Title: Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines.
Authors: Chernyshova, Natalia B.; Tsyganov, Dmitry V.; Khrustalev, Victor N.; Raihstat, Mikhail M.; Konyushkin, Leonid D.; Semenov, Roman V.; Semenova, Marina N.; Semenov, Victor V.
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.
Subjects: PYRIMIDINE synthesis; CHALCONE; SEA urchin embryos; ANTIMITOTIC agents; TUBULINS; PYRIMIDINE derivatives; RING formation (Chemistry)
Publication: ARKIVOC: Online Journal of Organic Chemistry, 2017, Vol 2017, p151
ISSN: 1551-7004
Publication type: Academic Journal
DOI: 10.3998/ark.5550190.p010.031

Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines.

Chernyshova, Natalia B.; Tsyganov, Dmitry V.; Khrustalev, Victor N.; Raihstat, Mikhail M.; Konyushkin, Leonid D.; Semenov, Roman V.; Semenova, Marina N.; Semenov, Victor V.