This paper aimed to study the mode of inclusion for 7-hydroxyflavone (7HF) in β-cyclodextrin (β-CD) complex in basic (pH 12) and acid (pH 4.5) media. The thermodynamic parameters of the complexation of 7HF with β-CD were evaluated by means of steady-state fluorescence and solubility measurements at several temperatures. The 7HF-β-CD inclusion complex was spontaneously formed at 1:1 stoichiometry in both basic and acid media. The high number of hydrogen bonds formed between the host and the guest molecules favored complexation in the basic medium, with a ground-state equilibrium constant (K) of 990 ± 130 mol-1 L, at 25 ºC. The quantum-mechanics calculations showed that complexation of 7HF (neutral or anionic form) with β-CD occurred mainly via the phenyl group of the flavonoid. This result agreed with the induced circular dichroism signal of 7HF complexed with β-CD.

3-(3-Hidroxi-fenoxi)acrilato de metila (2), um novo e importante material de partida para inúmeras reações e um precursor potencial do produto natural 3-(3-hidroxi-fenoxi)-2-propenal (1), foi sintetizado a partir de resorcinol e propiolato de metila. A configuração trans da dupla ligação presente no composto 2 foi confirmada através de uma reação de fotoisomerização.

Methyl 3-(3-hydroxyphenoxy)acrylate (2), a new and important starting material for several reactions and a potential precursor of the natural product 3-(3-hydroxyphenoxy)-2-propenal (1), was synthesized from resorcinol and methyl propiolate. The trans configuration of the double bond present in 2 was confirmed through a photoisomerization reaction.