1. Academic Validation
  2. LC-ESI-MS study of the flavonoid glycoside malonates of red clover (Trifolium pratense)

LC-ESI-MS study of the flavonoid glycoside malonates of red clover (Trifolium pratense)

  • J Agric Food Chem. 2000 Feb;48(2):354-65. doi: 10.1021/jf991002+.
L Z Lin 1 X G He M Lindenmaier J Yang M Cleary S X Qiu G A Cordell
Affiliations

Affiliation

  • 1 Research Laboratory of Natural Products Chemistry, A. M. Todd Botanicals, Eugene, Oregon 97402, USA. longze.lin@amtbotanicals.com
Abstract

High-performance liquid chromatography-electrospray ionization-mass spectrometry (LC-ESI-MS) was applied to the analysis of the Flavonoids and their glycoside malonates of the flowers and leaves of red clover (Trifolium pratense). Through LC-MS comparative studies on the plant extracts and their malonate-free extracts, approximately 20 flavonoid glycoside malonates were detected in the flower extract. Eight were identified as genistin 6' '-O-malonate (39), formononetin 7-O-beta-D-glucoside 6' '-O-malonate (40), biochanin A 7-O-beta-D-glucoside 6' '-O-malonate (41), trifoside 6' '-O-malonate (42), irilone 4'-O-beta-D-glucoside 6' '-O-malonate (43), pratensein 7-O-beta-D-glucoside 6' '-O-malonate (44), isoquercitrin 6' '-O-malonate (45), and 3-methylquercetin 7-O-beta-D-glucoside 6' '-O-malonate (46). About 15 Other Flavonoids and clovamides were proved to be present in this extract. The study also found that the flowers contained Flavones as the major Flavonoids, whereas the leaves had Isoflavones as the major Flavonoids. This is the first detection of the six malonates (39 and 42-46) in the extracts of red clover, and among them, 42, 43, and 46 are new compounds.

Figures
Products
  • Cat. No.
    Product Name
    Description
    Target
    Research Area
  • HY-N10172
    98.95%, Flavonoid