Total synthesis and structural reassignment of garcinielliptone FC, a polycyclic polyprenylated acylphloroglucinol with diverse bioactivity

Yang Luo; Robert B. Grossman; Xiao Bin Nie; Xing Wei Yang

doi:10.1039/d3cc01268a

Total synthesis and structural reassignment of garcinielliptone FC, a polycyclic polyprenylated acylphloroglucinol with diverse bioactivity

Yang Luo, Robert B. Grossman, Xiao Bin Nie, Xing Wei Yang

Chemistry

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

Garcinielliptone FC (GFC) was assigned to be a type A polycyclic polyprenylated acylphloroglucinol (PPAP) and was found to exhibit diverse biological activities. Now we revise the structure of GFC to xanthochymol, a type B PPAP, via NMR and total synthesis methods. The total syntheses of (±)-xanthochymol and (±)-cycloxanthochymol were accomplished in 12 and 13 steps, respectively.

Original language	English
Pages (from-to)	6215-6218
Number of pages	4
Journal	Chemical Communications
Volume	59
Issue number	41
DOIs	https://doi.org/10.1039/d3cc01268a
State	Published - Apr 25 2023

Bibliographical note

Publisher Copyright:
© 2023 The Royal Society of Chemistry.

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Catalysis
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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AU - Grossman, Robert B.

AU - Nie, Xiao Bin

AU - Yang, Xing Wei

PY - 2023/4/25

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AB - Garcinielliptone FC (GFC) was assigned to be a type A polycyclic polyprenylated acylphloroglucinol (PPAP) and was found to exhibit diverse biological activities. Now we revise the structure of GFC to xanthochymol, a type B PPAP, via NMR and total synthesis methods. The total syntheses of (±)-xanthochymol and (±)-cycloxanthochymol were accomplished in 12 and 13 steps, respectively.

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Total synthesis and structural reassignment of garcinielliptone FC, a polycyclic polyprenylated acylphloroglucinol with diverse bioactivity

Abstract

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