A new lignan 1-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-6-(3-acetyl-4-hydroxy-5-methoxyphenyl)-3,7-dioxabicyclo[
3.3.0]octane, the secoiridoid 2H-pyran-4-acetic acid,3-hydroxymethyl-2,3-dihydro-5-(methoxycarbonyl)-2-
methyl-, methyl ester, the phenylglycoside 4-[β -D-xylopyranosyl-(1→6)]-β -D-glucopyranosyl-1,4-dihydroxy-2-
methoxybenzene and the lactone 3-[1-(hydroxymethyl)-1-propenyl] δ -glutarolactone were isolated and identified
on the basis of spectroscopic data including two-dimensional NMR, as components of olive oil mill waste-waters.
The known aromatic compounds catechol, 4-hydroxybenzoic acid, protocatechuic acid, vanillic acid, 4-hydroxy-
3,5-dimethoxybenzoic acid, 4-hydroxyphenylacetic acid, 3,4-dihydroxyphenylacetic acid, tyrosol, hydroxytyrosol,
2-(4-hydroxy-3-methoxy)phenylethanol, 2-(3,4-dihydroxy)phenyl-1,2-ethandiol, p-coumaric acid, caffeic acid,
ferulic acid, sinapic acid, 1-O-[2-(3,4-dihydroxy)phenylethyl]-(3,4-dihydroxy)phenyl-1,2-ethandiol, 1-O-[2-(4-
hydroxy)phenylethyl]-(3,4-dihydroxy)phenyl-1,2-ethandiol, D(+)-erythro-1-(4-hydroxy-3-methoxy)-phenyl-1,2,3-
propantriol, p-hydroxyphenethyl-β-D-glucopyranoside, 2(3,4-dihydroxyphenyl)ethanol 3β-D-glucopyranoside, and
2(3,4-dihydroxyphenyl)ethanol 4β-D-glucopyranoside were also confirmed as constituents of the waste-waters