Table 4.

HPLC-MS identified compounds in L. decidua bark extract (40° ethanol), percentage amount of identified compounds (% w/w) and decrease of peak areas (PAs) after DPPH reaction, in different ratios (1:2; 1:3; 1:10).

Identification	Retention Time (min)	λmax (nm)	[M − H]−	Fragments	% w/w	% of PAs Decrement (1:2)	% of PAs Decrement (1:3)	% of PAs Decrement (1:10)
Quinic acid	2.85	-	191.3	111	0.013	n.s.	n.s.	n.s.
Procyanidin B2	3.73 **	280	577	451–425	3.00	10.39	35.20	52.61
Procyanidin trimer B	3.80 **	280	865	695–577	2.37	16.00	33.48	55.59
Procyanidin tetramer B	3.95 **	280	1153	1027–577	0.94	21.50	34.13	64.77
Catechin *	7.41	280	289	245–205–179	0.041	n.s.	n.s.	n.s.
Epicatechin *	8.58	280	289	245–205–179	0.022	n.s.	n.s.	n.s.
Kaempferol Derivative	9.47	370	573.6	529–447	0.070	10.46	12.81	17.05
Quercetin-hexoside	10.22	330	447.5	301–179–151	0.084	1.04	5.59	9.78
2′-caffeoyl-4,4′,6′-trihydroxy-2-bis(4-hydroxyphenyl)-2H,2′H-spiro[benzo[1,2-b:3,4-b′]difuran-8,3′-benzofuran]-7(3H)-one	10.63	328	673.6	511–483–467–385	0.072	13.95	18.62	18.67
Larixidinol	11.01	368	557.6	513–431–269	0.029	n.s.	n.s.	n.s.
3,2′-epilarixinol	11.16	332	541.6	497–415–309	0.119	2.42	5.17	24.49
2′-caffeoyl-4,4′,6′-trihydroxy-2-bis(4-hydroxyphenyl)-2H,2′H-spiro[benzo[1,2-b:3,4-b′]difuran-8,3′-benzofuran]-7(3H)-one isomer	11.50	336	673.8	511–483–399	0.131	6.04	11.62	49.45
Larixinol	12.36	366	541.6	497–415–309	0.143	8.13	15.82	59.90
3-epilarixinol	12.60	324	541.6	497–415–309	0.015	3.48	8.73	n.s
4,4′,6′-trihydroxy-2,2′-bis(4-hydroxyphenyl)-2H,2′H-spiro[benzo[1,2-b:3,4-b′]difuran-8,3′-benzofuran]-7(3H)-one	13.29	324	511.5	483–467–385	0.013	054	1.08	2.48
(2′R,3′R)-4,4′,6′-trihydroxy-2,2′-bis(4-hydroxyphenyl)-2′H,7H-spiro[benzo[1,2-b:3,4-b′]difuran-8,3′-benzofuran]-7-one	13.78		509	481–466–267	0.006	n.s.	n.s.	n.s.
Larixinol derivative	14.94		569	541–497–415–309	0.006	1.38	3.45	n.s.
Luteolin *	15.24	348	285.4	269–241	0.003	n.s	n.s	n.s
Isorhamnetin	15.47	345	315.4	300–269–151	0.034	n.s.	n.s.	n.s.

* Catechin and procyanidin dimer B-type were used as reference compounds for the comparison of fragmentation pathway; ** Retention times for proanthocyanindins are referred to HPLC-HILIC-MS chromatogram.