Nat Prod Sci.  2015 Sep;21(3):162-169. 10.0000/nps.2015.21.3.162.

Phenolic Constituents from the Flowers of Hamamelis japonica Sieb. et Zucc.

Affiliations
  • 1Department of Pharmaceutical Engineering, Dongshin University, Jeonnam 520-714, Korea.
  • 2Gwangju Center, Korea Basic Science Institute, Gwangju 500-757, Korea.
  • 3College of Pharmacy and Research Institute of Drug Development, Chonnam National University, Gwangju 500-757, Korea.
  • 4Chonnam National University Medical School, Gwangju 501-746, Korea.
  • 5School of Life Sciences, Gwangju Institute of Science and Technology, Gwangju 500-712, Korea.
  • 6College of Pharmacy and Natural Medicine Research Institute, Mokpo National University, Jeonnam 534-729, Korea. hyunkim@mokpo.ac.kr

Abstract

Hamamelis japonica (Hamamelidaceae), widely known as Japanese witch hazel, is a deciduous flowering shrub that produces compact clumps of yellow or orange-red flowers with long and thin petals. As a part of our ongoing search for phenolic constituents from this plant, eleven phenolic constituents including six flavonol glycosides, a chalcone glycoside, two coumaroyl flavonol glycosides and two galloylated compounds were isolated from the flowers. Their structures were elucidated as methyl gallate (1), myricitrin (2), hyperoside (3), isoquercitrin (4), quercitrin (5), spiraeoside (6), kaempferol 4'-O-beta-glucopyranoside (7), chalcononaringenin 2'-O-beta-glucopyranoside (8), trans-tiliroside (9), cis-tiliroside (10), and pentagalloyl-O-beta-D-glucose (11), respectively. These structures of the compounds were identified on the basis of spectroscopic studies including the on-line LCNMR- MS and conventional NMR techniques. Particularly, directly coupled LC-NMR-MS afforded sufficient structural information rapidly to identify three flavonol glycosides (2 - 4) with the same molecular weight in an extract of Hamamelis japonica flowers without laborious fractionation and purification step. Cytotoxic effects of all the isolated phenolic compounds were evaluated on HCT116 human colon cancer cells, and pentagalloyl-O-beta-D-glucose (11) was found to be significantly potent in inhibiting cancer cell growth.

Keyword

Hamamelis japonica; Flowers; Phenolic compounds; LC-NMR-MS; Cytotoxicity

MeSH Terms

Asian Continental Ancestry Group
Chalcone
Colonic Neoplasms
Flowers*
Glycosides
Hamamelis*
Humans
Molecular Weight
Phenol*
Plants
Chalcone
Glycosides
Phenol
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