Antioxidant Capacity of Free and Bound Phenolics from Olive Leaves: In Vitro and In Vivo Responses
Abstract
:1. Introduction
2. Materials and Methods
2.1. Plant Materials
2.2. Chemicals and Reagents
2.3. Extraction of Free and Bound Phenolic Fractions from Olive Leaves
2.4. Identification and Quantification of Free and Bound Antioxidants in Olive Leaves
2.5. Determination of TPC and TFC
2.6. Chemical Antioxidant Activity Evaluation
2.7. Cellular Antioxidant Activity Evaluation
2.7.1. Cell Culture and Cytotoxicity Assay
2.7.2. H2O2-Induced Oxidative Stress in HepG2 Cells
2.7.3. CAA Assay
2.8. In Vivo Antioxidant Activity Evaluation
2.8.1. Animals and Experimental Design
2.8.2. Histological Analysis
2.8.3. Biochemical Assays
2.8.4. RT-qPCR Analysis
2.9. Statistical Analysis
3. Results and Discussion
3.1. Identification and Quantification of Free and Bound Antioxidants in Olive Leaves
3.2. Chemical Antioxidant Activities of FP and BP Fractions in Olive Leaves
3.3. Cellular Antioxidant Activities of FP and BP Fractions in Olive Leaves
3.3.1. FP and BP Fractions in Olive Leaves Resist H2O2-Induced Oxidative Stress in HepG2 Cells
3.3.2. FP and BP Fractions in Olive Leaves Exhibited Cellular Antioxidant Activity
3.4. In Vivo Antioxidant Activities of FP and BP Fractions in Olive Leaves
3.4.1. FP and BP Fractions in Olive Leaves Protect Liver Tissue in Aging Mice
3.4.2. FP and BP Fractions in Olive Leaves Relieve Oxidative Stress in Aging Mice
3.4.3. FP Fractions in Olive Leaves Activate Nrf2 Signaling in Aging Mice
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
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No | Rt (min) | Measured m/z | MS/MS Fragments | Molecular Formula | CAS | Compounds | Class | FP | BP |
---|---|---|---|---|---|---|---|---|---|
1 | 3.912 | 153.0550 [M − H]− | 123.04, 153.05 | C8H10O3 | 10597-60-1 | Hydroxytyrosol | Simple phenols | X | X |
2 | 5.296 | 353.0880 [M − H]− | 191.06, 209.66 | C16H18O9 | 327-97-9 | Chlorogenic acid | Phenolic acids | X | X |
3 | 5.790 | 163.0390 [M + H]+ | 163.04, 145.03, 135.04 | C9H8O4 | 331-39-5 | Caffeic acid | Phenolic acids | X | |
4 | 6.605 | 147.0440 [M + H]+ | 147.04, 119.05 | C9H8O3 | 7400-08-0 | 4-Coumaric acid | Phenolic acids | X | |
5 | 7.110 | 223.0610 [M − H]− | 164.05, 208.04, 223.06 | C11H12O5 | 530-59-6 | Sinapinic acid | Phenolic acids | X | |
6 | 7.155 | 177.0646 [M + H]+ | 177.05, 145.03 | C10H10O4 | 537-98-4 | Ferulic acid | Phenolic acids | X | |
7 | 5.698 | 403.1250 [M − H]− | 59.01, 71.01, 89.02 | C17H24O11 | 58822-47-2 | Secoxyloganin | Iridoids | X | |
