Literature DB >> 30685050

The Chemical Synthesis and Applications of Tropane Alkaloids.

Samson Afewerki1, Jia-Xin Wang2, Wei-Wei Liao3, Armando Córdova4.   

Abstract

Tropanes are an important class of alkaloid natural products that are found in plants all over the world. These compounds can exhibit significant biological activity and are among the oldest known medicines. In the early 19th century, tropanes were isolated, characterized, and synthesized by notable chemical researchers. Their significant biological activities have inspired tremendous research efforts toward their synthesis and the elucidation of their pharmacological activity both in academia and in industry. In this chapter, which addresses the developments in this field since 1994, the focus is on the synthesis of these compounds, and several examples of sophisticated synthetic protocols involving both asymmetric and catalytic approaches are described. In addition, the structures of more than 100 new alkaloids are included as well as the applications and pharmacological properties of some tropane alkaloids.
© 2019 Elsevier Inc. All rights reserved.

Entities:  

Keywords:  Asymmetric synthesis; Biological activity; Catalysis; Cocaine; Total synthesis; Tropane alkaloids

Mesh:

Substances:

Year:  2018        PMID: 30685050     DOI: 10.1016/bs.alkal.2018.06.001

Source DB:  PubMed          Journal:  Alkaloids Chem Biol        ISSN: 1099-4831


  4 in total

1.  Stereoselective Synthesis of Tropanes via a 6π-Electrocyclic Ring-Opening/ Huisgen [3+2]-Cycloaddition Cascade of Monocyclopropanated Heterocycles.

Authors:  Carina M Sonnleitner; Saerom Park; Robert Eckl; Thomas Ertl; Oliver Reiser
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-18       Impact factor: 15.336

2.  Monocarbonyl Analogs of Curcumin Based on the Pseudopelletierine Scaffold: Synthesis and Anti-Inflammatory Activity.

Authors:  Damian Pawelski; Alicja Walewska; Sylwia Ksiezak; Dariusz Sredzinski; Piotr Radziwon; Marcin Moniuszko; Ramesh Gandusekar; Andrzej Eljaszewicz; Ryszard Lazny; Krzysztof Brzezinski; Marta E Plonska-Brzezinska
Journal:  Int J Mol Sci       Date:  2021-10-21       Impact factor: 5.923

3.  Asymmetric Synthesis of Nortropanes via Rh-Catalyzed Allylic Arylation.

Authors:  Yan Zhang; F Wieland Goetzke; Kirsten E Christensen; Stephen P Fletcher
Journal:  ACS Catal       Date:  2022-07-12       Impact factor: 13.700

4.  Catalytic innovation underlies independent recruitment of polyketide synthases in cocaine and hyoscyamine biosynthesis.

Authors:  Tian Tian; Yong-Jiang Wang; Jian-Ping Huang; Jie Li; Bingyan Xu; Yin Chen; Li Wang; Jing Yang; Yijun Yan; Sheng-Xiong Huang
Journal:  Nat Commun       Date:  2022-08-25       Impact factor: 17.694

  4 in total

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