Identification of thienopyrimidine glycinates as selective inhibitors for h-NTPDases

Begum, Zahra; Ullah, Saif; Akram, Muhammad; Uzair, Muhammad; Ullah, Farman; Ahsanullah,; Pelletier, Julie; Sévigny, Jean; Iqbal, Jamshed; Hassan, Abbas M.

doi:10.1016/j.bioorg.2022.106196

Cited by 3 publications

(2 citation statements)

References 27 publications

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“…The previously synthesized thienopyrimidine 1 [33a] was treated with secondary amines including morpholine, diethylamine, N ‐benzylmethylamine pyrrolidine, and 1‐methylpiperazine. The S N Ar amination reaction works smoothly and resulted in five intermediate products 2a – 2e in around 70% yields (Scheme 1).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Thieno[3,2‐d]pyrimidine Derivatives through Sequential S_NAr and Suzuki Reactions as Selective h‐NTPDase Inhibitors

et al. 2023

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In this study various of thieno[3,2‐d]pyrimidine derivatives have been synthesized by treating different secondary amines through aromatic nucleophilic substitution reaction (SNAr) followed by Suzuki reaction with aryl and heteroaryl boronic acids. A bis‐Suzuki coupling was also performed to generate bis‐aryl thienopyrimidine derivatives. The synthesized compounds were screened for the hydrolytic activity of h‐NTPdase1, h‐NTPdase2, h‐NTPdase3, and h‐NTPdase8. The compound N‐benzyl‐N‐methyl‐7‐phenylthieno[3,2‐d]pyrimidin‐4‐amine 3 j selectively inhibits the activity of h‐NTPdase1 with IC50 value of 0.62±0.02 μM whereas, the compound 4 d was the most potent inhibitor of h‐NTPdase2 with sub‐micromolar IC50 value of 0.33±0.09 μM. Similarly, compounds 4 c and 3 b were found to be selective inhibitors for isozymes h‐NTPdase3 (IC50=0.13±0.06 μM) and h‐NTPdase8 (IC50=0.32±0.10 μM), respectively. The molecular docking study of the compounds with the highest potency and selectivity revealed the interactions with the important amino acid residues.

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Section: Resultsmentioning

confidence: 99%

Synthesis of Thieno[3,2‐d]pyrimidine Derivatives through Sequential S_NAr and Suzuki Reactions as Selective h‐NTPDase Inhibitors

et al. 2023

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“…Furthermore, the tubulin polymerization experiments and ow cytometric assays revealed that compound IV resulted in cell cycle arrest by preventing tubulin polymerization. 25 Considering our interest in nding new inhibitors for h-NTPDases, 26,27 and owing to the diverse biological prole of sulfamoyl-carboxamide, synthesis of planned derivatives of sulfamoyl-benzamides was carried out to identify their potential against the activity of the h-NTPDase-1, -2, -3, and -8 to develop more effective inhibitors of h-NTPDases for the potential treatment of the pathological conditions associated with the unwanted function of the h-NTPDases.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and biological evaluation of sulfamoyl benzamide derivatives as selective inhibitors for h-NTPDases

Zaigham,

Ullah,

Pelletier

et al. 2023

RSC Adv.

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Ectonucleotidase inhibitors: targeting signaling pathways for therapeutic advancement—an in-depth review

Sharafat,

Saeed

2024

Purinergic Signalling

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Identification of thienopyrimidine glycinates as selective inhibitors for h-NTPDases

Cited by 3 publications

References 27 publications

Synthesis of Thieno[3,2‐d]pyrimidine Derivatives through Sequential S_NAr and Suzuki Reactions as Selective h‐NTPDase Inhibitors

Synthesis of Thieno[3,2‐d]pyrimidine Derivatives through Sequential S_NAr and Suzuki Reactions as Selective h‐NTPDase Inhibitors

Synthesis and biological evaluation of sulfamoyl benzamide derivatives as selective inhibitors for h-NTPDases

Ectonucleotidase inhibitors: targeting signaling pathways for therapeutic advancement—an in-depth review

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Identification of thienopyrimidine glycinates as selective inhibitors for h-NTPDases

Cited by 3 publications

References 27 publications

Synthesis of Thieno[3,2‐d]pyrimidine Derivatives through Sequential SNAr and Suzuki Reactions as Selective h‐NTPDase Inhibitors

Synthesis of Thieno[3,2‐d]pyrimidine Derivatives through Sequential SNAr and Suzuki Reactions as Selective h‐NTPDase Inhibitors

Synthesis and biological evaluation of sulfamoyl benzamide derivatives as selective inhibitors for h-NTPDases

Ectonucleotidase inhibitors: targeting signaling pathways for therapeutic advancement—an in-depth review

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Synthesis of Thieno[3,2‐d]pyrimidine Derivatives through Sequential S_NAr and Suzuki Reactions as Selective h‐NTPDase Inhibitors

Synthesis of Thieno[3,2‐d]pyrimidine Derivatives through Sequential S_NAr and Suzuki Reactions as Selective h‐NTPDase Inhibitors