Please use this identifier to cite or link to this item: http://hdl.handle.net/10316/10111
Title: Identification of 7,4prime-Dihydroxy-5-methoxyflavylium in ldquoDragon's Bloodrdquo: To Be or Not To Be an Anthocyanin
Authors: Melo, Maria J. 
Sousa, Micaela 
Parola, A. Jorge 
Melo, J. Sérgio Seixas de 
Catarino, Fernando 
Marçalo, Joaquim 
Pina, Fernando 
Issue Date: 2007
Citation: Chemistry - A European Journal. 13:5 (2007) 1417-1422
Abstract: The compound 7,4prime-dihydroxy-5-methoxyflavylium (dracoflavylium) was identified as the major red colorant in samples of the resin ldquodragon's bloodrdquo, extracted from the tree Dracaena draco. The complex network of reversible chemical reactions that dracoflavylium undergoes in aqueous solution is fully described; for the first time, all the equilibrium constants that enable a complete characterisation of the system have been obtained (Kprimea=1.6×10-4, Ka1=1.0×10-4, Ka2=3.2×10-8, KCt1=1.0×10-7, KCt2=1.3×10-10). It is concluded that the red colour is due to a stable quinoid base, A, which is the major species at pH 4-7. It is further shown that this compound does not fit the commonly accepted definitions of anthocyanidin nor 3-deoxyanthocyanidin. Similarly to synthetic flavylium salts, the natural compound 7,4prime-dihydroxy-5-methoxyflavylium gives rise to several species (multistate system) reversibly interconverted by external stimuli, such as pH.
URI: http://hdl.handle.net/10316/10111
DOI: 10.1002/chem.200600837
Rights: openAccess
Appears in Collections:FCTUC Química - Artigos em Revistas Internacionais

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