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四氧杂螺十二烷二胺和四氧杂螺双环烷烃的新合成方法。

New synthesis of tetraoxaspirododecane-diamines and tetraoxazaspirobicycloalkanes.

作者信息

Makhmudiyarova Nataliya N, Shangaraev Kamil R, Dzhemileva Lilya U, Tyumkina Tatyana V, Mescheryakova Ekaterina S, D'yakonov Vladimir A, Ibragimov Askhat G, Dzhemilev Usein M

机构信息

Institute of Petrochemistry and Catalysis, Russian Academy of Sciences 141 Prospekt Oktyabrya 450075 Ufa Russian Federation

出版信息

RSC Adv. 2019 Sep 23;9(51):29949-29958. doi: 10.1039/c9ra06372b. eCollection 2019 Sep 18.

Abstract

An efficient method for the synthesis of new spiro-tetraoxadodecanediamines and tetraoxazaspirobicycloalkanes has been developed by reactions of primary arylamines with -dihydroperoxides and α,ω-dialdehydes (glyoxal, pentanedial) catalyzed by lanthanide catalysts. A potential pathway for formation of tetraoxaspirododecane-diamines and tetraoxazospirobicycloalkanes has been proposed that involves generation of intermediate tetraoxaspiroalkanediols under the reaction conditions. The structures of the crystalline products have been confirmed by XRD. It was shown that the synthesized tetraoxazaspirobicycloalkanes exhibit high cytotoxic activity against Jurkat, K562, and U937 tumor cultures and Fibroblasts.

摘要

通过伯芳胺与二氢过氧化物和α,ω-二醛(乙二醛、戊二醛)在镧系催化剂催化下的反应,开发了一种合成新型螺-四氧杂十二烷二胺和四氧杂氮杂螺环烷烃的有效方法。提出了一种形成四氧杂螺十二烷二胺和四氧杂氮杂螺环烷烃的潜在途径,该途径涉及在反应条件下生成中间体四氧杂螺烷二醇。通过XRD确认了结晶产物的结构。结果表明,合成的四氧杂氮杂螺环烷烃对Jurkat、K562和U937肿瘤培养物以及成纤维细胞表现出高细胞毒性活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c18e/9072112/9f53a2f41924/c9ra06372b-s1.jpg

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