Roles of Syzygium in Anti-Cholinesterase, Anti-Diabetic, Anti-Inflammatory, and Antioxidant: From Alzheimer’s Perspective
Abstract
:1. Introduction
2. Multifactorial AD and Multitarget Agents as a Strategy for Neuroprotection
3. Ethnobotany and Ethnomedicinal Properties of Syzgium
4. Neuroprotective Agents from Syzygium
4.1. Anti-Cholinesterase Activity
Species | Plant Part/Compound | Test | Activity | Reference | |
---|---|---|---|---|---|
1 | Syzygium cumini (L.) Skeels. | Ethanol leaf extract | In vitro AChE | 44.54 µg/mL of IC50 | [36] |
Ex vivo AChE | No significant effect | ||||
Leaf essential oil | In vitro AChE | 32.9 µg/mL of IC50 | [22] | ||
Polyphenol-rich leaf extract | In vitro AChE and BChE | Significant reduction in cholinesterase activities; bound polyphenolic extract showed better inhibitory activity than free polyphenolic extract | [37] | ||
Polyphenol-rich leaf extract | In vivo AChE and BChE from alloxan-induced diabetic rats | Enzyme activities were significantly reduced after 14 days (400 mg/kg oral dose) | [37] | ||
Methanol seed extract | In vivo AChE from scopolamine-induced rats | Significant reduction in AChE activity (400 mg/kg oral dose) | [29] | ||
Leaf extract | In vitro AChE | No significant activity | [38] | ||
2 | Syzygium aqueum Alston | Methanol leaf extract | In vitro ACHE and BChE | 16.04 µg/mL and 13.95 µg/mL of IC50, respectively | [43] |
3 | Syzygium polyanthum (Wight) Walp. | Methanol and ethyl acetate extracts from leaves | In vitro ACHE | 47.30 and 45.10 µg/mL of IC50, respectively | [38] |
Methanol leaf and stem extracts | In vitro ACHE and BChE | >80% inhibition at 200 µg/mL concentration (8.28 and 6.54 µg/mL of IC50 in the leaf extract, respectively) | [41] | ||
4 | Syzygium aromaticum (L.) Merrill and Perry | Methanol, ethyl acetate, and hexane extracts from leaves; methanol bud extract | In vitro ACHE | 42.10, 55.9, and 62.05 µg/mL of IC50, respectively (leaves); 45.25 µg/mL of IC50 (bud) | [38] |
Methanol extract, clove oil, and eugenol | In vitro ACHE and BChE using TLC bioautography | Eugenol (42.44 and 63.51 µg/mL of IC50) showed better inhibition than extract (61.5 and 103.53 µg/mL of IC50) and oil (49.73 and 88.14 µg/mL of IC50), respectively | [18] | ||
Clove bud essential oil | In vitro ACHE and BChE | 1.5 μL/L and 18.2 μL/L of IC50, respectively | [27] | ||
Ethanol extract | HPTLC-densitometry | Showed efficiency in AChE inhibition | [44] | ||
Ethanol bud extract | In vitro AChE isolated from human erythrocytes | No inhibitory effect | [45] | ||
Ethanol bud extract | In vitro AChE of parasite C. cotylophorum | 86.86% inhibition at 0.5 mg/mL after 8 hr exposure | [34] | ||
Clove oil (eugenol) encapsulated with a nanostructured lipid carrier | In vitro ACHE and BChE from D. melanogaster tissue | 4.3 and 3.5 mM of IC50, respectively | [35] | ||
Aqueous and hydroalcoholic extract of clove buds | In vitro AChE | 253.29 µg/mL of IC50 in aqueous extract | [40] | ||
Clove oil | In vitro AChE from AlCl3-induced rats | Significant reduction in AChE activity | [46] | ||
Ethanol bud extract | In vivo AChE from CeCI3-induced memory-impaired rats | Corrected the AChE rate caused by CeCI3 toxicity and improved cholinergic neural transmission | [42] | ||
Eugenol derivatives | In vitro ACHE and BChE | 4-Allyl-2-methoxyphenyl-4-ethyl benzoate inhibited AChE with 5.64 µg/mL of IC50 | [47] | ||
Isoeugenol | In vitro ACHE | 77 nM of IC50 | [48] | ||
5 | Syzygium antisepticum (Blume) Merr. and L.M.Perry | Methanol leaf extract; ursolic acid; gallic acid | In vitro ACHE | 61.9% at 300 µg/mL concentration; 81.64% at 200 µg/mL concentration; 73.39% at 200 µg/mL concentration | [24] |
6 | Syzygium samarangense (Blume) Merr. and L.M.Perry | Essential oil | In vitro ACHE and BChE | 4.83 and 5.69 mg GALAE/g, respectively | [39] |
Dihydrochalcone | In vitro ACHE and BChE | 98.5% inhibition at 0.25 mM and 68% inhibition at 0.20 mM, respectively | [49] | ||
