Conjugates of Lupane Triterpenoids with Arylpyrimidines: Synthesis and Anti-inflammatory Activity
| Autor: | Maria D. Semenova, Sergey A. Popov, Irina V. Sorokina, Yulia V. Meshkova, Dmitry S. Baev, Tatyana G. Tolstikova, Elvira E. Shults |
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| Rok vydání: | 2022 |
| Předmět: |
Inflammation
Pharmacology Kelch-Like ECH-Associated Protein 1 NF-E2-Related Factor 2 Organic Chemistry Clinical Biochemistry Anti-Inflammatory Agents Amides Biochemistry Triterpenes Molecular Docking Simulation Disease Models Animal Mice Pyrimidines Endocrinology Concanavalin A Animals Molecular Biology |
| Zdroj: | Steroids. 184:109042 |
| ISSN: | 0039-128X |
| DOI: | 10.1016/j.steroids.2022.109042 |
| Popis: | Semisynthetic triterpenoid betulonic acid is of significant interest due to its biological activity and synthetic application. In this study, we report the synthesis of hybrid compounds, containing betulonic acid carboxamide and arylpyrimidine fragments. A total of 15 conjugates were prepared using the cyclocondensation reaction of new terpenoid alkynyl ketones with amidinium salts. The main synthetic approach to betulonic acid amide-derived alkynylketones was based on the cross-coupling reaction of N-(4-ethynylphenyl)- or N-(2-(4-ethynylphenyl)-1-(methoxycarbonyl)ethyl)- substituted betulonic acid carboxamide with aroylchlorides. Cyclocondensation of alkynones with amidine or guanidine hydrochlorides by reflux in MeCN in the presence of K |
| Databáze: | OpenAIRE |
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