Transformations of A-seco-18αH-oleanane hydroxynitriles


如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅存取

详细

2,3-Secooleanane hydroxynitriles undergo dehydration and anionotropic 1,2-migration of the methyl group C(24)H3 under the action of the SOCl2-CH2Cl2 system to form a mixture of isomeric Δ4-alkenes. A similar E1-elimination process in the presence of the H2SO4—AcOH system is accompanied by hydrolysis of the CN group giving A-ring unsaturated C(2)-ketones and diastereomeric ε-lactones. Epimeric 4,23-epoxides and isopropyl ketone were synthesized by oxidative transformations of 4,23-alkene, which was selectively formed from 2,3-secooleanane hydroxynitrile under the action of the POCl3-Py system. The in vitro cytotoxic evaluation by the MTT assay showed that the synthesized compounds are not toxic (IC50 > 100 μmol L−1) against the human cancer cell lines HEp-2, HCT116, MS, RD TE32, MCF-7, A549, and PC-3.

作者简介

A. Konysheva

Institute of Technical Chemistry, Perm Federal Research Center, Ural Branch of the Russian Academy of Sciences

Email: grishvic@gmail.com
俄罗斯联邦, 3 ul. Akademika Koroleva, Perm, 614013

G. Krainova

Institute of Technical Chemistry, Perm Federal Research Center, Ural Branch of the Russian Academy of Sciences

Email: grishvic@gmail.com
俄罗斯联邦, 3 ul. Akademika Koroleva, Perm, 614013

D. Eroshenko

Institute of Technical Chemistry, Perm Federal Research Center, Ural Branch of the Russian Academy of Sciences

Email: grishvic@gmail.com
俄罗斯联邦, 3 ul. Akademika Koroleva, Perm, 614013

M. Dmitriev

Perm State National Research University

Email: grishvic@gmail.com
俄罗斯联邦, 15 ul. Bukireva, Perm, 614990

V. Grishko

Institute of Technical Chemistry, Perm Federal Research Center, Ural Branch of the Russian Academy of Sciences

编辑信件的主要联系方式.
Email: grishvic@gmail.com
俄罗斯联邦, 3 ul. Akademika Koroleva, Perm, 614013

补充文件

附件文件
动作
1. JATS XML

版权所有 © Springer Science+Business Media, LLC, part of Springer Nature, 2019