8 | 7.525 | 539.1776 [M-H]− | 539.18, 377.12, 275.09 | C25H32O13 | 32619-42-4 | Oleuropein | Iridoids | X | |
9 | 5.916 | 609.1469 [M − H]− | 447.09, 609.15, 285.04 | C27H30O16 | 52187-80-1 | Luteolin-3′,7-di-O-glucoside | Flavonoids | X | |
10 | 6.523 | 609.1470 [M − H]− | 609.15, 300.03, 301.04 | C27H30O16 | 153-18-4 | Rutin | Flavonoids | X | X |
11 | 6.528 | 611.1608 [M + H]+ | 303.05, 466.11, 85.03 | C27H30O16 | 18016-58-5 | Quercetin 3-O-glucoside-7-O-rhamnoside | Flavonoids | X | |
12 | 6.753 | 465.1026 [M + H]+ | 303.05, 85.03 | C21H20O12 | 482-35-9 | Quercetin-3β-D-glucoside | Flavonoids | X | |
13 | 6.758 | 449.1077 [M + H]+ | 449.11, 287.05 | C21H20O11 | 5373/11/5 | Luteolin-7-O-glucoside | Flavonoids | X | X |
14 | 6.941 | 577.1570 [M − H]− | 269.05, 577.16 | C27H30O14 | 17306-46-6 | Apigenin-7-O-neohesperidoside | Flavonoids | X | X |
15 | 7.143 | 609.1815 [M + H]+ | 301.07, 609.18 | C28H32O15 | 38665-01-9 | Neodiosmin | Flavonoids | X | |
16 | 7.214 | 477.1043 [M − H]− | 431.10, 268.04, 269.05 | C21H20O10 | 578-74-5 | Apigenin-7-O-glucoside | Flavonoids | X | X |
17 | 7.236 | 447.0937 [M − H]− | 285.04, 447.09 | C21H20O11 | 16290-07-6 | Kaempferol-7-O-glucoside | Flavonoids | X | X |
18 | 7.390 | 447.0939 [M− H]− | 210.04, 285.04 | C21H20O11 | 6920-38-3 | Luteolin-4′-O-glucoside | Flavonoids | X | |
19 | 8.919 | 285.0407 [M − H]− | 285.04, 299.46 | C15H10O6 | 491-70-3 | Luteolin | Flavonoids | X | X |
20 | 8.922 | 287.0548 [M + H]+ | 287.05, 269.08 | C15H10O6 | 520-18-3 | Kaempferol | Flavonoids | X | |
21 | 9.012 | 303.0496 [M − H]− | 303.05, 285.15 | C15H10O7 | 117-39-5 | Quercetin | Flavonoids | X | |
22 | 9.882 | 301.0703 [M + H]+ | 301.07, 286.05 | C16H12O6 | 520-34-3 | Diosmetin | Flavonoids | X | |
23 | 10.001 | 315.0514 [M − H]− | 315.05, 300.03 | C16H12O7 | 1486-70-0 | 3-O-Methylquercetin | Flavonoids | X | |
24 | 11.579 | 487.3434 [M − H]− | 487.34, 469.33 | C30H48O5 | 464-92-6 | Asiatic acid | Triterpenoid acids | X | |
25 | 13.414 | 471.3483 [M − H]− | 471.35, 428.24 | C30H48O4 | 4373-41-5 | Maslinic acid | Triterpenoid acids | X | |
26 | 13.434 | 455.3517 [M + H]+ | 205.16, 189.16, 203.18 | C30H48O4 | 4547-24-4 | Corosolic acid | Triterpenoid acids | X | X |
27 | 12.759 | 457.3673 [M + H]+ | 457.37, 203.18, 191.18 | C30H48O3 | 508-02-1 | Oleanolic acid | Triterpenoid acids | X | |
28 | 16.492 | 439.3567 [M + H]+ | 411.36, 439.36, 203.18 | C30H48O3 | 77-52-1 | Ursolic acid | Triterpenoid acids | X | X |
No. | Compounds | Content (mg/g DW) | No. | Compounds | Content (mg/g DW) | ||
---|---|---|---|---|---|---|---|
