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Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines Full article

Journal Arkivoc
ISSN: 1551-7012 , E-ISSN: 1551-7004
Output data Year: 2017, Number: 3, Pages: 151-165 Pages count : 15 DOI: 10.24820/ark.5550190.p010.031
Authors Chernyshova Natalia B. 1 , Tsyganov Dmitry V. 1 , Khrustalev Victor N. 2,3 , Raihstat Mikhail M. 1 , Konyushkin Leonid D. 1 , Semenov Roman V. 1 , Semenova Marina N 4 , Semenov Victor V. 1
Affiliations
1 Institute of Organic Chemistry RAS, 47 Leninsky Prospect, 119991 Moscow, Russian Federation
2 A. N. Nesmeyanov Institute of Organoelement Compounds, 28 Vavilov Street, 119991 Moscow, Russian Federation
3 Peoples' Friendship University of Russia (RUDN University), Moscow, Russian Federation
4 N. K. Koltzov Institute of Developmental Biology RAS, 26 Vavilov Street, 119334 Moscow, Russian Federation

Abstract: Ortho-substituted polymethoxydiarylazolopyrimidines were synthesized using polymethoxysubstituted benzaldehydes and acetophenones as starting material. X-ray crystallography data clearly confirmed that the subsequent cyclization of 3-amino-1,2,4-triazole with ketoaldehydes yielded polymethoxyphenylsubstituted 6,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidines as single isomers. All compounds were evaluated in vivo using phenotypic sea urchin embryo assay. 6-(4-Methoxyphenyl)-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5- a]pyrimidine showed antimitotic microtubule destabilizing activity. The importance of aryl rings substituents in diaryltriazolopyrimidines for their antiproliferative antitubulin effect has been suggested.
Cite: Chernyshova N.B. , Tsyganov D.V. , Khrustalev V.N. , Raihstat M.M. , Konyushkin L.D. , Semenov R.V. , Semenova M.N. , Semenov V.V.
Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines
Arkivoc. 2017. N3. P.151-165. DOI: 10.24820/ark.5550190.p010.031 Scopus OpenAlex
Identifiers:
Scopus: 2-s2.0-85103097265
OpenAlex: W2772609533
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