The bowl-shaped resorcin[4]arene-based ligand was prepared as a model of the trihistidine coordination core present in many mononuclear metalloenzymes. The -CH(2)-O-CH(2)- linkers connecting the imidazoles to the cavity allow three imidazoles to simultaneously bind a metal ion, and favor cis-coordination of two exchangeable ligands. The corresponding mononuclear Zn(II) complexes were shown to be capable of the selective guest binding and exchange at both endo and exo positions.
Fractionation of the chloroform extract of Wikstroemia coriacea led to the isolation of two new compounds, oleodaphnoic acid (1), a guaiane-type sesquiterpenoid, and coriaceol (2), an 1,5-diphenyl-1-pentanone analogue, together with nine known compounds. The structures of 1 and 2 were elucidated by extensive spectroscopic data analysis. The known compounds were oleodaphnal (3), indicanone (4), (5R,8R,8aR)-3, 8-dimethyl-4,5,6,7,8,8a-hexahydro-5-(1-methylethenyl)-2(1H)-azulenone, (5), 1,5 diphenyl-1-pentanone (6), (+)-3-hydroxy-1,5-diphenyl-1-pentanone (7), umbelliferone (8), daphnoretin (9), β-sitostenone (10) and (−)-hinokinin (11).
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