β-(2R,3S,5R)-2-(hydroxymethyl)-6-(5-phenyl-<i>2Н</i>-tetrazole-2-yl) tetrahydro-<i>2Н</i>-piran-3,4,5-triol. Synthesis and computer prediction of biological activity

Author:

Pavlyukova Yu. N.1,Pevzner L. M.1,Gukova P. A.1,Novozhilova D. D.1,Danagulyan G. G.2,Ostrovskii V. A.1

Affiliation:

1. State Institute of technology

2. Russian-Armenian (Slavonic) University

Abstract

Background. An urgent problem of creating a domestic production of modern medicines under the conditions of sanctions pressure is the molecular design and development of rational methods for the synthesis of active pharmaceutical ingredients of original drugs and young generics.Objective. In this work, a computer prediction of the biological activity of β-(2R,3S,5R)-2-(hydroxymethyl)-6-(5-phenyl-2H-tetrazole-2-yl) tetrahydro-2H- piran-3,4,5-triol 1 — compounds, in the molecule of which there are two promising pharmacophore fragments, was performed: tetrazolyl and galactopyranosyl. Both fragments of the studied molecule are actively used by leading scientific centers for the molecular design and synthesis of promising active pharmaceutical ingredients (API) of modern medicines.Design and methods. For this purpose, the latest versions of the PASS computer complex were used in combination with molecular docking and scoring in the AutoDoc Vina program.Results. Based on computer prediction data, it is shown that this compound may have multi-target biological activity.Conclusion. A rational, scalable method for the synthesis of compound 1, which is recommended for testing in vitro, in vivo activity, is proposed.

Publisher

Arterialnaya Gipertenziya

Reference24 articles.

1. The action plan (“road map”) for the development of the production of small-tonnage chemicals in the Russian Federation for the period up to 2030 (approved by order of the Government of the Russian Federation of December 15, 2017 No. 2834-r). In Russian

2. Rao CS. The Chemistry of Process Development in Fine Chemical and Pharmaceutical Industry, 2nd Edition. Wiley, 2007. P. 1328. ISBN: 978-0-470-31995-6.

3. Popova EA, Trifonov RE, Ostrovskii VA. Tetrazoles for biomedicine. Russ. Chem. Rev. 2019;88(6):644–676. In Russian. DOI: 10.1070/RCR4864.

4. Huang X, Zhang B, Xu H. Synthesis of some monosaccharide-related ester derivatives as insecticidal and acaricidal agents. Bioorganic Med. Chem. Lett. 2017; 27(18):4336–4340. DOI: 10.1016/j.bmcl.2017.08.031.

5. El-Sayed HA, Moustafa AH, Haikal AE-FZ, et al. Synthesis, antitumor, and antimicrobial activity of 40(4-chlorophenyl)-3-cyano-2-(β-O-glycosyloxy)-6-thien2-yl)nicotinonitrile. Eur. J. Med. Chem. 2011;47(7):2948– 2954. DOI: 10.1016/j.ejmech.2011.04.019.

同舟云学术

1.学者识别学者识别

2.学术分析学术分析

3.人才评估人才评估

"同舟云学术"是以全球学者为主线,采集、加工和组织学术论文而形成的新型学术文献查询和分析系统,可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容,当前同舟云学术共收录了国内外主流学术期刊6万余种,收集的期刊论文及会议论文总量共计约1.5亿篇,并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询!咨询电话:010-8811{复制后删除}0370

www.globalauthorid.com

TOP

Copyright © 2019-2024 北京同舟云网络信息技术有限公司
京公网安备11010802033243号  京ICP备18003416号-3