Unknown

Dataset Information

0

Design, Synthesis, and Biological Activity Studies of Istradefylline Derivatives Based on Adenine as A2A Receptor Antagonists.

ABSTRACT: Due to its double bond, istradefylline rapidly isomerizes to Z-istradefylline when exposed to normal daylight in dilute solution. To solve the poor photostability of the istradefylline solution, a series of istradefylline derivatives (in total 17 compounds, including II-1 and II-2 series) were designed and synthesized, and their biological activity in inhibiting cAMP was evaluated. The IC50 values of compounds II-1-3, II-2-1, II-2-2, II-2-3, II-2-4, and II-2-6 were 7.71, 6.52, 6.16, 7.23, 7.96, and 9.68 ?g/mL, respectively, which had the same order of activity as that of istradefylline (IC50 value was 1.94 ?g/mL). The preliminary structure-activity relationship suggested that the 6-amino in adenine played an important role in binding an A2A receptor. The results of photostability experiments showed that the photostability of the target compounds of II-1 and II-2 series was improved when compared with that of istradefylline.

SUBMITTER: Wang Y 

PROVIDER: S-EPMC7906590 | biostudies-literature | 2021 Feb

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Design, Synthesis, and Biological Activity Studies of Istradefylline Derivatives Based on Adenine as A<sub>2A</sub> Receptor Antagonists.

Wang Yiyun Y   Xu Haojie H   Wang Hongyi H   Zheng Zhonghui Z   Meng Zihui Z   Xu Zhibin Z   Li Jiarong J   Xue Min M  

ACS omega 20210204 6

Due to its double bond, istradefylline rapidly isomerizes to <i>Z</i>-istradefylline when exposed to normal daylight in dilute solution. To solve the poor photostability of the istradefylline solution, a series of istradefylline derivatives (in total 17 compounds, including II-1 and II-2 series) were designed and synthesized, and their biological activity in inhibiting cAMP was evaluated. The IC<sub>50</sub> values of compounds II-1-3, II-2-1, II-2-2, II-2-3, II-2-4, and II-2-6 were 7.71, 6.52,  ...[more]

Similar Datasets

Unknown Design, synthesis, and biological evaluation of triazole-pyrimidine-methylbenzonitrile derivatives as dual A<sub>2A</sub>/A<sub>2B</sub> adenosine receptor antagonists.
| S-EPMC9154793 | biostudies-literature
Unknown Design, synthesis and biological evaluation of novel biphenylsulfonamide derivatives as selective AT<sub>2</sub> receptor antagonists.
| S-EPMC9458978 | biostudies-literature
Unknown Design, synthesis and biological evaluation of novel piperazine derivatives as CCR5 antagonists.
| S-EPMC3538727 | biostudies-literature
Unknown 14-O-Heterocyclic-substituted naltrexone derivatives as non-peptide mu opioid receptor selective antagonists: design, synthesis, and biological studies.
| S-EPMC2802822 | biostudies-literature
Unknown Sulfonate derivatives bearing an amide unit: design, synthesis and biological activity studies.
| S-EPMC10919044 | biostudies-literature
Unknown Design, Synthesis, Biological Evaluation, and Molecular Dynamics Studies of Novel Lapatinib Derivatives.
| S-EPMC9862743 | biostudies-literature
Unknown Structure activity relationship of 2-arylalkynyl-adenine derivatives as human A<sub>3</sub> adenosine receptor antagonists.
| S-EPMC6256369 | biostudies-literature
Unknown Discovery of 1,2,4-triazine derivatives as adenosine A(2A) antagonists using structure based drug design.
| S-EPMC3308197 | biostudies-literature
Unknown Novel quercetin and apigenin-acetamide derivatives: design, synthesis, characterization, biological evaluation and molecular docking studies.
| S-EPMC9055277 | biostudies-literature
Unknown Design, Synthesis, and Biological Effect Studies of Novel Benzofuran-Thiazolylhydrazone Derivatives as Monoamine Oxidase Inhibitors.
| S-EPMC10938434 | biostudies-literature