Anti-diabetic and anti-parasitic properties of a family of luminescent zinc coordination compounds based on the 7-amino-5-methyl-1,2,4-triazolo[1,5-α] pyrimidine ligand

被引:9
作者
Esteban-Parra, Gines M. [1 ]
San Sebastian, Eider [2 ]
Cepeda, Javier [2 ]
Sanchez-Gonzalez, Cristina [3 ]
Rivas-Garcia, Lorenzo [3 ]
Llopis, Juan [3 ]
Aranda, Pilar [3 ]
Sanchez-Moreno, Manuel [4 ]
Quiros, Miguel [1 ]
Rodriguez-Dieguez, Antonio [1 ]
机构
[1] Univ Granada, Dept Inorgan Chem, C Severo Ochoa S-N, Granada 18071, Spain
[2] Univ Basque Country UPV EHU, Fac Quim, Dept Quim Aplicada, San Sebastian 20018, Spain
[3] Univ Granada, Dept Physiol, Cartuja Campus, Granada 18071, Spain
[4] Univ Granada, Dept Parasitol, Avda Severo Ochoa S-N, Granada 18071, Spain
关键词
Zinc; 7-Amino-5-methyl-1,2,4-triazolo[1,5-alpha; pyrimidine ligand; Luminescence; Diabetes; Lesihmaniasis; Chagas; METAL-ORGANIC FRAMEWORKS; ROOM-TEMPERATURE PHOSPHORESCENCE; IN-VIVO; COMPLEXES; DESIGN; BINDING; POLYCARBOXYLATE; COPPER(II); INHIBITION; CHEMISTRY;
D O I
10.1016/j.jinorgbio.2020.111235
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
We report on the formation of a triazolopyrimidine derivative ligand, 7-amino-5-methyl-1,2,4-triazolo[1,5-alpha] pyrimidine (7-amtp), and a new family of coordination compounds based on this ligand and zinc as metal ion, synthesized by conventional routes. These materials possess different mononuclear structures, namely [ZnCl2(7-amtp)(2)] (1), [Zn(7-amtp)(2)(H2O)(4)](NO3)(2)2(7-amtp)6H(2)O (2) and [Zn(7-amtp)(2)(H2O)(4)](SO4)1.5H(2)O (3) derived from the use of different zinc (II) salts, in such a way that the counterions govern the crystallization to a large extent. These compounds present and show variable luminescent properties based on ligand-centred charge transfers which have been deeply studied by Time Dependent Density Functional Theory (TD-DFT) calculations. When these compounds are transferred to solution, preserving complex entities as corroborated by NMR studies, they present interesting anti-diabetic and anti-parasitic capabilities, with a comparatively higher selectivity index than other previously reported triazolopyrimidine-based materials. The results derived from in vivo experiments conducted in mice also confirm their promising activity as anti-diabetic drug being capable of dropping glucose levels after oral administration. Therefore, these new materials may be considered as excellent candidates to be further investigated in the field of luminescent coordination compounds with biomedical applications.
引用
收藏
页数:13
相关论文
共 75 条
[1]   Gabedit-A Graphical User Interface for Computational Chemistry Softwares [J].
Allouche, Abdul-Rahman .
JOURNAL OF COMPUTATIONAL CHEMISTRY, 2011, 32 (01) :174-182
[2]   SIR97:: a new tool for crystal structure determination and refinement [J].
Altomare, A ;
Burla, MC ;
Camalli, M ;
Cascarano, GL ;
Giacovazzo, C ;
Guagliardi, A ;
Moliterni, AGG ;
Polidori, G ;
Spagna, R .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1999, 32 :115-119
[3]   Quantum Dot Light-Emitting Devices with Electroluminescence Tunable over the Entire Visible Spectrum [J].
Anikeeva, Polina O. ;
Halpert, Jonathan E. ;
Bawendi, Moungi G. ;
Bulovic, Vladimir .
NANO LETTERS, 2009, 9 (07) :2532-2536
[4]  
[Anonymous], 2014, J MOL MODEL
[5]  
[Anonymous], 2016, Global report on psoriasis
[6]  
[Anonymous], 2005, DUBAI DIABETES ENDOC
[7]   Transcription Factor CREM Mediates High Glucose Response in Cardiomyocytes and in a Male Mouse Model of Prolonged Hyperglycemia [J].
Barbati, Saviana A. ;
Colussi, Claudia ;
Bacci, Lorenza ;
Aiello, Aurora ;
Re, Agnese ;
Stigliano, Egidio ;
Isidori, Andrea M. ;
Grassi, Claudio ;
Pontecorvi, Alfredo ;
Farsetti, Antonella ;
Gaetano, Carlo ;
Nanni, Simona .
ENDOCRINOLOGY, 2017, 158 (07) :2391-2405
[8]   Luminescent complexes beyond the platinum group:: the d10 avenue [J].
Barbieri, Andrea ;
Accorsi, Gianluca ;
Armaroli, Nicola .
CHEMICAL COMMUNICATIONS, 2008, (19) :2185-2193
[9]   DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].
BECKE, AD .
JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652
[10]   Highly Active Anti-Diabetic Metal-Organic Framework [J].
Briones, David ;
Fernandez, Belen ;
Calahorro, Antonio J. ;
Fairen-Jimenez, David ;
Sanz, Raul ;
Martinez, Fernando ;
Orcajo, Gisela ;
San Sebastian, Eider ;
Seco, Jose M. ;
Sanchez Gonzalez, Cristina ;
Llopis, Juan ;
Rodriguez-Dieguez, Antonio .
CRYSTAL GROWTH & DESIGN, 2016, 16 (02) :537-540