Troponoid Compounds as Therapeutic Agents and as Targets and Templates for Chemical Synthesis

Shen Tan; Qi Chen; Ping Lan; Martin G. Banwell

doi:10.1055/a-1925-0108

Synlett, Table of Contents

Synlett 2022; 33(20): 1968-1990
DOI: 10.1055/a-1925-0108

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Troponoid Compounds as Therapeutic Agents and as Targets and Templates for Chemical Synthesis

Shen Tan

^aInstitute for Advanced and Applied Chemical Synthesis, College of Pharmacy, Jinan University, Guangzhou 519070, P. R. of China

,

Qi Chen

^aInstitute for Advanced and Applied Chemical Synthesis, College of Pharmacy, Jinan University, Guangzhou 519070, P. R. of China

,

Ping Lan

^aInstitute for Advanced and Applied Chemical Synthesis, College of Pharmacy, Jinan University, Guangzhou 519070, P. R. of China

,

Martin G. Banwell ∗

^aInstitute for Advanced and Applied Chemical Synthesis, College of Pharmacy, Jinan University, Guangzhou 519070, P. R. of China

^bGuangdong Key Laboratory for Research and Development of Natural Drugs, The Marine Biomedical Research Institute, Guangdong Medical University, Zhanjiang 524023, P. R. of China

› Author Affiliations

Abstract

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Abstract

The renewed interest in troponoid compounds as potential therapeutic agents and the ongoing discovery of new, naturally occurring and biologically active members of the class has resulted in an attendant focus on developing and deploying methods for their synthesis. This account highlights some of the significant recent developments in the area of troponoid chemistry that serve to contextualize our group’s longstanding and ongoing interest in the synthesis of such compounds through the cyclopropane-mediated ring-expansion of cyclohexanoid and benzenoid compounds. The various means by which such conversions can be accomplished and their application to the synthesis of both natural and non-natural troponoids are detailed.

1 Introduction

2 Naturally Occurring Troponoid Compounds and Their Biogenesis

3 Medicinal Chemistry Aspects of Troponoid Compounds

4 Troponoids in Materials Science

5 Troponoids as Scaffolds in Chemical Synthesis

6 An Overview of the Methods Available for Preparing Troponoids

7 Cyclopropane-Mediated Ring-Expansion Reactions Leading to Troponoids

8 Conclusions

Key words

total synthesis - cycloaddition - natural products - pericyclic reaction - ring-expansion

Full Text

References

References and Notes

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