UPLC-FLD determination and antioxidant activity of polyphenols in virgin olive oil

doi:10.3969/j.issn.1004-1524.2021.05.16

Acta Agriculturae Zhejiangensis ›› 2021, Vol. 33 ›› Issue (5): 907-915.DOI: 10.3969/j.issn.1004-1524.2021.05.16

• Quality and Safety of Agricultural Products • Previous Articles Next Articles

UPLC-FLD determination and antioxidant activity of polyphenols in virgin olive oil

LI Xue¹^,²^,³(), ZHANG Yu¹^,²^,³, WANG Junhong¹^,³, ZHU Zuoyi¹^,³, SUN Suling¹, LIU Zhi¹^,⁴, ZHU Shenlong³, SHEN Guoxin³, Agusti ROMERO⁵, WANG Wei¹^,³^,^*()

1. Institue of Agro-Product Safety and Nutrition, Zhejiang Academy of Agricultural Sciences, Hangzhou 310021, China
2. Key Laboratory of Information Traceability for Agricultural Products, Ministry of Agriculture and Rural Affairs of China, Hangzhou 310021, China
3. International Joint Laboratory for Quality and Nutrition of Woody Oils, Hangzhou 310021, China
4. College of Agriculture and Biotechnology, Hunan University of Humanities, Science and Technology, Loudi 417000, China
5. Institute of Agriculture and Food Research and Technology, Catalonia 08140, Spain

Received:2020-07-07 Online:2021-05-25 Published:2021-05-25
Contact: WANG Wei

Abstract

Abstract:

An ultra high performance liquid chromatography (UPLC) coupled with fluorescence detector (FLD) was used to determine the contents of 6 selected phenolic compounds in different samples of virgin olive oil. The total polyphenols content and antioxidant activity of these samples were also detected. The chromatographic column used was Cadenza (150 mm×4.6 mm, 5 μm) and the mobile phase was composed of 0.1% formate-water (A) and acetonitrile (B). Column temperature was at 35℃. The excitation wavelength and emission wavelength were 278 nm and 339 nm. Under the conditions, 6 phenolic compounds in virgin olive oil could be separated well within 17 min, with a wider range of concentration, good linear relationship (R²≥ 0.999 5), high precision with the relative standard deviation (RSD) of intra-day precision≤ 4.91%, RSD of inter-day precision ≤ 5.41%, and reliable recovery with the average recovery rate of 93.42%-119.86%, RSD≤6.26%. The contents of hydroxytyrosol, tyrosol, vanillic acid, pinoresinol and total polyphenols in different virgin olive oil samples were significantly different, while the contents of oleuropein and ligstroside were the lowest and the differences between samples were relatively small. Polyphenols extracts of virgin olive oil have good antioxidant activity, but significant differences between different samples were detected. The total antioxidant capacities of the samples were from 0.95 to 2.71 mmol·L^-1 Trolox determined by ABTS method. DPPH free radical scavenging activities of samples were 7.22%-66.23%. Hydroxyl free radical clearance capabilities of samples were 13.24-136.06 U·mL^-1. Coratina showed the strongest antioxidant activity among samples. The content of total polyphenols was significantly correlated to total antioxidant capacity of the extracts of virgin olive oil.

Key words: virgin olive oil, polyphenol, UPLC-FLD, antioxidant activity

CLC Number:

S509

LI Xue, ZHANG Yu, WANG Junhong, ZHU Zuoyi, SUN Suling, LIU Zhi, ZHU Shenlong, SHEN Guoxin, Agusti ROMERO, WANG Wei. UPLC-FLD determination and antioxidant activity of polyphenols in virgin olive oil[J]. Acta Agriculturae Zhejiangensis, 2021, 33(5): 907-915.

Figures/Tables 5

References 24

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多酚化合物 Polyphenols	荧光检测器FLD					紫外检测器UV
多酚化合物 Polyphenols	回归方程 Regress equation	相关系数 R²	线性范围 Linear range/ (μg·mL^-1)	定量限 LOQ/(μg· mL^-1)	检出限 LOD/(μg· mL^-1)	回归方程 Regress equation	相关系数 R²	线性范围 Linear range/ (μg·mL^-1)	定量限 LOQ/(μg· mL^-1)	检出限 LOD/(μg· mL^-1)
羟基酪醇 Hydroxytyrosol	y=2394141.98x -26214.42	1.0000	0.026-12.8	0.003	0.001	y=9007.84x -219.50	1.0000	0.128-12.8	0.128	0.039
酪醇 Tyrosol	y=2737496.85x -30373.56	1.0000	0.005-10.2	0.004	0.001	y=7006.96x -284.44	1.0000	0.102-10.2	0.102	0.034
香草酸 Vanillic acid	y=2638811.24x -21127.88	1.0000	0.022-11.0	0.006	0.002	y=12618.85x -485.26	1.0000	0.110-11.0	0.110	0.033
橄榄苦苷 Oleuropein	y=283557.60x -78095.20	0.9995	0.098-29.4	0.066	0.020	y=2634.68x -728.51	0.9999	0.490-29.4	0.490	0.148
女贞苷 Ligstroside	y=120011.15x -30187.66	0.9996	0.170-51.0	0.170	0.052	y=1503.57x -813.65	0.9998	0.850-51.0	0.850	0.258
松脂酚 Pinoresinol	y=6008326.90x -2178721.02	0.9995	0.0860-25.8	0.003	0.001	y=8179.26x -4051.88	0.9997	0.430-25.8	0.430	0.130

