Elettaria cardamomum (L.) Maton Essential Oil: An Interesting Source of Bioactive Specialized Metabolites as Inhibitors of Acetylcholinesterase and Butyrylcholinesterase
Abstract
:1. Introduction
2. Results and Discussion
2.1. Chemical Composition of the Investigated Essential Oils
2.2. In Vitro Inhibitory Activity of the Investigated Essential Oil against Acetylcholinesterase and Butyrylcholinesterase
2.3. Identification of Bioactive Components by Bioguided Assay Fractionation
2.4. Effect of Light and Temperature Exposure on EO’s Biological Activity
3. Materials and Methods
3.1. Reagent
3.2. In Vitro Acetylcholinesterase and Butyrylcholinesterase Inhibition Test
3.3. Flash Column Chromatography
3.4. GC-MS Analysis Conditions
3.5. Storage Conditions
3.6. Anova Test and IC50 Calculation
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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# | ExpIts | LitIts | Compounds | Batches (Average ± σ) | Hydrodist OE | HYDR | OXY | ISO 4733:2004 Min (Central America/ Guatemala) | ISO 4733:2004 Max (Central America/ Guatemala) |
---|---|---|---|---|---|---|---|---|---|
1 | 931 | 931 | α-thujene | 0.2 ± 0.03 | 0.2 | 2.3 | |||
2 | 939 | 939 | α-pinene | 1.4 ± 0.1 | 1.0 | 3.8 | 1.0 | 2.0 | |
3 | 956 | 953 | camphene | tr | 0.2 | ||||
4 | 978 | 976 | sabinene | 3.4 ± 0.6 | 1.9 | 36.8 | 3.0 | 5.0 | |
5 | 983 | 980 | β-pinene | 0.3 ± 0.05 | 0.3 | 3.3 | |||
6 | 992 | 991 | β-myrcene | 1.3 ± 0.4 | 1.3 | 11.1 | tr | 2.5 | |
7 | 1010 | 1005 | α-phellandrene | tr | 0.4 | ||||
8 | 1022 | 1018 | α-terpinene | 0.1 ± 0.02 | 0.4 | 2.2 | |||
9 | 1032 | 1029 | p-cymene | 0.5 ± 0.2 | 0.2 | tr | |||
10 | 1036 | 1031 | limonene | 2.2 ± 0.2 | 2.4 | 26.4 | 2.0 | 3.0 | |
11 | 1038 | 1031 | β-phellandrene | n.d. | 1.2 | ||||
12 | 1041 | 1038 | 1,8-cineole | 30.5 ± 0.7 | 33.6 | 28.5 | 27.0 | 35.0 | |
13 | 1065 | 1062 | γ-terpinene | 0.2 ± 0.1 | 0.7 | 5.0 | |||
14 | 1078 | 1075 | cis-sabinene hydrate | 0.4 ± 0.1 | tr | 0.5 | |||
15 | 1089 | 1088 | α-terpinolene | tr | 0.4 | 1.1 | |||
16 | 1104 | 1103 | linalool | 3.4 ± 0.2 | 5.0 | 4.2 | 3.0 | 6.0 | |
17 | 1188 | 1184 | 4-terpineol | 0.8 ± 0.04 | 2.5 | 1.4 | 0.8 | 1.5 | |
18 | 1202 | 1198 | α-terpineol | 1.9 ± 0.3 | 4.1 | 3.4 | tr | 2.5 | |
19 | 1254 | 1251 | linalyl acetate | 6.1 ± 0.7 | 1.7 | 6.6 | 4.0 | 6.0 | |
20 | 1257 | 1255 | geraniol | 0.8 ± 0.1 | 1.7 | 1.1 | |||
21 | 1276 | 1270 | geranial | 0.3 ± 0.03 | 0.2 | ||||
22 | 1355 | 1350 | α-terpinyl acetate | 43.9 ± 0.3 | 40.3 | 52.1 | 35.0 | 45.0 | |
23 | 1382 | 1383 | geranyl acetate | 0.7 ± 0.1 | 0.7 | 1.0 | |||
24 | 1426 | 1418 | trans-β-caryophyllene | n.d. | n.d. | 0.1 | |||
25 | 1486 | 1485 | β-selinene | 0.2 ± 0.1 | n.d. | 3.3 | |||
