Korean Journal of Pharmacognosy (생약학회지)

The Korean Society of Pharmacognosy (한국생약학회)
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Structures of Fraxinellone Derivatives by Hydrogenation with $PtO_2$ in HOAc

백선피의 성분 Fraxinellone의 백금산 촉매에 의한 환원물질의 구조

  • Kim, Ju Sun (Natural Products Research Institute and College of Pharmacy, Seoul National University) ;
  • Kang, Sam Sik (Natural Products Research Institute and College of Pharmacy, Seoul National University)
  • 김주선 (서울대학교 약학대학 천연물과학연구소) ;
  • 강삼식 (서울대학교 약학대학 천연물과학연구소)
  • Received : 2012.12.10
  • Accepted : 2013.03.07
  • Published : 2013.03.31
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Abstract

Two fraxinellone-based hydrogenated derivatives were prepared from fraxinellone, a well-known degraded limonin, via catalytic hydrogenation in the presence of $PtO_2$ in HOAc. Their structures were confirmed as (3S,3aR,3'R)-3a,7-dimethyl-3-(tetrahydrofuran-3-yl)-3a,4,5,6-tetrahydroisobenzofuran-1(3H)-one and (3S,3aR,2'R)-3-((R)-1-hydroxybutan-2-yl)-3a,7-dimethyl-3a,4,5,6-tetrahydroisobenzofuran-1(3H)-one on the basis of 2D NMR assignments. The $^{13}C$ NMR assignments of two quaternary carbons in the ${\alpha}$,${\beta}$-unsaturated carbonyl moiety of ${\gamma}$-butyrolactone core of fraxinellone should be revised.

Keywords

References

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