Open Access
Open access
volume 34 issue 1 pages 1511-1525

Benzo[b]tiophen-3-ol derivatives as effective inhibitors of human monoamine oxidase: design, synthesis, and biological activity

Paolo Guglielmi 1
Daniela Secci 1
Anél Petzer 2
Donatella Bagetta 3, 4
Paola Chimenti 1
Giulia Rotondi 1
Claudio Ferrante 5
Lucia Recinella 5
Sheila Leone 5
Stefano Alcaro 3, 4
Gokhan Zengin 6
Jacobus P. Petzer 2
J. P. Petzer 2
Francesco Ortuso 3, 4
Publication typeJournal Article
Publication date2019-01-01
scimago Q2
wos Q1
SJR0.857
CiteScore11.2
Impact factor5.4
ISSN14756366, 14756374
Drug Discovery
General Medicine
Pharmacology
Abstract
A series of benzo[b]thiophen-3-ols were synthesised and investigated as potential human monoamine oxidase (hMAO) inhibitors in vitro as well as ex vivo in rat cortex synaptosomes by means of evaluation of 3,4-dihydroxyphenylacetic acid/dopamine (DOPAC/DA) ratio and lactate dehydrogenase (LDH) activity. Most of these compounds possessed high selectivity for the MAO-B isoform and a discrete antioxidant and chelating potential. Molecular docking studies of all the compounds underscored potential binding site interactions suitable for MAO inhibition activity, and suggested structural requirements to further improve the activity of this scaffold by chemical modification of the aryl substituents. Starting from this heterocyclic nucleus, novel lead compounds for the treatment of neurodegenerative disease could be developed.
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GOST |
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GOST Copy
Guglielmi P. et al. Benzo[b]tiophen-3-ol derivatives as effective inhibitors of human monoamine oxidase: design, synthesis, and biological activity // Journal of Enzyme Inhibition and Medicinal Chemistry. 2019. Vol. 34. No. 1. pp. 1511-1525.
GOST all authors (up to 50) Copy
Guglielmi P., Secci D., Petzer A., Bagetta D., Chimenti P., Rotondi G., Ferrante C., Recinella L., Leone S., Alcaro S., Zengin G., Petzer J. P., Petzer J. P., Ortuso F., Carradori S. Benzo[b]tiophen-3-ol derivatives as effective inhibitors of human monoamine oxidase: design, synthesis, and biological activity // Journal of Enzyme Inhibition and Medicinal Chemistry. 2019. Vol. 34. No. 1. pp. 1511-1525.
RIS |
Cite this
RIS Copy
TY - JOUR
DO - 10.1080/14756366.2019.1653864
UR - https://doi.org/10.1080/14756366.2019.1653864
TI - Benzo[b]tiophen-3-ol derivatives as effective inhibitors of human monoamine oxidase: design, synthesis, and biological activity
T2 - Journal of Enzyme Inhibition and Medicinal Chemistry
AU - Guglielmi, Paolo
AU - Secci, Daniela
AU - Petzer, Anél
AU - Bagetta, Donatella
AU - Chimenti, Paola
AU - Rotondi, Giulia
AU - Ferrante, Claudio
AU - Recinella, Lucia
AU - Leone, Sheila
AU - Alcaro, Stefano
AU - Zengin, Gokhan
AU - Petzer, Jacobus P.
AU - Petzer, J. P.
AU - Ortuso, Francesco
AU - Carradori, Simone
PY - 2019
DA - 2019/01/01
PB - Taylor & Francis
SP - 1511-1525
IS - 1
VL - 34
PMID - 31422706
SN - 1475-6366
SN - 1475-6374
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2019_Guglielmi,
author = {Paolo Guglielmi and Daniela Secci and Anél Petzer and Donatella Bagetta and Paola Chimenti and Giulia Rotondi and Claudio Ferrante and Lucia Recinella and Sheila Leone and Stefano Alcaro and Gokhan Zengin and Jacobus P. Petzer and J. P. Petzer and Francesco Ortuso and Simone Carradori},
title = {Benzo[b]tiophen-3-ol derivatives as effective inhibitors of human monoamine oxidase: design, synthesis, and biological activity},
journal = {Journal of Enzyme Inhibition and Medicinal Chemistry},
year = {2019},
volume = {34},
publisher = {Taylor & Francis},
month = {jan},
url = {https://doi.org/10.1080/14756366.2019.1653864},
number = {1},
pages = {1511--1525},
doi = {10.1080/14756366.2019.1653864}
}
MLA
Cite this
MLA Copy
Guglielmi, Paolo, et al. “Benzo[b]tiophen-3-ol derivatives as effective inhibitors of human monoamine oxidase: design, synthesis, and biological activity.” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 34, no. 1, Jan. 2019, pp. 1511-1525. https://doi.org/10.1080/14756366.2019.1653864.