827346-33-8Relevant articles and documents
Enhancement of the water solubility of flavone glycosides by disruption of molecular planarity of the aglycone moiety
Lewin, Guy,MacIuk, Alexandre,Moncomble, Aurélien,Cornard, Jean-Paul
, p. 8 - 12 (2013/03/14)
Enhancement of the water solubility by disruption of molecular planarity has recently been reviewed as a feasible approach in small-molecule drug discovery programs. We applied this strategy to some natural flavone glycosides, especially diosmin, a highly insoluble citroflavonoid prescribed as an oral phlebotropic drug. Disruption of planarity at the aglycone moiety by 3-bromination or chlorination afforded 3-bromo- and 3-chlorodiosmin, displaying a dramatic solubility increase compared with the parent compound.