7 | Syzygium coriaceum Bosser and J. Guého | Essential oil | In vitro ACHE and BChE | 4.79 and 7.10 mg GALAE/g, respectively | [39] |
8 | Syzygium jambos (L.) Alston | Aqueous leaf extract | In vitro ACHE from homogenized tissue of rat brain | No significant activity | [30] |
Methanol stem and leaf extracts | In vitro ACHE and BChE | >80% inhibition at 200 µg/mL concentration (16.05 and 15.25 µg/mL of IC50 from stem extract, respectively) | [41] | ||
9 | Syzygium grande (Wight) Walp. | Methanol leaf extract | In vitro ACHE and BChE | >80% inhibition at 200 µg/mL concentration | [41] |
10 | Syzygium lineatum (DC.) Merr. and L.M.Perry | Methanol leaf extract | In vitro ACHE and BChE | >80% inhibition at 200 µg/mL concentration (20.69 µg/mL of IC50 for BChE) | [41] |
4.2. Anti-Diabetic Activity
4.3. Anti-Inflammatory Activity
Species | Plant Part/Compound | Test | Activity | Reference | |
---|---|---|---|---|---|
1 | S. malaccense (L.) Merr. and L.M. Perry | Methanol leaf extract | In vitro LPS-induced neuroinflammatory assay on murine BV-2 microglial cells; in vivo croton oil-induced ear edema test | Neuroprotective activity by a reduction in nitric oxide production in vitro; decreased mice ear edema in vivo | [63] |
2 | S. cumini | Methanol fruit extract | In vitro membrane stabilization, egg albumin denaturation, and bovine serum albumin denaturation assays; in vivo murine models of carrageenan, formaldehyde, and PGE2 induced paw edema. | Showed inflammatory activities both in vitro and in vivo | [64] |
Betulinic acid | In vivo Fx1A antiserum-induced passive Heymann nephritis (PHN) in Sprague-Dawley rats | Ameliorated mRNA and protein expression of NF-κB, iNOS, TNF-α, Nrf2, HO-1, and NQO1 in the kidney, reducing inflammation | [65] | ||
Polyphenol-rich leaf extract | In vivo Alloxan-induced diabetic rats | NF-κB and inflammatory cytokines such as TNF-α and IL-1α were regulated | [37] | ||
Anthocyanins di-glucosides from pulp | In vitro determination of cytokine production in LPS-induced RAW264.7 macrophages | Inhibited pro-inflammatory mediators such as IL-6, IL-1β, and TNF-α | [66] | ||
Aqueous seed extract | In vivo high cholesterol diet-streptozotocin-induced diabetes in rats | Exhibited significant anti-inflammatory and β-cell salvaging activity via overexpression of PPARγ and PPARα activity and a significant decrease in TNF-α levels when treated with 100, 200, 400 mg/kg/day doses | [67] | ||
Methanol seed extract | In vitro high glucose (HG) diabetic cardiomyopathy in H9C2 cardiomyoblast cells | HG-induced activation of NF-κB, TNF-α, and IL-6 was remarkably reduced | [68] | ||
Seed extract | In vivo Aβ1-40-infused AD model rats | Reduced the levels of Aß burdens and oligomers by suppressing the levels of TNFα and LPO in the corticohippocampal tissues | [62] | ||
3 | Syzygium caryophyllatum (L.) Alston | Aqueous root extract | In vitro anti-inflammatory test using heat-induced albumin denaturation assay | 6.229 µg/mL of IC50 | [69] |
4 | S. aqueum | Polyphenol-rich leaf extract | In vitro lipoxygenase inhibitor screening assay, membrane stabilizing activity (hypotonic solution-induced hemolysis), and in vivo carrageenan-induced hind-paw edema in rats | Inhibited LOX, COX-1, and COX-2 with higher COX-2 selectivity reduced the extent of lysis of erythrocytes and markedly reduced leukocyte numbers in rats challenged with carrageenan. | [70] |
Leaf extract | In vivo STZ-induced oxidative stress and inflammation in pancreatic beta cells in rats | Significantly decreased levels of TLR-4, MYD88, pro-inflammatory cytokines TNF-α, and TRAF-6 in pancreatic tissue homogenates, which correlated well with minimal pancreatic inflammatory cell infiltration | [56] | ||
5 | Syzygium mundagam (Bourd.) Chithra | Methanol bark extract | In vivo carrageenin- and egg albumin-induced paw edema, cotton pellet implanted granuloma in rats | Effective anti-inflammation at 200 mg/kg dose | [71] |
