Synthesis and biological evaluation of novel dialkyl (4-amino-5H-chromeno[2,3-d]pyrimidin-5-yl)phosphonates

Sreelakshmi, Poola; Krishna, Balam Satheesh; Sarva, Santhisudha; Murali, Sarangapani; Reddy, Gajjala Raghavendra; Venkataramaiah, Chintha; Rao, Pasupuleti Visweswara; Reddy, Avula Vijaya Kumar; Vallela, Swetha; Zyryanov, Grigory V.; Reddy, Chichili Devendhranath; Reddy, C. Suresh

doi:10.1016/j.bioorg.2022.106121

Cited by 6 publications

(8 citation statements)

References 77 publications

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“…Azam et al [58] Demirayak et al [59] prepared some new array of 3-(4-substitutedphenyl)−1-(4-substitutedphenyl)benzo [4,5]imidazo[1,2-a]pyrazine substances (Scheme 5) in the year 2011 under microwave irradiation.…”

Section: Skalitzky and His Coworkersmentioning

confidence: 99%

“…Anisimova et al [112] in 2010 reported (Scheme 40 In 2012, Yang et al [113] reported a novel family of prodrugs Braccio et al [114] in the year 2013 published the synthesis of 17 2-(diethylamino)−10-ethylbenzo [4,5] imidazo[1,2-a]pyrimidin-4(10H)one (352p) and 4-(diethylamino)−10-ethylbenzo [4,5] imidazo [1,2-a] pyrimidin-2(10H)-one (355) through multistep reaction is described in suggests that compounds 352i and 352o exhibited good interactions with thrombi present in the circulatory system.…”

Section: Benzimidazole Substructure In Anti-thrombotic Agentsmentioning

confidence: 99%

“…To discover the innovative DTIs, an array of dabigatran etexilate scaffolds (365a-g, 366a-g) were synthesized by substituting the benzimidazole segment in dabigatran with 1,2,3,4tetrahydrobenzo [4,5]imidazo[1,2-a]pyrazine by Wang et al [117] in the year 2015 (Scheme 45). Apart from this, a bifunctional prodrug 366h was developed by replacing the ethyl group in molecule 365e…”

Section: Benzimidazole Substructure In Anti-thrombotic Agentsmentioning

confidence: 99%

“…In past decades, most scientists have focused on heterocyclic compounds and their numerous derivatives as well as their applications in biology and chemical fields. [1][2][3][4][5][6][7] Among all the heterocyclic compounds, nitrogen-heterocyclic compounds have become more attractive targets due to their extensive distribution in nature and their essential roles in different metabolisms in living cells. In terms of nitrogen heterocyclic compounds, benzimidazoles sparked their research because of their structural resemblance to natural products such as histidine and purines.…”

Section: Introductionmentioning

confidence: 99%

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The medicinal panorama of benzimidazoles and their scaffolds as anticancer and antithrombotic agents: A review

Chalkappa,

Aralihalli,

Sudileti

et al. 2023

Archiv der Pharmazie

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Nitrogen‐containing heterocyclic scaffolds have become a prospective pharmacophore with therapeutic importance due to their biological similarities with natural and synthetic drugs. Among all nitrogen heterocyclic compounds, benzimidazoles and their derivatives are privileged molecules structurally akin to naturally available nucleotides, enabling them to intercommunicate with numerous biopolymers in biological systems. This reason enlightens modern researchers worldwide to assess their potential significance in the context of synthetic and biological chemistry. Therefore, it is crucial to merge the latest data with the prior documentation to apprehend the ongoing situation of the benzimidazole moiety in various therapeutic zones of research. The current work displays that the benzimidazole center is a versatile nucleus that offers the necessary data of synthetic alterations for pre‐existing compounds to provide new scaffolds to resist numerous therapeutic sectors, including those associated with anticancer and antithrombosis. Due to the potential significance of benzimidazoles, this review aims to emphasize the latest innovations in synthesizing several other notable benzimidazole substrates and their significant pharmacological prospects for the future, including anticancer and antithrombosis.

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Section: Skalitzky and His Coworkersmentioning

confidence: 99%

Section: Benzimidazole Substructure In Anti-thrombotic Agentsmentioning

confidence: 99%

Section: Benzimidazole Substructure In Anti-thrombotic Agentsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

The medicinal panorama of benzimidazoles and their scaffolds as anticancer and antithrombotic agents: A review

Chalkappa,

Aralihalli,

Sudileti

et al. 2023

Archiv der Pharmazie

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“…Finally, the formation of lithium derivatives or Grignard reagents using aryl halides as substrates may be also employed [ 2 , 6 , 7 ]. In the past decade, interesting methods of nontypical specific procedures for the synthesis of heteroaromatic phosphonates have been studied and elaborated [ 12 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 ].…”

Section: Introductionmentioning

confidence: 99%

One-Pot Phosphonylation of Heteroaromatic Lithium Reagents: The Scope and Limitations of Its Use for the Synthesis of Heteroaromatic Phosphonates

et al. 2023

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A one-pot lithiation–phosphonylation procedure was elaborated as a method to prepare heteroaromatic phosphonic acids. It relied on the direct lithiation of heteroaromatics followed by phosphonylation with diethyl chlorophosphite and then oxidation with hydrogen peroxide. This protocol provided the desired phosphonates with satisfactory yields. This procedure also had some limitations in its dependence on the accessibility and stability of the lithiated heterocyclic compounds. The same procedure could be applied to phosphonylation of aromatic compounds, which do not undergo direct lithiation and thus require the use of their bromides as substrates. The obtained compounds showed weak antiproliferative activity when tested on three cancer cell lines.

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Six-membered ring systems: With O and/or S atoms

Santos,

Silva

2023

Progress in Heterocyclic Chemistry

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Synthesis and biological evaluation of novel dialkyl (4-amino-5H-chromeno[2,3-d]pyrimidin-5-yl)phosphonates

Cited by 6 publications

References 77 publications

The medicinal panorama of benzimidazoles and their scaffolds as anticancer and antithrombotic agents: A review

The medicinal panorama of benzimidazoles and their scaffolds as anticancer and antithrombotic agents: A review

One-Pot Phosphonylation of Heteroaromatic Lithium Reagents: The Scope and Limitations of Its Use for the Synthesis of Heteroaromatic Phosphonates

Six-membered ring systems: With O and/or S atoms

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