Synthesis and Characterization of New Biologically Active Pyrrolo[2,3-b]Pyridine Scaffolds

Sroor, Farid M.

doi:10.19080/omcij.2019.09.555752

Cited by 3 publications

(1 citation statement)

References 15 publications

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“…[15,16] Recently synthesis and characterization of new biologically active Pyrrolo [2,3-b]Pyridine scaffolds were also reported by Farid M Sroor. [17] Several base catalysed reactions are reported in the literature for various important organic transformations i. e. Hunig's base; [18] silver carbonate; [19] DABCO [20] and cesium carbonate as a base. [21]…”

Section: Introductionmentioning

confidence: 99%

A Mechanistic Approach on the Cs₂CO₃ Mediated Synthesis of 4‐Azaindole Analogues Bearing Pyridine‐3‐Carboxamide and 1‐Phenylethanone

2022

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cesium carbonate mediated synthesis of desired 1 N-substituted phenylethanone analogue of 4-azaindole is carried out in Dimethylformamide. Further formation of derivatives of 6 is produced from desired analogue of 4-azaindole. The mechanistic pathway is analyzed with density functional theory calculations which supported the experimental results. Due to structural similarity of azaindole core nucleus with purine ring of ATP, it is a promising /attractive molecule to be explored for its biological potential.

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Section: Introductionmentioning

confidence: 99%

A Mechanistic Approach on the Cs₂CO₃ Mediated Synthesis of 4‐Azaindole Analogues Bearing Pyridine‐3‐Carboxamide and 1‐Phenylethanone

2022

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Novel biologically active pyridine derivatives: Synthesis, structure characterization, in vitro antimicrobial evaluation and structure-activity relationship

Elsayed,

Sroor

2024

Med Chem Res

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The rate of microbial resistance has continued to rise significantly as the availability of new antibiotics has declined. A new series of pyridine and thienopyridine derivatives were designed, synthesized and tested as antimicrobial agents. The reaction of 4-bromo acetophenone and vetraldehyde (3,4-dimethoxy benzaldehyde) in ethanol and sodium hydroxide solution afforded the corresponding chalcone which was used as a suitable precursor to prepare a new series of pyridine derivatives. The treatment of the latter chalcone with 2-cyanothioacetamide afforded the corresponding pyridinethione which was used as a precursor to synthesize the targeted thienopyridine derivatives in good to excellent yield by the reaction with 2-chloro-N-arylacetamide derivatives, α-haloketones, methyl iodide or chloroacetonitrile in one or two steps. The structure of the synthesized compounds was confirmed chemically by their preparations with other pathways and their spectral data. The newly synthesized pyridine and thienopyridine derivatives exhibited good to strong antimicrobial activity against microbial strains E. coli, B. mycoides and C. albicans. With maximal antimicrobial activity against B. mycoides (33 mm) and C. albicans (29 mm), respectively, compounds 12a and 15 demonstrated the highest inhibition zone. Compound 12a prevented the growth of E. coli, at MIC level of 0.0195 mg/mL, and B. mycoides and C. albicans at MIC level below than 0.0048 mg/mL, respectively. Additionally, compound 15 prevented the visible growth of E. coli, B. mycoides, and C. albicans at MIC values of >0.0048, 0.0098, and 0.039 mg/mL, respectively. The relation between the chemical structure of the synthesized pyridine and thienopyridine compounds and their antimicrobial properties was discussed in the SAR study.