6 | Syzygium calophyllifolium (Wight) Walp. | Methanol bark extract | In vivo carrageenin- and egg albumin-induced paw edema, cotton pellet implanted granuloma | 200 mg/kg dose significantly reduced the paw edema in carrageenan (96.71%) and egg albumin models (54.24%) compared to the control. Chronic inflammation was also inhibited by up to 70.46% | [72] |
7 | S. aromaticum | Ethanol/water extract | In vivo carrageenan-induced paw edema inflammatory in rats | Pretreatment at different doses (100, 200, and 400 mg/kg) produced a significant (p < 0.001) reduction in paw inflammation up to 5 h of carrageenan injection | [73] |
Essential oil | In vivo formalin-induced and carrageenan-induced paw edema inflammation in rats | 26.9 ± 2.5 μg/paw of EC50 | [74] | ||
Aqueous clove extract | In vivo LPS-induced lung inflammation in mice. | Inhibited matrix metalloproteinases: MMP-2 (15%) and MMP-9 (18%) activity in lung homogenates, reducing inflammation | [75] | ||
Ethanol extract | In vitro TNF-α induced inflammation in dental pulp stem cells | Prevented the increase in IL-6 levels | [76] | ||
Eugenol | Cytochrome c reduction assay to measure superoxide anion generation in human neutrophils | Inhibited the generation of superoxide anion by neutrophils via the inhibition of Raf/MEK/ERK1/2/p47phox-phosphorylation pathway | [77] | ||
Eugenol | In vivo ethanol-induced ulcer in rats | Decreased TNF-α and IL-6 cytokine concentrations responsible for inflammation | [78] | ||
Essential oil | Isbolographic study using the formalin test in rats | S. aromaticum in combination with ketorolac, showed an antinociceptive effect in the treatment of inflammatory pain | [79] | ||
8 | S. samarangense | Polyphenol vescalagin | In vivo methylglyoxal-induced inflammation in diabetic rats | The pancreatic levels of NF-κB, ICAM-1, and TNF-α protein, were reduced | [80] |
Lyophilized fruit powder | In vivo STZ-induced pancreatic beta cells apoptosis in rats | Pancreatic ß-cell apoptosis was alleviated with significantly down-regulated cleaved caspase-3 and Bax and upregulated Bcl-2 and Bcl-xl protein expression | [81] | ||
9 | S. polyanthum | Leaf extract | In vivo coronary artery ligation-induced myocardial infarction in rats | Reduced levels of C-reactive protein (CRP) and myeloperoxidase (MPO) in the rats started from day 4 after the induction of myocardial infarction. | [82] |
10 | S. jambos | Bark extract | In vivo streptozotocin-induced inflammation in diabetic rats | Significantly reduced TNF-α and increased IL-10 (p < 0.05) in pancreatic tissues | [61] |
4.4. Antioxidant Activity
Species | Plant Part/Compound | Reference | |
---|---|---|---|
1 | S. cumini | Leaf | [36,37,89] |
Fruit | [64,88,90] | ||
Bark | [91] | ||
Polyphenol-rich extract | [92,93] | ||
Seed kernels powder | [94] | ||
2 | S. polyanthum | Leaf | [38] |
3 | S. aromaticum | Flower | [86] |
Bud | [42,95] | ||
Bud essential oil | [27,86,87,96,97,98] | ||
Eugenol | [87] | ||
All parts | [99] | ||
4 | S.antisepticum | Leaf | [24] |
Gallic acid, myricitrin, and quercitrin | [24] | ||
5 | S. caryophyllatum | Leaf | [100] |
Fruit | [100,101] | ||
Fruit pulp healthy snack | [102] | ||
6 | Syzygium paniculatum Gaertn. | Leaf | [103] |
Fruit | [104] | ||
Volatile oil from the aerial part | [105] | ||
7 | S. malaccense | Leaf | [63,88,106] |
Myricetin derivatives | [107] | ||
8 | S. aqueum | Stem | [108] |
Bark | [108] | ||
9 | S. polyanthum | Leaf | [109] |
10 | S. jambos | Fruit | [110] |
Bark | [61] | ||
11 | S. samarangense | Vescalagin | [80] |
12 | Syzygiumcymosum (Lam.) DC. | Leaf | [111] |
4.5. In Vivo Neuroprotection Studies
Species | Plant Part/Compound | Test | Activity | Reference | |
---|---|---|---|---|---|
1 | S. cumini | Seed extract | Eight-arm radial maze task for learning-related memory | Improved learning-related memory through the antioxidative defense by a reduction in corticohippocampal levels of lipid peroxide | [112] |
Seed extract | Aß1-40-infused AD model rats | Significantly increased the memory-related learning ability of the AD model rats with reductions in the levels of corticohippocampal Aβ1-40-burden and Aβ1-40-oligomers, and increased the levels of brain cognition and memory-related proteins, including BDNF, TrKB, PSD-95 and SNAP-25 | [62] | ||
