Green and efficient one-pot three-component synthesis of novel drug-like furo[2,3-d]pyrimidines as potential active site inhibitors and putative allosteric hotspots modulators of both SARS-CoV-2 MPro and PLPro

Mousavi, Hossein; Zeynizadeh, Behzad; Rimaz, Mehdi

doi:10.1016/j.bioorg.2023.106390

Cited by 17 publications

(9 citation statements)

References 242 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Furthermore, the article delves into the druglikeness properties of the synthesized compounds through in silico ADMET analyses VIII (scheme 2 demonstrates). [33] In conclusion, the diverse biological and pharmacological properties of pyrimidine derivatives have been explored through various studies. These compounds have shown promising potential in the development of new therapeutic agents, with applications ranging from antioxidant and antibacterial agents to antifungal and anticancer drugs.…”

Section: Biological Activity and Applicationsmentioning

confidence: 99%

“…In a significant contribution to the field of organic chemistry, Mousavi et al. (2023) [33] have reported a novel and efficient synthetic strategy. This strategy involves a green, one‐pot, three‐component reaction that leads to the successful preparation of 5‐aroyl(or heteroaroyl)‐6‐(alkylamino)‐1,3‐dimethylfuro[2,3‐ d ]pyrimidine‐2,4 (1 H ,3 H )‐diones 212 .…”

Section: Synthetic Techniques For the Preparation Of Furo[23‐d]pyrimi...mentioning

confidence: 99%

See 1 more Smart Citation

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

Rezaeifard,

Bakherad,

Navidpour

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

Due to their extensive applications in pharmaceuticals and natural substances, organic synthesis and heterocyclic compounds have been at the forefront of research for many years. Pyrimidine is one of the heterocyclic compounds that have various derivatives with promising biological and pharmacological properties. This review article covers the synthesis and biological effects of pyrimidine derivatives, such as pyrano[2,3‐d]pyrimidines, pyrido[2,3‐d]pyrimidines, and furo[2,3‐d]pyrimidines. The compounds discussed in this review have a wide range of biological activities. Recent advances in green chemistry have led to the development of eco‐friendly synthetic methods for producing these bioactive heterocycles. This review aims to present various synthetic methods and biological effects of these compounds and provide new opportunities for organic chemists to develop potent nitrogen‐ and oxygen‐containing heterocycles for future applications. The review highlights examples of successful syntheses and applications of pyrimidine derivatives in the fields of antibacterial, antifungal, anticancer, enzyme inhibition, and antiviral research.

show abstract

Section: Biological Activity and Applicationsmentioning

confidence: 99%

Section: Synthetic Techniques For the Preparation Of Furo[23‐d]pyrimi...mentioning

confidence: 99%

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

Rezaeifard,

Bakherad,

Navidpour

et al. 2024

ChemistrySelect

View full text Add to dashboard Cite

show abstract

“…179 Some drug-like furo [2,3-d]pyrimidines and other 74 drug-like compounds were screened as potential active site inhibitors and putative allosteric hotspots modulators of SARS-CoV-2 Mpro and PLpro. 181 It has also been reported that some pertinent medicinal plants i.e. Eurycoma harmandiana, Sophora avescens and Andrographis paniculata contain phyto-compounds, such as terpenoids, avonoids and their glycosides, act against SARS-COV-2 PLpro and Mpro proteases.…”

Section: Dual and Multi-targeting Inhibitors Of Sars-cov-2 Enzymesmentioning

confidence: 99%

Main and papain-like proteases as prospective targets for pharmacological treatment of coronavirus SARS-CoV-2

Yevsieieva,

Lohachova,

Kyrychenko

et al. 2023

RSC Adv.

View full text Add to dashboard Cite

show abstract

“…Next, an environmentally benign, convenient, and efficient one‐pot three‐component reaction developed for the regioselective synthesis of 5‐aroyl(or heteroaroyl)‐6‐(alkylamino)‐1,3‐dimethylfuro[2,3‐ d ]pyrimidine‐2,4(1 H ,3 H )‐diones 30 as potential active site inhibitors and putative allosteric hotspots modulators of both SARS‐CoV‐2 M Pro and PL Pro in 84%–95% yields through the sequential condensation of aryl(or heteroaryl)glyoxal monohydrates, 4a, and alkyl(viz. cyclohexyl or tert butyl)isocyanides catalyzed by ultra‐low loading ZrOCl 2 .8H 2 O (just 2 mol%) in water at 50°C for 30–50 min (Scheme 16) [33].…”

Section: Synthesis Of Furo[23‐d]pyrimidinesmentioning

confidence: 99%

Review on synthetic approaches towards barbituric acids‐based furo[2,3‐d]pyrimidines

Olyaei,

Sadeghpour

2023

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

Pyrimidine annulated five‐membered heterocyclic scaffolds containing oxygen as furopyrimidine, particularly furo[2,3‐d]pyrimidine derivatives are an important class of heterocyclic compounds in pharmaceutical discovery research. Furo[2,3‐d]pyrimidines are generally synthesized either from a pyrimidine derivative by constructing a furan ring on the parent pyrimidine ring or from a suitably functionalized furan ring by generating the pyrimidine ring on the parent furan ring. Moreover, there is a wide range of multicomponent reactions that include barbituric acids as starting material for the synthesis of these compounds. Also, the reaction of barbituric acids with alkenes, alkynes, aldehydes, ketones, ninhydrin, and chloroacetylchloride, and Cloke–Wilson rearrangement of spirocyclopropyl barbiturates afforded furo[2,3‐d]pyrimidine derivatives. This review is an attempt to compile the literature of various synthetic procedures toward barbituric acids‐based furo[2,3‐d]pyrimidine and spirofuro[2,3‐d]pyrimidines.

show abstract

Green and efficient one-pot three-component synthesis of novel drug-like furo[2,3-d]pyrimidines as potential active site inhibitors and putative allosteric hotspots modulators of both SARS-CoV-2 MPro and PLPro

Cited by 17 publications

References 242 publications

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

Furo, Pyrano, and Pyrido[2,3‐d]Pyrimidines: A Comprehensive Review of Synthesis and Medicinal Applications

Main and papain-like proteases as prospective targets for pharmacological treatment of coronavirus SARS-CoV-2

Review on synthetic approaches towards barbituric acids‐based furo[2,3‐d]pyrimidines

Contact Info

Product

Resources

About