Synthesis and Biological Activity of Penaresidins A and B, Penazetidine A, and Related Analogues

Abstract

Since the first reports of their isolation, penaresidins A and B together with penazetidine A and related analogues have attracted interest from the synthetic community for their unique structural features, specifically the highly functionalized azetidine core. This review provides a comprehensive overview of the biological activity of the penaresidins, penazetidine, and their analogues together with reported synthetic strategies developed since their isolation.1 Introduction2 Biological Activity of Penaresidin A, Penaresidin B, and Penazetidine A and Related Analogues3 Retrosynthetic Analysis4 Penaresidin A Analogue (Kamikawa, 1995)5 15-epi-Penaresidin A (Mori, 1995)6 16-epi-Penazetidine A (Mori, 1996)7 Penaresidin B (Yoda, 1997)8 15-epi-Penaresidin B and Penaresidin B (Mori, 1997)9 Penaresidin A and 16-nor-Penazetidine A (Knapp, 1997)10 Substituted Penaresidin Core (Beauhaire and Ducrot, 1998)11 Substituted Penaresidin Core (Ducrot, 1999)12 Penaresidin A (Lin, 1999)13 Penaresidin B (Yoda, 2003)14 Penaresidin Structure-Reactivity Relationship (Kobayashi, 2007)15 Penaresidin A (Raghavan, 2010)16 Penaresidin A (Reddy, 2014)17 Penaresidin B (Liu, 2015)18 Penaresidin B (Yakura, 2018)19 Penaresidin B (DuBois, 2020)20 Penaresidin Analogues (Bodnár, 2021)