多酚化合物 Polyphenols	荧光检测器FLD					紫外检测器UV
多酚化合物 Polyphenols	回归方程 Regress equation	相关系数 R²	线性范围 Linear range/ (μg·mL^-1)	定量限 LOQ/(μg· mL^-1)	检出限 LOD/(μg· mL^-1)	回归方程 Regress equation	相关系数 R²	线性范围 Linear range/ (μg·mL^-1)	定量限 LOQ/(μg· mL^-1)	检出限 LOD/(μg· mL^-1)
羟基酪醇 Hydroxytyrosol	y=2394141.98x -26214.42	1.0000	0.026-12.8	0.003	0.001	y=9007.84x -219.50	1.0000	0.128-12.8	0.128	0.039
酪醇 Tyrosol	y=2737496.85x -30373.56	1.0000	0.005-10.2	0.004	0.001	y=7006.96x -284.44	1.0000	0.102-10.2	0.102	0.034
香草酸 Vanillic acid	y=2638811.24x -21127.88	1.0000	0.022-11.0	0.006	0.002	y=12618.85x -485.26	1.0000	0.110-11.0	0.110	0.033
橄榄苦苷 Oleuropein	y=283557.60x -78095.20	0.9995	0.098-29.4	0.066	0.020	y=2634.68x -728.51	0.9999	0.490-29.4	0.490	0.148
女贞苷 Ligstroside	y=120011.15x -30187.66	0.9996	0.170-51.0	0.170	0.052	y=1503.57x -813.65	0.9998	0.850-51.0	0.850	0.258
松脂酚 Pinoresinol	y=6008326.90x -2178721.02	0.9995	0.0860-25.8	0.003	0.001	y=8179.26x -4051.88	0.9997	0.430-25.8	0.430	0.130

多酚化合物 Polyphenols	样品含量 Concentration/ μg	低浓度Low concentration		高浓度High concentration
多酚化合物 Polyphenols	样品含量 Concentration/ μg	加标量 Concentration of addition standard/(μg·g^-1)	回收率 Recovery rates/%	加标量 Concentration of addition standard/(μg·g^-1)	回收率 Recovery rates/%
羟基酪醇Hydroxytyrosol	0	1.26	119.2±1.09	12.59	110.99±0.33
酪醇Tyrosol	0	1.00	99.75±0.39	10.03	106.53±0.62
香草酸Vanillic acid	0	0.96	93.42±0.31	9.64	116.68±0.34
橄榄苦苷Oleuropein	0	1.08	110.51±2.48	10.82	100.67±6.26
女贞苷Ligstroside	0	1.67	119.50±3.12	16.72	100.30±2.33
松脂酚Pinoresinol	0	0.85	119.86±1.10	8.46	101.69±0.67

多酚化合物 Polyphenols	样品含量 Concentration/ μg	低浓度Low concentration		高浓度High concentration
多酚化合物 Polyphenols	样品含量 Concentration/ μg	加标量 Concentration of addition standard/(μg·g^-1)	回收率 Recovery rates/%	加标量 Concentration of addition standard/(μg·g^-1)	回收率 Recovery rates/%
羟基酪醇Hydroxytyrosol	0	1.26	119.2±1.09	12.59	110.99±0.33
酪醇Tyrosol	0	1.00	99.75±0.39	10.03	106.53±0.62
香草酸Vanillic acid	0	0.96	93.42±0.31	9.64	116.68±0.34
橄榄苦苷Oleuropein	0	1.08	110.51±2.48	10.82	100.67±6.26
女贞苷Ligstroside	0	1.67	119.50±3.12	16.72	100.30±2.33
松脂酚Pinoresinol	0	0.85	119.86±1.10	8.46	101.69±0.67

品种 Variety	化合物含量 Content/(μg·g^-1)						总多酚含量 Total polyphenol content/ (μg·g^-1)	DPPH/%	ABTS/ (mmol· L^-1)	抑制羟自由基能力 Hydroxyl radical clearance capacity/ (U·mL^-1)
品种 Variety	羟基酪醇 Hydroxy- tyrosol	酪醇 Tyrosol	香草酸 Vanillic acid	橄榄苦苷 Oleuro- pein	女贞苷 Ligstro- side	松脂醇 Pinoresinol	总多酚含量 Total polyphenol content/ (μg·g^-1)	DPPH/%	ABTS/ (mmol· L^-1)	抑制羟自由基能力 Hydroxyl radical clearance capacity/ (U·mL^-1)
Coratina 科拉蒂	6.26± 0.16Ba	8.73± 0.17Aa	1.19± 1.23Dc	0.97± 0.94Ea	—	3.20± 1.85Cd	160.36± 4.26a	66.23± 3.11 a	2.71± 0.37 a	136.06± 16.52 a
Picual 皮瓜尔	4.13± 0.75 Bb	5.65± 0.37 Ac	1.58± 1.14 Da	0.96± 0.26Eb	—	4.05± 0.55Cb	70.99± 0.53c	11.47± 13.21 d	1.13± 3.19 c	44.19± 14.72 b
Arbosana 阿尔波萨纳	0.75± 3.53 Ed	3.45± 0.16 Bd	1.46± 0.30 Cb	0.96± 0.46Db	—	4.15± 0.45Aa	71.14± 1.31c	24.47± 6.44 b	1.38± 0.84 b	13.24± 4.49 c
Koroneiki 柯基	3.91± 1.56 Bc	6.63± 0.07 Ab	0.99± 0.87 De	0.95± 0.44 Db	—	3.12± 0.39 Cd	92.28± 0.82b	7.22± 7.64 d	1.40± 0.41 b	27.47± 6.46 bc
Arbequina 豆果	0.56± 2.17 Ee	2.83± 0.27 Be	1.12± 0.74 Cd	0.95± 0.19 Db	—	3.52± 0.46 Ac	45.82± 1.24d	19.54± 3.98 c	0.95± 4.76 d	39.59± 5.72 b

UPLC-FLD determination and antioxidant activity of polyphenols in virgin olive oil

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