Synthesis, Anti-Influenza H1N1 and Anti-Dengue Activity of A-Ring Modified Oleanonic Acid Polyamine Derivatives

A series of sixteen A-ring modified (2,3-indolo-, 2-benzylidene) oleanonic acid derivatives, holding some cyclic amines, linear polyamines and benzylaminocarboxamides at C28, has been synthesized and screened for antiviral activity against influenza A/PuertoRico/8/34 (H1N1) and Dengue virus serotype...

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Detalles Bibliográficos
Autores principales: Smirnova, Irina, Petrova, Anastasiya, Giniyatullina, Gul’nara, Smirnova, Anna, Volobueva, Alexandrina, Pavlyukova, Julia, Zarubaev, Vladimir, Loc, Tran Van, Tran Thi Phoung, Thao, Hau, Vu Thi Bich, Thuy, Nguyen Thi Thu, Khine, Myint Myint, Kazakova, Oxana
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9738632/
https://www.ncbi.nlm.nih.gov/pubmed/36500593
http://dx.doi.org/10.3390/molecules27238499
Descripción
Sumario:A series of sixteen A-ring modified (2,3-indolo-, 2-benzylidene) oleanonic acid derivatives, holding some cyclic amines, linear polyamines and benzylaminocarboxamides at C28, has been synthesized and screened for antiviral activity against influenza A/PuertoRico/8/34 (H1N1) and Dengue virus serotypes of DENV-1, -2, -3, -4. It was found that 28-homopiperazine 2 and 3-N-phthalyl 22 amides of oleanonic acid demonstrated high potency with selectivity index SI 27 (IC(50) 21 μM) and 42 (IC(50) 12 μM). Oleanonic acid aminoethylpiperazine amide 6 and C-azepano-erythrodiol 23 appeared to be the most effective compounds against DENV-1 (IC(50′)s 67 and 107 μM) and -2 (IC(50′)s 86 and 68 μM correspondingly) serotypes.

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