our investigations into the underlying differences between 1,2,3-dithiazole and their ultra-rare counterpart, 1,2,3-thiaselenazole. This rare 1,2,3-thiaselenazole chemotype was afforded by sulfur extrusion and selenium insertion into the preconstructed 1,2,3-dithiazoles. We built a library of matched paired compounds to compare and contrast the two ring systems. This led to the development of both narrow and broad-spectrum antimicrobial compounds with sub-micro molar potency, limited to no toxicity and a further understanding of the transition state electronics through molecular simulations. We also identified the potent 4,5,6-trichlorocyclopenta[d][1,2,3]thiaselenazole 11a, for use against Candida albicans, Cryptococcus neoformans var. grubii, Staphylococcus aureus and Acinetobacter baumannii, all of which have limited clinical treatment options. The 1,2,3-thiaselenazole represents a new class of potential compounds for the treatment of a host of multi-resistant hospital derived infections.
Citations by journals
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1
2
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Molecules
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Molecules
2 publications, 25%
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ChemistrySelect
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ChemistrySelect
2 publications, 25%
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Antibiotics
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Antibiotics
1 publication, 12.5%
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Bioorganic and Medicinal Chemistry
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Bioorganic and Medicinal Chemistry
1 publication, 12.5%
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Bioorganic and Medicinal Chemistry Letters
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Bioorganic and Medicinal Chemistry Letters
1 publication, 12.5%
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Russian Journal of General Chemistry
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Russian Journal of General Chemistry
1 publication, 12.5%
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1
2
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Citations by publishers
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1
2
3
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
3 publications, 37.5%
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Elsevier
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Elsevier
2 publications, 25%
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Wiley
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Wiley
2 publications, 25%
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Pleiades Publishing
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Pleiades Publishing
1 publication, 12.5%
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1
2
3
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Laitinen T. et al. Antimicrobial and antifungal activity of rare substituted 1,2,3-thiaselenazoles and corresponding matched pair 1,2,3-dithiazoles // Antibiotics. 2020. Vol. 9. No. 7. p. 369.
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Laitinen T., Baranovsky I. V., Konstantinova L. S., Poso A., Rakitin O. A., Asquith C. R. M. Antimicrobial and antifungal activity of rare substituted 1,2,3-thiaselenazoles and corresponding matched pair 1,2,3-dithiazoles // Antibiotics. 2020. Vol. 9. No. 7. p. 369.
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TY - JOUR
DO - 10.3390/antibiotics9070369
UR - https://doi.org/10.3390%2Fantibiotics9070369
TI - Antimicrobial and antifungal activity of rare substituted 1,2,3-thiaselenazoles and corresponding matched pair 1,2,3-dithiazoles
T2 - Antibiotics
AU - Baranovsky, Ilia V
AU - Konstantinova, Lidia S.
AU - Laitinen, Tuomo
AU - Poso, Antti
AU - Rakitin, Oleg A.
AU - Asquith, Christopher R M
PY - 2020
DA - 2020/07/01 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 369
IS - 7
VL - 9
PMID - 32630252
SN - 2079-6382
ER -
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@article{2020_Laitinen,
author = {Ilia V Baranovsky and Lidia S. Konstantinova and Tuomo Laitinen and Antti Poso and Oleg A. Rakitin and Christopher R M Asquith},
title = {Antimicrobial and antifungal activity of rare substituted 1,2,3-thiaselenazoles and corresponding matched pair 1,2,3-dithiazoles},
journal = {Antibiotics},
year = {2020},
volume = {9},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {jul},
url = {https://doi.org/10.3390%2Fantibiotics9070369},
number = {7},
pages = {369},
doi = {10.3390/antibiotics9070369}
}
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MLA
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Laitinen, Tuomo, et al. “Antimicrobial and antifungal activity of rare substituted 1,2,3-thiaselenazoles and corresponding matched pair 1,2,3-dithiazoles.” Antibiotics, vol. 9, no. 7, Jul. 2020, p. 369. https://doi.org/10.3390%2Fantibiotics9070369.