Undeniable Pharmacological Potentials of Quinazoline Motifs in Therapeutic Medicine

Ajani, Olayinka O.; Audu, Oluwatosin Yemisi; Aderohunmu, Damilola V.; Owolabi, Fisayo E.; Olomieja, Ayodele Ojo

doi:10.3923/ajdd.2017.1.24

Cited by 39 publications

(20 citation statements)

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“…Previous reports of structurally similar compounds (in quinazoline ring) but with different substituents have demonstrated different results in antiproliferative and antioxidant activities from our results [9,33,44].…”

Section: Resultscontrasting

confidence: 93%

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Synthesis, Antiproliferative, and Antioxidant Evaluation of 2-Pentylquinazolin-4(3H)-one(thione) Derivatives with DFT Study

et al. 2019

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The current study was chiefly designed to examine the antiproliferative and antioxidant activities of some novel quinazolinone(thione) derivatives 6–14. The present work focused on two main points; firstly, comparing between quinazolinone and quinazolinthione derivatives. Whereas, antiproliferative (against two cell lines namely, HepG2 and MCF-7) and antioxidant (by two methods; ABTS and DPPH) activities of the investigated compounds, the best quinazolinthione derivatives were 6 and 14, which exhibited excellent potencies comparable to quinazolinone derivatives 5 and 9, respectively. Secondly, we compared the activity of four series of Schiff bases which included the quinazolinone moiety (11a–d). In addition, the antiproliferative and antioxidant activities of the compounds with various aryl aldehyde hydrazone derivatives (11a–d) analogs were studied. The compounds exhibited potency that increased with increasing electron donating group in p-position (OH > OMe > Cl) due to extended conjugated systems. Noteworthy, most of antiproliferative and antioxidant activities results for the tested compounds are consistent with the DFT calculations.

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Section: Resultscontrasting

confidence: 93%

“…Quinazolinones have been synthesized by different methodologies [28,30,31,32,33,34,35,36,37], in the present study, the conventional methodology to construct novel qunizolinone compounds has been adopted, followed by the study of the antiproliferative activity, antioxidant activity, and DFT calculations for the synthesized compounds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Antiproliferative, and Antioxidant Evaluation of 2-Pentylquinazolin-4(3H)-one(thione) Derivatives with DFT Study

et al. 2019

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“…Quinazoline is a family of nitrogen-based bicyclic aromatic compounds that constitutes the core of many biologically active molecules and phamaceuticals. 143 Although many protocols are available to synthesize quinazoline derivatives, the development of new methodologies to synthesize structurally diverse quinazolines is highly desirable.…”

Section: Quinazolinesmentioning

confidence: 99%

Aryne-Based Multicomponent Coupling Reactions

Ghorai¹,

Lee²

2020

Synlett

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Multicomponent reactions (MCRs) constitute a powerful synthetic tool to generate a large number of small molecules with high atom economy, which thus can efficiently expand the chemical space with molecular diversity and complexity. Aryne-based MCRs offer versatile possibilities to construct functionalized arenes and benzo-fused heterocycles. Because of their electrophilic nature, arynes couple with a broad range of nucleophiles. Thus, a variety of aryne-based MCRs have been developed, the representative of which are summarized in this account.1 Introduction2 Aryne-Based Multicomponent Reactions2.1 Trapping with Isocyanides2.2 Trapping with Imines2.3 Trapping with Amines2.4 Insertion into π-Bonds2.5 Trapping with Ethers and Thioethers2.6 Trapping with Carbanions2.7 Transition-Metal-Catalyzed Approaches3 Strategies Based on Hexadehydro Diels–Alder Reaction3.1 Dihalogenation3.2 Halohydroxylation and Haloacylation3.3 Amides and Imides3.4 Quinazolines3.5 Benzocyclobutene-1,2-diimines and 3H-Indole-3-imines3.6 Other MCRs of Arynes and Isocyanides4 Conclusion

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“…Quinazoline derivatives and their condensed analogues have always attracted the attention of medicinal chemists as objects of advanced research, aimed at the elaboration of new drugs. This fact is explained by the high biological activity of natural, [1][2][3] as well as synthetic quinazolines [4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19] and, undoubtedly, their wide ability to chemical modification. [10][11][12][13]18 In recent years, the interest for this heterocyclic system has increased greatly since the introduction of in silico approaches to the drug search strategy, combinatorial chemistry and high-throughput screening.…”

Section: Introductionmentioning

confidence: 99%

Directed Search of Biologically Active Compounds among Hydrogenated Isoindolylalkyl(alkylaryl-,aryl-)carboxylic Acids with Quinazoline Fragment that Modify the Carbohydrate Metabolism: Design, Synthesis and Modification

Martynenko

Antypenko

Brazhko

et al. 2019

ACSi

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An effective synthesis of (3H-quinazoline-4-ylidene)hydrazides of N-carboxyalkyl-(arylalkyl-,aryl-)isoindoline-1,3-diones, using activated N-protected aminoacids and 4-hydrazinoquinazoline was proposed in the framework methodology of directed search of hypoglycemic agents (fragment-oriented design, molecular docking). These hydrazides prepared via cyclocondensation under acid catalysis were converted to the corresponding 2-([1,2,4]triazolo[1,5-c]quinazoline-2-yl-) alkyl-(alkylaryl-,aryl-)-hydroisoindole-1,3(2H)-diones. The structure of synthesized compounds was established using IR, 1 H and 13 C NMR spectroscopy and LC-MS and the features of spectral pattern were discussed. The results of pharmacological screening revealed a series of compounds, that are short-acting hypoglycemic agents like prandial regulators of glucose (Mitiglinide). The SAR analysis showed, that the introduction of a hydrogenated 1,3-dioxoisoindole moiety bonded through linker groups with 4-hydrazinoquinazoline and triazolo[1,5-c]quinazoline cycles is reasonable in the context of searching for short-acting hypoglycemic agents and requires further research.

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Undeniable Pharmacological Potentials of Quinazoline Motifs in Therapeutic Medicine

Cited by 39 publications

References 0 publications

Synthesis, Antiproliferative, and Antioxidant Evaluation of 2-Pentylquinazolin-4(3H)-one(thione) Derivatives with DFT Study

Synthesis, Antiproliferative, and Antioxidant Evaluation of 2-Pentylquinazolin-4(3H)-one(thione) Derivatives with DFT Study

Aryne-Based Multicomponent Coupling Reactions

Directed Search of Biologically Active Compounds among Hydrogenated Isoindolylalkyl(alkylaryl-,aryl-)carboxylic Acids with Quinazoline Fragment that Modify the Carbohydrate Metabolism: Design, Synthesis and Modification

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