[Isolation and structure identification of ligan glycosides from pine needles of Pinus massoniana lamb]

Yao Xue Xue Bao. 2002 Aug;37(8):626-9.
[Article in Chinese]

Abstract

Aim: To study the chemical constituents of the pine needles of Pinus massoniana lamb..

Methods: Various chromatographic techniques were used to separate and purify. Their physico-chemical properties and spectral data (UV, IR, MS, 1H-1 H COSY, HMQC, DEPT, HMBC and ORD ect.) were measured for structure elucication.

Results: Three compounds were isolated from the n-BuOH fraction of water-extracts. Their structures were identified as massonianoside A (4), massonianoside A: (7S, 8R)-3, 4, 9'-trihydroxyl-3-methyoxyl-7, 8-dihydrobenzofunan-1'-propanolneoligan-9-O-alpha-L-rhamnopyranoside, massonianoside C (5), (7S, 8R)-9,9'-dihydroxyl-3,3'-dimethyoxyl-7,8-dihydrobenzofunan-1'- propanolneoligan-4-O-alpha-L-rhamnopyranoside and cedrusin-4-O-beta-glucoside (6), (7S, 8R)-3',9,9'-trihydroxyl-3-methoxyl-7,8-dihydrobenzofunan-1'- propanolneoligan-4-O-beta-D-glucopyranoside.

Conclusion: Compound 4 and 5 are new compounds.

Publication types

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

MeSH terms

  • Benzofurans / chemistry
  • Benzofurans / isolation & purification*
  • Glycosides / chemistry
  • Glycosides / isolation & purification*
  • Molecular Structure
  • Pinus / chemistry*
  • Plant Leaves / chemistry
  • Plants, Medicinal / chemistry*

Substances

  • 3,4,9'-trihydroxy-3-methoxy-7,8-dihydrobenzofuran-1'-propanolneoligan-9-O-rhamnopyranoside
  • 9,9'-dihydroxy-3,3'-dimethoxy-7,8-dihydrobenzofuran-1'-propanolneoligan-4-O-rhamnopyranoside
  • Benzofurans
  • Glycosides