Isolation and evaluation of kaempferol glycosides from the fern Neocheiropteris palmatopedata

Jian Hong Yang, Tamara P. Kondratyuk, Laura E. Marler, Xi Qiu, Yongsoo Choi, Hongmei Cao, Rui Yu, Megan Sturdy, Scott Pegan, Ying Liu, Li Qin Wang, Andrew D. Mesecar, Richard B.Van Breemen, John M. Pezzuto, Harry H.S. Fong, Ye Gao Chen*, Hongjie ZHANG

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)

Abstract

Kaempferol glycosides, named palmatosides A (1), B (2) and C (3), together with three known kaempferol glycosides, multiflorins A (4) and B (5), and afzelin (6), were isolated from the roots of the fern Neocheiropteris palmatopedata. Palmatosides A (1) and B (2) each possessed an unusual sugar moiety containing a 4,4-dimethyl-3-oxo-butoxy substituent group. The isolated compounds were evaluated for their cancer chemopreventive potential based on their ability to inhibit tumor necrosis factor alpha (TNF-α)-induced NF-κB activity, nitric oxide (NO) production, aromatase, quinone reductase 2 (QR2) and COX-1/-2 activities. Palmatosides B (2) and C (3) inhibited TNF-α-induced NF-κB activity with IC50 values of 15.7 and 24.1 μM, respectively; multiflorin A (4) inhibited aromatase enzyme with an IC50 value of 15.5 μM; afzelin (6) showed 68.3% inhibition against QR2 at a concentration of 11.5 μg/ml; palmatoside A (1) showed 52% inhibition against COX-1 enzyme at a concentration of 10 μg/ml; and multiflorin B (5) showed 52% inhibition against nitric oxide production at a concentration of 20 μg/ml. In addition, compounds 3-6 were shown to bind QR2 enzyme using LC-MS ultrafiltration binding assay.

Original languageEnglish
Pages (from-to)641-647
Number of pages7
JournalPhytochemistry
Volume71
Issue number5-6
DOIs
Publication statusPublished - Apr 2010

Scopus Subject Areas

  • Biochemistry
  • Molecular Biology
  • Plant Science
  • Horticulture

User-Defined Keywords

  • Aromatase
  • Cancer chemoprevention
  • COX-1
  • COX-2
  • Flavone
  • Kaempferol glycosides
  • Neocheiropteris palmatopedata
  • NF-κB
  • NO
  • Palmatosides
  • Polypodiaceae
  • QR2

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