Synthesis and Cholinesterase Inhibitory Potency of 2,3-Indolo-oleanolic Acid and Some Related Derivatives
In this study, the synthesis and biological activities of previously and newly synthesized oleanolic acid derivatives containing seven-membered cyclic amines at the C28 position were described. The obtained compounds were fully characterized via <sup>1</sup>H and <sup>13</sup>...
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| Language: | English |
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MDPI AG
2023-10-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2023/4/M1739 |
| _version_ | 1797379915805360128 |
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| author | Anastasiya V. Petrova Irina V. Zueva Konstantin A. Petrov |
| author_facet | Anastasiya V. Petrova Irina V. Zueva Konstantin A. Petrov |
| author_sort | Anastasiya V. Petrova |
| collection | DOAJ |
| description | In this study, the synthesis and biological activities of previously and newly synthesized oleanolic acid derivatives containing seven-membered cyclic amines at the C28 position were described. The obtained compounds were fully characterized via <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, and the bioactivity was evaluated by Ellman’s method. Among the tested compounds, 2,3-indolo-oleanolic acid was found to be the most active compound with an IC<sub>50</sub> value of 0.78 µM against acetylcholinesterase. These results are significant due to the fact that research on the inhibition of acetylcholinesterase and butyrylcholinesterase enzymes by oleanolic acid, in particular indoloderivatives, is limited. |
| first_indexed | 2024-03-08T20:30:55Z |
| format | Article |
| id | doaj.art-6b8f8cc32f0b459eb73a7d2cdbc015a0 |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-08T20:30:55Z |
| publishDate | 2023-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molbank |
| spelling | doaj.art-6b8f8cc32f0b459eb73a7d2cdbc015a02023-12-22T14:27:03ZengMDPI AGMolbank1422-85992023-10-0120234M173910.3390/M1739Synthesis and Cholinesterase Inhibitory Potency of 2,3-Indolo-oleanolic Acid and Some Related DerivativesAnastasiya V. Petrova0Irina V. Zueva1Konstantin A. Petrov2Ufa Federal Research Center, Ufa Institute of Chemistry, Russian Academy of Sciences, 71, Prospect Octyabrya, Ufa 450054, RussiaFRC Kazan Scientific Center, Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, 8, St. Academician Arbuzov, Kazan 420088, RussiaFRC Kazan Scientific Center, Arbuzov Institute of Organic and Physical Chemistry, Russian Academy of Sciences, 8, St. Academician Arbuzov, Kazan 420088, RussiaIn this study, the synthesis and biological activities of previously and newly synthesized oleanolic acid derivatives containing seven-membered cyclic amines at the C28 position were described. The obtained compounds were fully characterized via <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy, and the bioactivity was evaluated by Ellman’s method. Among the tested compounds, 2,3-indolo-oleanolic acid was found to be the most active compound with an IC<sub>50</sub> value of 0.78 µM against acetylcholinesterase. These results are significant due to the fact that research on the inhibition of acetylcholinesterase and butyrylcholinesterase enzymes by oleanolic acid, in particular indoloderivatives, is limited.https://www.mdpi.com/1422-8599/2023/4/M1739oleanolic acidindolo-triterpenoidshomopiperazineacetylcholinesterasebutyrylcholinesteraseneurodegenerative diseases |
| spellingShingle | Anastasiya V. Petrova Irina V. Zueva Konstantin A. Petrov Synthesis and Cholinesterase Inhibitory Potency of 2,3-Indolo-oleanolic Acid and Some Related Derivatives Molbank oleanolic acid indolo-triterpenoids homopiperazine acetylcholinesterase butyrylcholinesterase neurodegenerative diseases |
| title | Synthesis and Cholinesterase Inhibitory Potency of 2,3-Indolo-oleanolic Acid and Some Related Derivatives |
| title_full | Synthesis and Cholinesterase Inhibitory Potency of 2,3-Indolo-oleanolic Acid and Some Related Derivatives |
| title_fullStr | Synthesis and Cholinesterase Inhibitory Potency of 2,3-Indolo-oleanolic Acid and Some Related Derivatives |
| title_full_unstemmed | Synthesis and Cholinesterase Inhibitory Potency of 2,3-Indolo-oleanolic Acid and Some Related Derivatives |
| title_short | Synthesis and Cholinesterase Inhibitory Potency of 2,3-Indolo-oleanolic Acid and Some Related Derivatives |
| title_sort | synthesis and cholinesterase inhibitory potency of 2 3 indolo oleanolic acid and some related derivatives |
| topic | oleanolic acid indolo-triterpenoids homopiperazine acetylcholinesterase butyrylcholinesterase neurodegenerative diseases |
| url | https://www.mdpi.com/1422-8599/2023/4/M1739 |
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