Literature DB >> 34002298

Recent Strategies in the Synthesis of Spiroindole and Spirooxindole Scaffolds.

Shima Nasri1, Mohammad Bayat2, Faezeh Mirzaei1.   

Abstract

Spiroindole and spirooxindole scaffolds are very important spiro-heterocyclic compounds in drug design processes. Significant attention has been directed at obtaining molecules based on spiroindole and spirooxindole derivatives that have bioactivity against cancer cells, microbes, and different types of disease affecting the human body. Due to their inherent three-dimensional nature and ability to project functionalities in all three dimensions, they have become biological targets. Considering reports on spiroindole and spirooxindole-containing scaffolds in the past decades, introducing novel synthetic procedures has been an active research field of organic chemistry for well over a century and will be useful in creating new therapeutic agents. This review summarizes the pharmacological significance of spiroindole and spirooxindole scaffolds and highlights the latest strategies for their synthesis, focusing particularly on the past 2 years with typical examples. The spiroindole and spirooxindoles in this review are divided by the type and ring size of the spirocycle that is fused to indole or oxindole. Summarizing these procedures will be very beneficial for discovering novel therapeutic candidate molecules.

Entities:  

Keywords:  Heterocycles; Multicomponent reaction; Spiroheterocycle; Spiroindole; Spirooxindole

Year:  2021        PMID: 34002298     DOI: 10.1007/s41061-021-00337-7

Source DB:  PubMed          Journal:  Top Curr Chem (Cham)        ISSN: 2364-8961


  22 in total

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Authors:  S L Schreiber
Journal:  Science       Date:  2000-03-17       Impact factor: 47.728

2.  Synthesis of benzosuberone-tethered spirooxindoles: 1-3-dipolar cycloaddition of azomethine ylides and arylidene benzosuberones.

Authors:  Sundaravel Vivek Kumar; Gandhi Uma Rani; Manohar Divyalakshmi; Nattamai Bhuvanesh; Shanmugam Muthusubramanian; Subbu Perumal
Journal:  Mol Divers       Date:  2018-12-10       Impact factor: 2.943

3.  The asymmetric Heck and related reactions.

Authors:  Dennis Mc Cartney; Patrick J Guiry
Journal:  Chem Soc Rev       Date:  2011-06-15       Impact factor: 54.564

Review 4.  An overview of spirooxindole as a promising scaffold for novel drug discovery.

Authors:  Li-Ming Zhou; Ren-Yu Qu; Guang-Fu Yang
Journal:  Expert Opin Drug Discov       Date:  2020-02-28       Impact factor: 6.098

5.  Regio- and Stereoselective Synthesis of Functionalized Cyclopentene Derivatives via Mizoroki-Heck Reactions.

Authors:  Alexander Wetzel; Joakim Bergman; Peter Brandt; Mats Larhed; Jonas Brånalt
Journal:  Org Lett       Date:  2017-03-14       Impact factor: 6.005

6.  A highly atom economic, chemo-, regio- and stereoselective synthesis and evaluation of spiro-pyrrolothiazoles as antitubercular agents.

Authors:  Subramanian Vedhanarayanan Karthikeyan; Balasubramanian Devi Bala; Velanganni Paul Alex Raja; Subbu Perumal; Perumal Yogeeswari; Dharmarajan Sriram
Journal:  Bioorg Med Chem Lett       Date:  2009-10-29       Impact factor: 2.823

Review 7.  Molecular diversity of spirooxindoles. Synthesis and biological activity.

Authors:  Tetyana L Pavlovska; Ruslan Gr Redkin; Victoria V Lipson; Dmytro V Atamanuk
Journal:  Mol Divers       Date:  2015-09-29       Impact factor: 2.943

Review 8.  Spirooxindoles as Potential Pharmacophores.

Authors:  Siva S Panda; Rachel A Jones; Praveen Bachawala; Prabhu P Mohapatra
Journal:  Mini Rev Med Chem       Date:  2017       Impact factor: 3.862

9.  Recent advances in spirocyclization of indole derivatives.

Authors:  Jitender Bariwal; Leonid G Voskressensky; Erik V Van der Eycken
Journal:  Chem Soc Rev       Date:  2018-06-05       Impact factor: 54.564

Review 10.  Strategies for the enantioselective synthesis of spirooxindoles.

Authors:  Nicolas R Ball-Jones; Joseph J Badillo; Annaliese K Franz
Journal:  Org Biomol Chem       Date:  2012-05-14       Impact factor: 3.876

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  1 in total

1.  Efficient Synthesis of 2,3'-Spirobi (Indolin)-2'-Ones and Preliminary Evaluation of Their Damage to Mitochondria in HeLa Cells.

Authors:  Huajie Li; Zhenjie Yu; Haoyi Sun; Bo Liu; Xin Wang; Zhe Shao; Meiling Wang; Weilin Xie; Xingang Yao; Qingqiang Yao; Ying Zhi
Journal:  Front Pharmacol       Date:  2022-02-23       Impact factor: 5.810

  1 in total

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