[Isolation and structure identification of lignans from pine needles of pinus massoniana Lamb]

Yao Xue Xue Bao. 2003 Dec;38(12):927-30.
[Article in Chinese]

Abstract

Aim: To study the chemical constituents from the water-extracts of pine needles of Pinus massoniana Lamb.

Methods: Chromatographic techniques were used to separate and purify compounds. Their physico-chemical properties and spectral data (UV, IR, MS, 1H-1H, 13C-1H NMR, DEPT, HMBC etc.) were used to elucidate the structures.

Results: Three lignans were isolated from the n-BuOH fraction of water-extracts. Their structures were identified as (7S,8R)-3',4,9'-tridihydroxy-4-methoxy- 9-O-shikimoyl-7,8-dihydrobenzofuran-1'-propylneolignan (massonianoid A, I), (7S,8R)-4,9-dihydroxy-3,3'-dimethoxy-7,8- dihydrobenzofuran-1'-propylneolignan (II) and 4,4',8-trihydroxy-4,4'-dimethoxy-9-lignanolide (III).

Conclusion: Compound I is a new compound. While II and III were isolated from this plant for the first time.

Publication types

  • English Abstract
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Furans / chemistry
  • Furans / isolation & purification
  • Lignans / chemistry
  • Lignans / isolation & purification*
  • Molecular Structure
  • Pinus / chemistry*
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*

Substances

  • (7S,8R)-3',4,9'-tridihydroxy-4-methoxy- 9-O-shikimoyl-7,8-dihydrobenzofuran-1'-propylneolignan
  • Furans
  • Lignans
  • nortrachelogenin