Spectaflavoside A, a new potent iron chelating dimeric flavonol glycoside from the rhizomes of Zingiber spectabile Griff

  • Bioorg Med Chem Lett. 2012 Jun 1;22(11):3831-6. doi: 10.1016/j.bmcl.2012.02.064.
Yasodha Sivasothy  1 ,  A Hamid A Hadi ,  Khalit Mohamad ,  Kok Hoong Leong ,  Halijah Ibrahim ,  Shaida Fariza Sulaiman ,  Kheng Leong Ooi ,  Khalijah Awang
Affiliations
  • 1. Department of Chemistry, Faculty of Science, University Malaya, 50603 Kuala Lumpur, Malaysia.
Abstract

The rhizomes of Zingiber spectabile yielded a new dimeric flavonol glycoside for which the name kaempferol-3-O-(4″-O-acetyl)-α-L-rhamnopyranoside-(I-6,II-8)-kaempferol-3-O-(4″-O-acetyl)-α-L-rhamnopyranoside; spectaflavoside A (1) was proposed, along with kaempferol and its four acetylrhamnosides (2-6), demethoxycurcumin (7) and curcumin (8). The structure of spectaflavoside A was elucidated by spectroscopic methods including, 1D and 2D NMR techniques. This is the first report on the occurrence of a dimeric flavonol glycoside in the Zingiberaceae and the second in nature. Spectaflavoside A was found to be a potent iron chelating agent.