2 | S. aqueum | Methanol leaves | POBCCA surgery in rats | Improved short- and long-term recognition memory in NOR test, improved spatial learning in MWM test at 200 mg/kg dose | [43] |
3 | S. aromaticum | Aqueous bud extract | AlCl3-induced neurotoxic rats | Restored the parameters (Al, Ca2+, MDA, nitrite/nitrate, Mg+, Na+, GSH, GPx) to the near-normal levels, significantly normalized expression of the SOD1 gene | [46] |
Clove oil | Amyloid1-42-induced spatial memory-impaired rats | Improved spatial memory in Shuttle box test and apoptosis, PRDX6, and GCN5L1 levels were recovered through swimming training and clove consumption | [28] | ||
Clove oil | MCAO-stroke-induced rats | The pre-treated and post-treated groups with clove oil showed improvement in neurological deficit score | [96] | ||
Ethanol bud extract | CeCI3-induced memory-impaired mice | Symptoms of retracted neurons with condensed chromatin undergoing necrosis or apoptosis and vacuolated space were alleviated, which improved the state of memory in mice | [42] | ||
Clove essential oil | C. elegans model | Extended lifespan and promoted production and health of C. elegans by inducing DAF-16/FOXO nuclear translocation from the cytoplasm and causing apoptosis of germ cells in ACEP-1 and DAF-16 | [85] | ||
4 | S. malaccense | Freeze-dried fruit | HFD-induced cognitive impaired rats | Improved AKT signaling in the hippocampus that prevented the activation of GSK3-β, lowered tau phosphorylation, and improved brain antioxidant enzyme activities. | [114] |
5. Bioactive Phytoconstituents
Compound Name | Chemical Structure | Biological Activity | Reference | |
---|---|---|---|---|
1 | Betulinic acid (in powder) | Anti-inflammatory and antioxidant | [65] | |
2 | Eugenol (in MeOH) | Anti-cholinesterase, anti-inflammatory, and antioxidant | [18,77,78] | |
3 | Isoeugenol (in EtOH) | Anti-cholinesterase, and anti-diabetic | [48] | |
4 | Vescalagin (in lyophilized powder) | Anti-inflammatory, antioxidant, and anti-diabetic | [57,80] | |
5 | 2′,4′-Dihydroxy-6′- methoxy-3′,5′-dimethyl-dihydrochalcone | Anti-cholinesterase | [49] | |
6 | Ursolic acid (in DMSO, tween 20, or MeOH) | Anti-cholinesterase | [24] | |
7 | Gallic acid (in DMSO, tween 20, or MeOH) | Anti-cholinesterase | [24] | |
8 | Myricitin (in DMSO, tween 20, or MeOH) | Antioxidant and anti-diabetic | [24,58] | |
9 | Quercitin (in DMSO, tween 20, or MeOH) | Antioxidant | [24] | |
10 | 6-Heptadeca-8Z,11Z,14Z-trienyl salicylic acid (in DMSO) | Anti-cholinesterase | [115] | |
11 | 6-Heptadeca-9Z,12Z-dienyl salicylic acid (in DMSO) | Anti-cholinesterase | [115] | |
12 | (E)-β-Caryophyllene (in essential oil) | Anti-cholinesterase and anti-diabetic | [22] | |
13 | ß-Pinene (in essential oil) | Anti-cholinesterase and anti-diabetic | [39] | |
14 | (E)-ß-Ocimene (in essential oil) | Anti-cholinesterase and anti-diabetic | [39] |
6. Syzygium aromaticum
7. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Conflicts of Interest
References
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Amir Rawa, M.S.; Mazlan, M.K.N.; Ahmad, R.; Nogawa, T.; Wahab, H.A. Roles of Syzygium in Anti-Cholinesterase, Anti-Diabetic, Anti-Inflammatory, and Antioxidant: From Alzheimer’s Perspective. Plants 2022, 11, 1476. https://doi.org/10.3390/plants11111476
Amir Rawa MS, Mazlan MKN, Ahmad R, Nogawa T, Wahab HA. Roles of Syzygium in Anti-Cholinesterase, Anti-Diabetic, Anti-Inflammatory, and Antioxidant: From Alzheimer’s Perspective. Plants. 2022; 11(11):1476. https://doi.org/10.3390/plants11111476
Chicago/Turabian StyleAmir Rawa, Mira Syahfriena, Mohd Khairul Nizam Mazlan, Rosliza Ahmad, Toshihiko Nogawa, and Habibah A. Wahab. 2022. "Roles of Syzygium in Anti-Cholinesterase, Anti-Diabetic, Anti-Inflammatory, and Antioxidant: From Alzheimer’s Perspective" Plants 11, no. 11: 1476. https://doi.org/10.3390/plants11111476