. 2014 Dec 8;19(12):20498–20520. doi: 10.3390/molecules191220498

Table 3.

Phenolic analytes detected in G. procumbens leaf extracts by UHPLC-PDA-ESI-MS³.

Peak	Analyte	R_t (min)	UV λ_max (nm)	[M−H]⁻ (m/z)	Formula	Extract
1	protocatechuic acid (PCA) ^a	4.4	295	153	C₇H₆O₄	DEF
2	3-O-caffeoylquinic acid (NCHA) ^a	6.2	325	353	C₁₆H₁₈O₉	all
3	p-hydroxybenzoic acid (pHBA) ^a	7.6	254	137	C₇H₆O₃	DEF
4	3-O-p-coumaroylquinic acid ^a	9.3	310	337	C₁₆H₁₈O₈	DEF, EAF, BF
5	vanillic acid ^a	10.3	260, 291	167	C₈H₈O₄	DEF
6	5-O-caffeoylquinic acid (CHA) ^a	10.7	325	353	C₁₆H₁₈O₉	MED, EAF, BF, WR
7	(+)-catechin (CA) ^a	10.9	280	289	C₁₅H₁₄O₆	MED, DEF
8	caffeic acid (CFA) ^a	11.7	325	179	C₉H₈O₄	DEF
9	4-O-caffeoylquinic acid (CCHA) ^a	12.6	325	353	C₁₆H₁₈O₉	all
10	3-O-feruloylquinic acid	14.2	325	367	C₁₇H₂₀O₉	EAF
11	procyanidin B-type dimer	14.9	280	577	C₃₀H₂₆O₁₂	MED, DEF, EAF, BF
12	unknown compound	15.7	254	481		MED, DEF, BF
13	(−)-epicatechin (ECA) ^a	16.5	280	289	C₁₅H₁₄O₆	MED, DEF, EAF, BF
14	4-O-p-coumaroylquinic acid	16.6	310	337	C₁₆H₁₈O₈	BF
15	unknown compound	17.3	280	559		all
16	p-coumaric acid (pCA) ^a	19.1	310	163	C₉H₈O₃	DEF
17	procyanidin A-type trimer (PA)	19.8	280	863	C₄₅H₃₆O₁₈	MED, DEF, EAF, BF
18	procyanidin B-type trimer	20.8	280	865	C₄₅H₃₈O₁₈	MED, EAF, BF
19	procyanidin A-type dimer	22.1	280	575	C₃₀H₂₄O₁₂	MED, EAF, BF
20	unknown compound	22.2	267, 298	639		DEF
21	caffeoylquinic acid derivative	22.4	325	391		MED, EAF
22	unknown compound	24.3	280	473		DEF, EAF
23	quercetin pentoside-glucuronide	24.9	257, 356	609	C₂₆H₂₆O₁₇	MED, DEF, BF, WR
24	procyanidin A-type trimer	25.1	280	863	C₄₅H₃₆O₁₈	EAF
25	unknown compound	26.3	280	451		DEF, EAF
26	quercetin 3-O-galactoside ( HY) ^a	27.2	254, 353	463	C₂₁H₂₀O₁₂	MED, DEF, EAF, BF
27	quercetin 3-O-glucoside ( IQ) ^a	28.1	256, 353	463	C₂₁H₂₀O₁₂	all
28	quercetin 3-O-glucuronide ( MQ) ^a	28.8	256, 356	477	C₂₁H₁₈O₁₃	all
29	quercetin 3-O-arabinoside (GV) ^a	30.3	258, 356	433	C₂₀H₁₈O₁₁	MED, DEF, EAF, BF
30	quercetin derivative	30.6	258, 354	333		DEF
31	kaempferol 3-O-glucuronide	33.0	265, 349	461	C₂₁H₁₈O₁₂	all
32	quercetin 3-O-glucuronide methyl ester	33.9	265, 356	491	C₂₂H₂₀O₁₃	MED, DEF, EAF, BF
33	kaempferol 3-O-glucuronide methyl ester	38.8	265, 348	475	C₂₂H₂₀O₁₂	EAF
34	unknown compound	39.0	286, 326	409		BF
35	kaempferol 3-O-glucoside ( AG) ^a	39.9	265, 345	447	C₂₁H₂₀O₁₁	EAF
36	unknown compound	40.3	280	451		DEF, EAF
37	quercetin (QU) ^a	43.3	255, 364	301	C₁₅H₁₀O₇	DEF, EAF
38	unknown compound	43.7	286, 326	409		BF
39	unknown compound	44.4	280	435		DEF
40	quercetin 3-O-pentoside-glucuronide butyl ester	4.4	295	153	C₃₀H₃₄O₁₇	BF
41	quercetin 3-O-glucuronide butyl ester	6.2	325	353	C₂₅H₂₆O₁₃	BF
42	kaempferol 3-O-pentoside-glucuronide butyl ester	7.6	254	137	C₃₀H₃₄O₁₆	BF
43	kaempferol (KA) ^a	9.3	310	337	C₁₅H₁₀O₆	DEF
44	kaempferol 3-O-glucuronide butyl ester	10.3	260, 291	167	C₂₅H₂₆O₁₂	BF

^a Identified with authentic standards. R_t, retention times. UV λ_max, absorbance maxima in PDA spectra. [M−H]⁻, pseudomolecular ions in MS spectra recorded in a negative mode. For systematic names of flavonoid standards see Section 3.1. For extract codes see Figure 1.