RT Journal Article
T1 Synthesis and in vitro study of nitro- and methoxy-2-phenylbenzofurans as human Monoamine Oxidase inhibitors
A1 Delogu, Giovanna Lucia
A1 Kumar, Amit
A1 Gatto, Gianluca
A1 Bustelo Paz, Fernando
A1 Saavedra, Lucía M
A1 Rodríguez Franco, María Isabel
A1 Laguna-Francia, Reyes
A1 Viña Castelao, María Dolores
K1 2-Phenylbenzofurans
K1 Monoamine Oxidase Inhibitors
K1 Docking studies
AB A new series of 2-phenylbenzofuran derivatives were designed and synthesized todetermine relevant structural features for the MAO inhibitory activity and selectivity. Methoxy substituents were introduced in the 2-phenyl ring, whereas the benzofuran moiety was notsubstituted or substituted at the positions 5 or 7 with a nitro group. Substitution patterns onboth the phenyl ring and the benzofuran moiety determine the affinity for MAO-A or MAO-B.The 2-(3-methoxyphenyl)-5-nitrobenzofuran 9 was the most potent MAO-B inhibitor (IC50 =0.024 μM) identified in this series, whereas 7-nitro-2-phenylbenzofuran 7 was the mostpotent MAO-A inhibitor (IC50 = 0.168 μM), both acting as reversible inhibitors. The numberand position of the methoxyl groups on the 2-phenyl ring, have an important influence onthe inhibitory activity. Molecular docking studies confirmed the experimental results andhighlighted the importance of key residues in enzyme inhibition.
PB Elsevier
SN 1090-2120
SN 0045-2068
YR 2021
FD 2021-01-05
LK http://hdl.handle.net/10347/32623
UL http://hdl.handle.net/10347/32623
LA eng
NO Delogu, G.L.; Kumar, A.; Gatto, G.; Bustelo, F.; Saavedra, L.M.; Rodríguez-Franco, M.I.; Laguna, R.; Viña, D. Synthesis and in vitro study of nitro- and methoxy-2-phenylbenzofurans as human monoamine oxidase inhibitors. Bioorg. Chem. 2021;107:104616
NO The financial support (ED431G 2019/02) from the Xunta de Galicia (Centro singular de investigación de Galicia accreditation 2019-2022) and the European Union (European Regional Development Fund - ERDF), is gratefully acknowledged. The present work was partially supported by FIR (Fondo Integrativo per la Ricerca – annualità 2018) University of Cagliari. G. L. Delogu is grateful to R. Mascia (University of Cagliari) for his technical assistance. M.I.R.-F. thanks the financial support from Spanish Ministry of Science, Innovation and Universities (grant RTI2018-093955-B-C21) and General Council for Research and Innovation of the Community of Madrid / European Structural Funds (grant B2017/BMD-3827 - NRF24ADCM)
DS Minerva
RD 28 abr 2026