Table 3. Composition of the Most Abundant Polyphenols in the PROP Sample before and after Treatment with Laccase from T. versicolor and TEMPO^a.

		starting material	t = 1 h	t = 7 h	t = 15 h
type	compound	yield (mg/g)b
phenols	hydroquinone	n.d.	8.83	5.35	2.15
	catechol	n.d.	0.37	0.12	0.03
	phloroglucinol	n.d.	0.14	0.07	0.01
phenyl propanoids	cinnamyl alchol	4.56	5.17	2.55	2.98
	cinnamic acid	2.37	2.96	1.87	1.80
	4-hydrocinnamic acid	0.40	0.20	0.13	0.14
	3,4-dimethoxy cinnamic acid	1.91	2.30	1.17	1.47
	4-hydroxy cinnamic acid MEc	1.12	1.62	1.67	1.58
	caffeic acid	1.34	1.14	0.98	0.31
	caffeic acid PEd	18.23	10.85	7.29	7.18
	ferulic acid	9.25	2.59	2.34	2.13
flavanones	pinostrobin	4.30	3.26	2.95	2.30
	naringenin	0.25	0.13	0.11	0.08
	sakuranetin	0.17	0.14	0.08	0.10
dihydro flavonols	pinobanksin	3.32	2.68	2.70	1.82
	3-O-acetyl pinobanksin	0.03	0.02	0.01	n.d.
flavones	chrysin	35.57	33.25	29.36	17.96
	tectochrysin	2.58	3.42	3.11	2.12
	genkwanin	1.48	1.34	1.27	1.11
flavonols and flavonol derivatives	galangin	13.23	10.84	7.12	6.68
	kaempferol	0.19	0.09	0.08	0.04
	isorhamnetin	3.33	2.47	0.46	traces
	compound 1e	n.d.	n.d.	0.05	n.d.
	compound 3	n.d.	n.d.	5.32	n.d.

^aThe oxidations were performed by treating the appropriate sample (0.1 g) with laccase (10 U) and TEMPO (6 mM) in 0.1 M sodium acetate buffer (3.0 mL, pH 5–5.5) at 40 °C, in the presence of a low amount of CH₂Cl₂ (5.0% v/v).

^bThe yield was reported as milligrams of compound per gram of starting material.

^cME: methyl ester.

^dPE: phenethyl ester.

^eCompound 1: 2-(4-hydroxybenzoyl)-2,4,6-trihydroxy-3(2H)-benzofuranone; compound 3: galangin dimer.