Synthesis and Cytotoxicity of Conjugates of Betulinic Acid and F-Containing 2-Acylcycloalkane-1,3-Diones

Synthesis and Cytotoxicity of Conjugates of Betulinic Acid and F-Containing 2-Acylcycloalkane-1,3-Diones Full article

Journal

Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388

Output data

Year: 2018, Volume: 54, Number: 6, Pages: 1100-1105 Pages count : 6 DOI: 10.1007/s10600-018-2565-y

Tags

betulinic acid; conjugates; 2-(fluoroacyl)cycloalkane-1; 3-diones; diamines; cytotoxicity

Authors

Khlebnikova T.S. ¹ , Piven' Yu.A. ¹ , Lakhvich F.A. ¹ , Frolova T.S. ² , Sorokina I.V. ² , Tolstikova T.G. ²

Affiliations

1	(Данные Web of science) Natl Acad Sci Belarus, Inst Bioorgan Chem, 5-2 Acad Kuprevich St, Minsk 220141, BELARUS
2	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, 9 Acad Lavrenteva Prosp, Novosibirsk 630090, Russia

Conjugates of betulinic acid with 2-(fluoroacyl)cycloalkane-1,3-dione motifs were synthesized by reacting 3-chloro-2-(fluoroacyl)-2-cycloalkene-1-ones with an equivalent amount of betulinic acid aminoalkylamide hydrochlorides in the presence of Et3N in CHCl3. Reduction of betulonic acid conjugates with 2-trifluoroacetylcyclopentane-1,3-dione by NaBH4 in THF produced betulinic acid derivatives containing 2-(1-hydroxy-2,2,2-trifluoroethyl)cyclopentane-1,3-dione. The cytotoxicity of the synthesized compounds was assessed against glioblastoma multiforme (U-87 MG) and breast cancer cell lines (MCF7).

Khlebnikova T.S. , Piven' Y.A. , Lakhvich F.A. , Frolova T.S. , Sorokina I.V. , Tolstikova T.G.
Synthesis and Cytotoxicity of Conjugates of Betulinic Acid and F-Containing 2-Acylcycloalkane-1,3-Diones
Chemistry of Natural Compounds. 2018. V.54. N6. P.1100-1105. DOI: 10.1007/s10600-018-2565-y WOS Scopus РИНЦ

Published print:	Nov 1, 2018
Published online:	Nov 3, 2018

Web of science	WOS:000449495400018
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