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Molecular Docking Study, Cytotoxicity, Cell Cycle Arrest and Apoptotic Induction of Novel Chalcones Incorporating Thiadiazolyl Isoquinoline in Cervical Cancer

Tantawy

Sroor

Mohamed

et al. 2020

ACAMC

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Background: Chalcones are naturally occurring compounds found in various plant species which are widely used for the traditional popular treatments. Chalcones are distinguished secondary metabolites that are reported to display diverse biological activities such as antiviral, antiplatelet, anti-inflammatory, anticancer, antibacterial and antioxidant agents. The presence of a,ß-unsaturated carbonyl group in chalcones is assumed to be responsible for their bioactivity. In addition, heterocyclic compounds having nitrogen such as isoquinolines are of considerable interest as they constitute the core structural element of many alkaloids that have enormous pharmacological activities. Objective: The objective of this study is the synthesis and biological activity of novel chalcones incorporating thiadiazolyl isoquinoline as potential anticancer candidates. Different genetic tools were used in an attempt to know the mechanism of action of this compound against breast cancer. Methods: An efficient one pot synthesis of novel chalcones incorporating thiadiazolyl isoquinoline has been developed. The cytotoxic activity of the novel synthesized compounds was performed against four different kinds of cancer cell lines. Results: Among all the tested derivatives, chalcone 3 has the best cytotoxic profile against A549, MCF7, and HeLa cell lines, with IC50s (66.1, 51.3, and 85.1μM, respectively). Molecular docking studies for chalcone 3 revealed that CDK2, and EGFRTK domains have strong binding affinities toward the novel chalcone 3, while tubulin-colchicine-ustiloxin, and VEGFRTK domains illustrated moderate mode of binding. Conclusion: We have developed an efficient method for the synthesis of novel chalcones incorporating thiadiazolyl isoquinoline. All compounds showed better cytotoxicity results against four kinds of cancer cell lines (A549, MCF7, HCT116, and HELA cells). The results depicted that chalcone 3 has a high and promising cytotoxic effect against HELA cell line and the mechanism of cytotoxicity was widely studied through different theoretical and experimental tools. Thus, the newly synthesized derivative 3 can be utilized as a novel chemotherapeutic compound for cervical carcinoma.

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Synthesis and Characterization of New Biologically Active Pyrrolo[2,3-b]Pyridine Scaffolds

Cited by 3 publications

References 15 publications

A Mechanistic Approach on the Cs₂CO₃ Mediated Synthesis of 4‐Azaindole Analogues Bearing Pyridine‐3‐Carboxamide and 1‐Phenylethanone

A Mechanistic Approach on the Cs₂CO₃ Mediated Synthesis of 4‐Azaindole Analogues Bearing Pyridine‐3‐Carboxamide and 1‐Phenylethanone

Novel biologically active pyridine derivatives: Synthesis, structure characterization, in vitro antimicrobial evaluation and structure-activity relationship

Molecular Docking Study, Cytotoxicity, Cell Cycle Arrest and Apoptotic Induction of Novel Chalcones Incorporating Thiadiazolyl Isoquinoline in Cervical Cancer

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Synthesis and Characterization of New Biologically Active Pyrrolo[2,3-b]Pyridine Scaffolds

Cited by 3 publications

References 15 publications

A Mechanistic Approach on the Cs2CO3 Mediated Synthesis of 4‐Azaindole Analogues Bearing Pyridine‐3‐Carboxamide and 1‐Phenylethanone

A Mechanistic Approach on the Cs2CO3 Mediated Synthesis of 4‐Azaindole Analogues Bearing Pyridine‐3‐Carboxamide and 1‐Phenylethanone

Novel biologically active pyridine derivatives: Synthesis, structure characterization, in vitro antimicrobial evaluation and structure-activity relationship

Molecular Docking Study, Cytotoxicity, Cell Cycle Arrest and Apoptotic Induction of Novel Chalcones Incorporating Thiadiazolyl Isoquinoline in Cervical Cancer

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A Mechanistic Approach on the Cs₂CO₃ Mediated Synthesis of 4‐Azaindole Analogues Bearing Pyridine‐3‐Carboxamide and 1‐Phenylethanone

A Mechanistic Approach on the Cs₂CO₃ Mediated Synthesis of 4‐Azaindole Analogues Bearing Pyridine‐3‐Carboxamide and 1‐Phenylethanone