1846-97-5Relevant articles and documents
A simple fluorescent probe with two different fluorescence signals for rapid sequence distinguishing of Cys/Hcy/GSH and intracellular imaging
Fan, Yu Zhu,Han, Lei,Li, Nian Bing,Luo, Hong Qun,Qing, Min,Xu, Zi Yi,Yang, Yu Zhu
, (2021)
Based on the 7-nitro-1,2,3-benzoxadiazole (NBD) unit, many fluorescent probes have been developed for the differential detection of biothiols. Among them, however, the use of fluorescent probes for rapid simultaneous identification of biothiols in vivo ha
Coumarins and adenosine receptors: New perceptions in structure–affinity relationships
Fonseca, André,Matos, Maria Jo?o,Vilar, Santiago,Kachler, Sonja,Klotz, Karl-Norbert,Uriarte, Eugenio,Borges, Fernanda
, p. 245 - 256 (2017/12/29)
Adenosine receptor (AR) subtypes are involved in several physiological and pharmacological processes. Ligands that are able to selectively modulate one receptor subtype can delay or slow down the progression of diverse diseases. In this context, our research group focused its investigation into the discovery and development of novel, potent and selective AR ligands based on coumarin scaffold. Therefore, a series of 3-phenylcarboxamidocoumarins were synthesized and their affinity for the human AR subtypes was screened by radioligand binding assays for A1, A2A and A3 receptors and for A2B by adenylyl cyclase assay. Compound 26 was found to be the most remarkable, with a hA1/hA3 and hA2A/hA3 selectivity of 42, for the A3 AR (Ki?=?2.4?μm). Receptor-driven molecular modelling studies have provided valuable information on the binding/selectivity data of compound 26 and for the following optimization process. Moreover, compound 26 presents drug-like properties according to the general guidelines linked to the concept.
Synthesis, molecular modeling, and selective inhibitory activity against human monoamine oxidases of 3-carboxamido-7-substituted coumarins
Chimenti, Franco,Secci, Daniela,Bolasco, Adriana,Chimenti, Paola,Bizzarri, Bruna,Granese, Arianna,Carradori, Simone,Yá?ez, Matilde,Orallo, Francisco,Ortuso, Francesco,Alcaro, Stefano
body text, p. 1935 - 1942 (2009/12/07)
A large series of 3-carboxamido-7-substituted coumarins have been synthesized and tested in vitro for their human monoamine oxidase A and B (hMAO-A and hMAO-B) inhibitory activity. Taking into account all the relevant structural information on MAOs reported in the literature, we made some changes in the coumarin nucleus and examined with particular attention the effect on activity and selectivity of substituting at position 3 with N-aryl or N-alkyl carboxamide and at position 7 with a benzyloxy or a 4'-F-benzyloxy group. Some of the assayed compounds proved to be potent, selective inhibitors of hMAO-B with IC50 values in the micromolar range. To better understand the enzyme-inhibitor interaction and to explain the selectivity of the most active compounds toward hMAOs, molecular modeling studies were carried out on new, high resolution, hMAO-A and hMAO-B crystallographic structures. ?2009 American Chemical Society.