FP Fraction | BP Fraction | FP Fraction | BP Fraction | ||||
1 | Hydroxytyrosol | 0.11 ± 0.01 b | 0.19 ± 0.09 a | 15 | Apigenin-7-O-glucoside | 0.47 ± 0.03 a | 0.05 ± 0.01 b |
2 | Chlorogenic acid | 0.13 ± 0.02 a | 0.07 ± 0.01 b | 16 | Neodiosmin | 0.54 ± 0.03 | ND |
3 | Caffeic acid | ND | 0.16 ± 0.01 | 17 | Kaempferol-7-O-glucoside | 2.07 ± 0.15 a | 0.14 ± 0.03 b |
4 | 4-Coumaric acid | ND | 0.21 ± 0.03 | 18 | Luteolin-4′-O-glucoside | 0.61 ± 0.04 | ND |
5 | Sinapinic acid | ND | 0.39 ± 0.03 | 19 | Luteolin | 0.38 ± 0.03 a | 0.03 ± 0.01 b |
6 | Ferulic acid | ND | 0.20 ± 0.08 | 20 | Kaempferol | 0.03 ± 0.01 | ND |
7 | Secoxyloganin | 2.11 ± 0.18 | ND | 21 | Quercetin | 0.12 ± 0.01 | ND |
8 | Oleuropein | 17.52 ± 2.61 | ND | 22 | Diosmetin | 0.03 ± 0.00 | ND |
9 | Luteolin-3′,7-di-O-glucoside | 0.44 ± 0.03 | ND | 23 | 3-O-Methylquercetin | 0.02 ± 0.00 | ND |
10 | Rutin | 1.31 ± 0.10 a | 0.12 ± 0.01 b | 24 | Asiatic acid | 0.26 ± 0.01 a | ND |
11 | Quercetin 3-O-glucoside-7-O-rhamnoside | 0.52 ± 0.03 | ND | 25 | Maslinic acid | 1.31 ± 0.02 a | 0.01 ± 0.00 b |
12 | Quercetin-3β-D-glucoside | 0.78 ± 0.06 | ND | 26 | Corosolic acid | 0.39 ± 0.08 | ND |
13 | Luteolin-7-O-glucoside | 2.80 ± 0.27 a | 0.12 ± 0.04 b | 27 | Oleanolic acid | 1.61 ± 0.07 a | 0.06 ± 0.00 b |
14 | Apigenin-7-O-neohesperidoside | 0.71 ± 0.04 a | 0.31 ± 0.02 b | 28 | Ursolic acid | ND | 0.02 ± 0.01 |
TPC (mg GAE/g DW) | TFC (mg RE/g DW) | DPPH (μmol TE/gDW) | ABTS (μmol TE/gDW) | FRAP (μmol TE/gDW) | |
---|---|---|---|---|---|
FP fraction | 26.39 ± 1.26 a | 145.30 ± 9.11 a | 26.09 ± 0.03 a | 249.49 ± 0.29 a | 13.79 ± 0.03 a |
BP fraction | 0.65 ± 0.05 b | 1.73 ± 0.29 b | 10.44 ± 0.01 b | 6.66 ± 0.01 b | 0.37 ± 0.00 b |
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Li, T.; Wu, W.; Zhang, J.; Wu, Q.; Zhu, S.; Niu, E.; Wang, S.; Jiang, C.; Liu, D.; Zhang, C. Antioxidant Capacity of Free and Bound Phenolics from Olive Leaves: In Vitro and In Vivo Responses. Antioxidants 2023, 12, 2033. https://doi.org/10.3390/antiox12122033
Li T, Wu W, Zhang J, Wu Q, Zhu S, Niu E, Wang S, Jiang C, Liu D, Zhang C. Antioxidant Capacity of Free and Bound Phenolics from Olive Leaves: In Vitro and In Vivo Responses. Antioxidants. 2023; 12(12):2033. https://doi.org/10.3390/antiox12122033
Chicago/Turabian StyleLi, Ting, Wenjun Wu, Jianming Zhang, Qinghang Wu, Shenlong Zhu, Erli Niu, Shengfeng Wang, Chengying Jiang, Daqun Liu, and Chengcheng Zhang. 2023. "Antioxidant Capacity of Free and Bound Phenolics from Olive Leaves: In Vitro and In Vivo Responses" Antioxidants 12, no. 12: 2033. https://doi.org/10.3390/antiox12122033