Spiroketal Phthalane C-Glycosides: Synthesis of Papulacandins and SGLT2 Inhibitors

  • Yoshihiko YamamotoEmail author
Part of the Topics in Heterocyclic Chemistry book series (TOPICS, volume 57)


Spiroketals are important structural motifs found in diverse natural products, many of which display unique biological activity. Among them, spiroketal phthalane C-glycosides, in which a phthalane ring and sugar unit form a spiroketal framework, have garnered enormous attention from wide research areas because such a fascinating spirocycle motif is found in antibiotic natural products, i.e., papulacandins and their relatives. Moreover, recent reports from pharmaceutical researchers have revealed that spiroketal phthalane C-glycosides are potent drug candidates for type 2 diabetes. Accordingly, the efficient and selective construction of the spiroketal phthalane C-glycoside motif is an important research objective in synthetic organic chemistry. In this chapter, recent advances in the synthesis of spiroketal phthalane C-glycosides will be discussed.


Antibiotics C-arylglycosides Papulacandins SGLT2 inhibitors Spiroketals 


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© Springer Nature Switzerland AG  2019

Authors and Affiliations

  1. 1.Department of Basic Medicinal Sciences, Graduate School of Pharmaceutical SciencesNagoya UniversityNagoyaJapan

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