ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Caryophyllene and caryophyllene oxide: a variety of chemical transformations and biological activities

Yulia V. Gyrdymova and Svetlana A. Rubtsova

Institute of Chemistry, Federal Research Center “Komi Science Center, Ural Branch of the Russian Academy of Sciences”, Syktyvkar, Russian Federation

E-mail: julia.girdimowa@rambler.ru

Received: 7 April 2021  Accepted: 6 September 2021

Abstract:

Natural sesquiterpenoids caryophyllene and caryophyllene oxide are important resources for organic and medicinal chemistry. Due to their peculiar structure, these sesquiterpenoids can be considered as a universal platform for obtaining compounds of various structures, including biologically active compounds. In this review, we have collected and summarized information on the transformations of caryophyllene and caryophyllene oxide from 1997 to 2020 and considered the issues of their use in organic synthesis to obtain O-, N-, S-derivatives and paid special attention to the use of caryophyllane sesquiterpenoids in the synthesis of natural substances. We hope that this work will be useful to researchers in the field of chemistry of natural compounds and medicinal chemistry, who are engaged in the search and development of new substances with pharmacological activity.

Graphic abstract

Keywords: Sesquiterpenoids; Caryophyllene oxide; Rearrangements; Modification; Biological activity

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-021-01865-8

Chemical Papers 76 (1) 1–39 (2022)