Synthesis of 6-Aryl-Substituted Derivatives of 8-Acetylharmine and Evaluation of Their Cytotoxicity and Antidepressant Activity
Amanzhan A. Savelyev V.A. Maslova O.V. Iskakova Z.B. Shults E.E. Adekenov S.M.
November 2024Springer
Chemistry of Natural Compounds
2024#60Issue 61107 - 1113 pp.
Bromination by N-bromosuccinimide of the β-carboline alkaloid 8-acetylharmine in CH2Cl2 smoothly formed 8-acetyl-6-bromoharmine. Cross coupling of 8-acetyl-6-bromoharmine with arylboronic acids in aqueous toluene in the presence of Pd(PPh3)4 as a catalyst, Na2CO3 as a base, and ammonium salt Bu4N+Br- as an additive synthesized the corresponding 6-aryl-8-acetylharmine derivatives. The new aryl-substituted 8-acetylharmine derivatives possessed moderate cytotoxicity and antidepressant activity in the Porsolt test.
alkaloids , antidepressant activity , cytotoxicity , harmine , molecular docking , Suzuki reaction , β-carbolines
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Phytochemistry Scientific and Production Center, 4 Gazalieva St., Karaganda, 100009, Kazakhstan
N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 9 Prosp. Lavrent’eva, Novosibirsk, 630090, Russian Federation
Phytochemistry Scientific and Production Center
N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry
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