Synthesis of tetraalkoxyaryldihydrobenzo[g]indazoles from metabolites of dill and parsley seeds essential oil

Synthesis of tetraalkoxyaryldihydrobenzo[g]indazoles from metabolites of dill and parsley seeds essential oil Научная публикация

Журнал

Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416

Вых. Данные

Год: 2023, Том: 137, Номер статьи : 133365, Страниц : DOI: 10.1016/j.tet.2023.133365

Авторы

Varakutin Alexander E. ¹ , Shinkarev Ilia Yu ¹ , Muravsky Egor A. ¹ , Nasyrova Darina I. ¹ , Samigullina Aida I. ¹ , Semenova Marina N. ² , Semenov Victor V. ¹

Организации

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prospect, 119991, Moscow, Russian Federation
2	N. K. Koltzov Institute of Developmental Biology, Russian Academy of Sciences, 26 Vavilov Street, 119334, Moscow, Russian Federation

An efficient method for the conversion of available plant allylpolyalkoxybenzenes into unsubstituted and arylsubstituted polymethoxylated aryldihydrobenzo[g]indazoles, analogues of combretastatin A4, has been developed. The selective demethylation of target compounds resulted in indazoles with different position of OH-group. Their structure was confirmed by X-ray analysis. A sea urchin embryo assay revealed the lack of tubulin-related antimitotic activity of aryldihydrobenzo[g]indazoles with systemic toxicity of a compound featuring OH group and 1-unsubstituted pyrazole ring.

Varakutin A.E. , Shinkarev I.Y. , Muravsky E.A. , Nasyrova D.I. , Samigullina A.I. , Semenova M.N. , Semenov V.V.
Synthesis of tetraalkoxyaryldihydrobenzo[g]indazoles from metabolites of dill and parsley seeds essential oil
Tetrahedron. 2023. V.137. 133365 . DOI: 10.1016/j.tet.2023.133365 WOS Scopus OpenAlex

Web of science:	WOS:000986358900001
Scopus:	2-s2.0-85150779246
OpenAlex:	W4324333278

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OpenAlex	2
Scopus	2
Web of science	2