Table 2.

Phenolic compounds identified in WG and WB samples by HPLC-ESI-QTOF-MS. Abbreviations: WG: wheat grain, WB: wheat bran, FP: free phenolic fraction, BP: bound phenolic fraction.

Class	Sub-Class	Compound	Molecular Formula	Ion Fragments	WB		WG
					Error	Fraction	Error	Fraction
Phenolic acids	Hydroxybenzoic acids	Protocatechuic acid	C7H6O4	151. 136. 112	−7.58	BP	−4.34	BP
		Hydroxybenzoic acid	C7H6O3	135. 125. 121	−7.12	BP	−4.22	BP
	Hydroxycinnamic acids	Ferulic acid	C10H10O4	178. 149. 134	−3.96	FP-BP	0.17	BP
		p-Coumaric acid	C9H8O3	119	8.95	BP	n.d.	n.d.
		Sinapic acid	C11H12O5	208	n.d.	n.d.	−1.8	BP
		Diferulic isomer 1	C20H18O8	341. (282). 193. (112)	−1.84	BP	−2.1	BP
		Diferulic isomer 2	C20H18O8	359. 341. 326	−1.58	BP	−2.35	BP
		Diferulic isomer 3	C20H18O8	369. 355. 341. 313. 271	−3.39	BP	1.01	BP
		Diferulic isomer 4	C20H18O8	341. 326. 282. 248. 227	4.38	BP	−2.87	BP
		Diferulic isomer 5	C20H18O8	347. 313. 261. 217. 193. 178	0.49	BP	−2.35	BP
		Diferulic isomer 6	C20H18O8	341. 303. 239. 193. 178	−1.32	BP	n.d.	n.d.
		Caffeic acid	C9H8O4	(165). 135. 127	−2.32	FP-BP	−5.65	BP
		Isoferulic acid	C10H10O4	178. 149. 134	4.29	BP	−0.86	BP
		1-O-Sinapoyl-beta-D-glucose	C17H22O10	216. 162. 119	−4.87	FP	−2.54	FP
Flavonoids	Flavones	Apigenin-6-C-arabinoside-8-C-hexoside I	C26H28O14	397. 316. 216. 119	1.82	FP	0.94	FP
		Apigenin-6-C-arabinoside-8-C-hexoside II	C26H28O14	432. 245. 164. 149	−1.37	FP	−1.01	FP
		Apigenin-6-C-galactosyl-8-C-glucosyl-O-glucuropyranoside	C33H38O21	577. 343	5.3	BP	n.d.	n.d.
Lignans	Lignans	Syringaresinol	C22H26O8	387. 353. 341. 257. 193. 119	n.d.	n.d.	−1.93	B
Others	Hydroxybenzaldehyde acids	4-Hydroxybenzaldehyde	C7H6O2	(112)	−4.89	BP	−4.07	B
	Alkylphenols	5-Nonadecenylresorcinol	C25H42O2	347. 309. 283	−6.67	FP	n.d.	n.d.
		5-Nonadecylresorcinol	C25H44O2	(355. 337. 311. 279. 248)	−4.37	FP	−3.04	FP
		5-Heneicosylresorcinol	C27H48O2	(379). 339. 248	−2.83	FP	−4.32	FP