Recent advancements in oxadiazole-based anticancer agents

Abstract

Oxadiazole ring system occupies a significant position among heterocyclic templates for medicinal compounds due to its wide spectrum of biological activities. This article entails an in-depth review of the ability of oxadiazole derivatives to induce apoptosis of cancer cells. FDA has approved a number of drugs for the treatment of different types of cancer. There is, however, a continuing need for the development of new anticancer agents due to increasing cases of drug resistance. Moreover, medicinalchemists are continuously struggling to invent selective cytotoxic agents with minimum side effects. This work reviews the significance of oxadiazole ring system and its potential to act as a template for novel anticancer agents.

Novel 3′-Substituted-1′,2′,4′-Oxadiazole Derivatives of 18βH-Glycyrrhetinic Acid and Their O-Acylated Amidoximes: Synthesis and Evaluation of Antitumor and Anti-Inflammatory Potential In Vitro and In Vivo

“…According to the 1 H NMR spectra, the formation of a 1,2,4-oxadiazole ring is evidenced by the disappearance of NH 2 group signals of compounds 3a-h. The 13 C NMR spectra show a shift to a weak field of C-5 signals by [10][11][12] ppm, C-3 by 11-14 ppm, and C-29 by 1.5-2 ppm, and a shift to a higher field of the C-20 signal by 5.5-6 ppm. Subsequent alkaline hydrolysis of the 3-acetoxy group led to the formation of compounds 5a-h, with 48-82% yields after purification.…”

Síntese, caracterização e atividade antitumoral in vitro de uma série de 1,2,4-oxadiazois 3,5-substituídos

“…Para concentração única, uma escala de intensidade foi utilizada para avaliar o potencial citotóxico das amostras testadas. De acordo com o percentual de inibição de crescimento celular, as amostras podem ser classificadas em amostras sem atividade (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18)(19)(20), com pouca atividade (20-50), atividade moderada (50-70) e muita atividade numa escala de citotoxidade (70-100). Adicionalmente, os experimentos serão analisados segundo suas médias e respectivos desvios no programa Graphpad Prism, feitas também pelo laboratório de Departamento de Fisiologia e Farmacologia da UFPE.…”

“…Nos últimos 40 anos, o 1,2,4-oxadiazol heterociclo tem sido amplamente explorado trazendo um grande número de compostos exibindo diversas atividades biológicas. A literatura relata um conjunto diversificado de aplicações (Figura 2) para o núcleo de 1,2,4-oxadiazol na química medicinal [5,6], como antiasmático (1) [7], antidiabético (2) [8], antitumoral (3, 4 e 5) [9,10,11], anti-inflamatório (6) [12], antioxidante (7) [13] antimicrobiano (8 e 9) [14], anti-Alzheimer (10) [15,16]. Além disso, derivados de 1,2,4-oxadiazol também encontraram aplicação como cristais líquidos (11) supramoleculares e HEDMs [17,18,19].…”

“…Figura 2: Exemplos de 1,2,4-Oxadiazóis com aplicações na química medicinal, química de materiais e na química agrícola [7][8][9][10][11][12][13][20][21][22].…”

Synthesis of some new 1-(5-((1H-pyrazol-1-yl)methyl)-2-aryl-1,3,4-oxadiazol-3(2H)-yl) ethanone derivatives and study their antimicrobial activity

“…1,3,4-oxadiazole derivatives have been possessed diverse biological activities such as antimicrobial, antitubercular, antimalarial, antiviral [16][17][18], analgesic, anti-in ammatory, CNS depressant, anticonvulsant, hypnotic, sedative, muscle relaxants [19], insecticidal, herbicidal [20], antitumor, cytotoxic [21,22], lipid peroxidation inhibitor, diuretic, antioxidant [23], etc. Therefore, 1,3,4-oxadiazoles have attracted researchers all over the world to work in this area of new drug development.…”