Two novel alkaloids with a unique fused hexacyclic skeleton from Daphniphyllum subverticillatum

J Org Chem. 2003 Oct 17;68(21):7961-6. doi: 10.1021/jo034804j.

Abstract

Two novel major alkaloids, deoxycalyciphylline B (1) and deoxyisocalyciphylline B (2) with a unique fused hexacyclic skeleton, together with a quite recently reported alkaloid calyciphylline B (3), were isolated from the stem of Daphniphyllum subverticillatum. Their structures were established by spectral methods and chemical evidence, especially 2D NMR techniques. The structure of 1 was further confirmed by a single-crystal X-ray diffraction determination.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / isolation & purification*
  • Carbohydrate Conformation
  • Crystallography, X-Ray
  • Heterocyclic Compounds, 4 or More Rings / isolation & purification*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Structure
  • Plant Stems / chemistry
  • Saxifragaceae / chemistry*

Substances

  • Alkaloids
  • Heterocyclic Compounds, 4 or More Rings
  • deoxycalyciphylline B
  • deoxyisocalyciphylline B