What question did this study set out to answer?

The research aims to synthesize natural diacyl-type tuliposides and analyze the stability of their non-natural isomers.

June 11, 2026Bioscience Biotechnology and Biochemistry0 citations

Total synthesis and stability analysis of natural diacyl-type tuliposides and their non-natural isomers

YKYasuo KatoToyama Prefectural University KSKaito SanoToyama Prefectural University TNTaiji NomuraBiotechnology Research Center

Key Points

The research aims to synthesize natural diacyl-type tuliposides and analyze the stability of their non-natural isomers.
Total synthesis of diacyl-type tuliposides conducted using D-glucose over five steps.
Stability analysis performed under neutral conditions.
Natural diacyl-type tuliposides PosD and PosF were successfully synthesized.
Non-natural isomers diOH-PosD and isoPosF demonstrated significantly less stability than natural diacyl-type tuliposides.

Abstract

Abstract Tuliposides (Pos), major secondary metabolites in tulip, are classified into monoacyl- and diacyl-type compounds. Herein, we report the first total synthesis of naturally occurring diacyl-type PosD and PosF and their isomers diOH-PosD and isoPosF, respectively, from D-glucose in five steps. Under neutral conditions, the non-natural Pos isomers were significantly less stable than their natural counterparts.

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