_Applied_  
_sciences_  
**In Vitro and In Silico Screening of 2,4,5-Trisubstituted**  
**Imidazole Derivatives as Potential Xanthine Oxidase**  
**and Acetylcholinesteraseerase Inhibitors, Antioxidant, and Antiproliferative Agents**  
**[PERSON] \({}^{1}\)\({}^{\copyright}\), [PERSON] \({}^{1,\star}\)\({}^{\copyright}\), [PERSON] \({}^{1}\)\({}^{\copyright}\), [PERSON] \({}^{1}\), [PERSON] \({}^{2}\)\({}^{\copyright}\), [PERSON] \({}^{3}\)\({}^{\copyright}\), [PERSON] \({}^{4}\), [PERSON] \({}^{4}\)\({}^{\copyright}\), [PERSON] \({}^{1,5}\)\({}^{\copyright}\), [PERSON] \({}^{6}\)\({}^{\copyright}\) and [PERSON] \({}^{1,\star}\)\({}^{\copyright}\)**  
\({}^{1}\) Facultad de Ciencias Quimicas e Ingenieria, Universidad Autonoma de Baja California, Tijuana 22390, Mexico; [EMAIL_ADDRESS] (E.N.-I); [PERSON] (A.E.-C.); [EMAIL_ADDRESS] (V.W.B.-C.); [PERSON]S] (R.A.C.-S.)  
\({}^{2}\) BioLab, Instituto Universitario de Bio-Organica \"[PERSON]\" (IUBO-AG), Universidad de La Laguna, c/[PERSON] 2, 38206 La Laguna, Spain; [EMAIL_ADDRESS]  
\({}^{3}\) Departamento de Quimica Analitica, Facultad de Medicina, Universidad Autonoma de Nuevo Leon, San Nicolas de los Garza, Monterrey 64460, Mexico; [EMAIL_ADDRESS]  
\({}^{4}\) Departamento de Bioquimica, Facultad de Medicina Mexicali, Universidad Autonoma de Baja California, Mexicali 21000, Mexico; [EMAIL_ADDRESS] (R.D.-M.); [EMAIL_ADDRESS] (V.G.-G.)  
\({}^{5}\) Tecnologico de Monterrey, Escuela de Ingenieria y Ciencias, Av. [PERSON] Garza Sada 2501 Sur, Monterrey 64849, Mexico  
\({}^{6}\) Centro de Graduados e Investigacion en Quimica, Tecnologico Nacional de Mexico/Instituto Tecnologico de Tijuana, Tijuana 22510, Mexico; [EMAIL_ADDRESS]  
\({}^{7}\) Correspondence: [PERSON]ADDRESS] (L.D.-R.); [EMAIL_ADDRESS] (I.C.-G.); Tel.: +52-664-120-7741 (I.C.-G.)  
Received: 18 February 2020; Accepted: 8 April 2020; Published: 22 April 2020  
**Abstract:** The employment of privileged scaffolds in medicinal chemistry supplies scientists with a solid start in the search for new and improved therapeutic molecules. One of these scaffolds is the imidazole ring, from which several derivatives have shown a wide array of biological activities. A series of 2,4,5-triphenyl imidazole derivatives were synthesized, characterized, and evaluated in vitro as antioxidant molecules using 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2-2'-azino-bis-(3-ethylbenzothazoline-6-sulfonate) (ABTS\({}^{+}\)) assays, acetylcholinesterasecholinesteraseerase (AChE) and xanthine oxidase (XO) inhibitors as well as antiproliferative agents. Additional in silico studies such as docking and determination of their absorption, distribution, metabolism, and excretion (ADME) properties were calculated. Compounds **3** and **10** were the most active antioxidants in both the DPPH and ABTS assays (EC\({}_{50}\) of 0.141 and 0.174 mg/mL, and 0.168 and 0.162 mg/mL, respectively). In the enzymatic inhibition, compound **1** showed the best activity, inhibiting 25.8% of AChE at a concentration of 150 ug/mL, and compound **3** was the most active XO inhibitor with an IC\({}_{50}\) of 85.8 ug/mL. Overall, against the six different evaluated cancerous cell lines, molecules **2**, **10**, and **11** were the most antiproliferative compounds. In silico predictions through docking point out **11**, and ADME analysis to **11** and **12**, as good candidates for being lead compounds for further derivations.  
**Keywords:** imidazole; antiproliferative; antioxidant activities; docking; DPPH; ABTS; acetylcholineinesterase; xanthine oxidase