26 | 1490 | 1494 | α-selinene | n.d. | n.d. | 0.3 | |||
27 | 1566 | 1565 | (Z)-nerolidol | 0.8 ± 0.1 | 0.5 | 1.2 | 0.5 | 1.0 | |
Total hydrocarbon compounds | 9.9 ± 1.2 | ||||||||
Total oxygenated compounds | 89.5 ± 1.4 |
Sample | AChE Inhibition (%) | BChE Inhibition (%) |
---|---|---|
Galanthamine | 68.4 ± 2.9 | 24.7 ± 0.6 |
Batch 1 | 59.2 ± 5.6 | 57.2 ± 0.5 |
Batch 2 | 60.5 ± 3.1 | 59.4 ± 1.3 |
Batch 3 | 66.6 ± 1.9 | 54.4 ± 0.9 |
Batch 4 | 64.0 ± 0.3 | 55.4 ± 1.6 |
Batch 5 | 62.4 ± 1.1 | 52.4 ± 2.0 |
Batch 6 | 63.5 ± 1.5 | 61.6 ± 1.2 |
Hydrodistilled EO | 62.2 ± 2.1 | 57.3 ± 2.0 |
Inhibitor | IC50 AChE (μg/mL) | IC50 BChE (μg/mL) |
---|---|---|
Galanthamine | 0.468 ± 0.002 | 3.40 ± 0.0225 |
1,8-Cineole | 14.1 ± 0.556 | not active |
α-Terpinyl acetate | Activity lower than 50% | 21.9 ± 0.623 |
Commercial batch | 24.9 ± 0.350 | 25.9 ± 1.71 |
Hydrodistilled EO | 24.3 ± 0.248 | 37.2 ± 3.24 |
Sample | AChE Inhibition (%) * | σ | BChE Inhibition (%) * | σ |
---|---|---|---|---|
Cardamom EO commercial sample mean | 62.6 | 2.9 | 55.8 | 2.7 |
Oxygenated fraction | 42.8 | 0.5 | 63.7 | 3.0 |
Hydrocarbon fraction | n.a. | n.a. | ||
α-terpinyl acetate | 17.0 | 1.0 | 39.0 | 2.7 |
1,8-cineole | 55.4 | 0.7 | n.a. | |
Mixture of α-terpinyl acetate and 1,8 cineole | 56.7 | 1.2 | 45.8 | 2.0 |
Linalool | n.a. | 5.0 | 1.4 | |
α-terpineol | n.a. | n.a. | ||
Linalyl acetate | n.a. | 10.3 | 3.3 | |
Mixture of 1,8 cineole, α-terpinyl acetate, linalool, and linalyl acetate | 63.8 | 1.0 | 50.3 | 2.2 |
Mixture of 1,8 cineole, α-terpinyl acetate, linalool, linalyl acetate, and α-terpineol | 64.1 | 2.1 | 49.4 | 2.5 |
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Pavarino, M.; Marengo, A.; Cagliero, C.; Bicchi, C.; Rubiolo, P.; Sgorbini, B. Elettaria cardamomum (L.) Maton Essential Oil: An Interesting Source of Bioactive Specialized Metabolites as Inhibitors of Acetylcholinesterase and Butyrylcholinesterase. Plants 2023, 12, 3463. https://doi.org/10.3390/plants12193463
Pavarino M, Marengo A, Cagliero C, Bicchi C, Rubiolo P, Sgorbini B. Elettaria cardamomum (L.) Maton Essential Oil: An Interesting Source of Bioactive Specialized Metabolites as Inhibitors of Acetylcholinesterase and Butyrylcholinesterase. Plants. 2023; 12(19):3463. https://doi.org/10.3390/plants12193463
Chicago/Turabian StylePavarino, Marta, Arianna Marengo, Cecilia Cagliero, Carlo Bicchi, Patrizia Rubiolo, and Barbara Sgorbini. 2023. "Elettaria cardamomum (L.) Maton Essential Oil: An Interesting Source of Bioactive Specialized Metabolites as Inhibitors of Acetylcholinesterase and Butyrylcholinesterase" Plants 12, no. 19: 3463. https://doi.org/10.3390/plants12193463
APA StylePavarino, M., Marengo, A., Cagliero, C., Bicchi, C., Rubiolo, P., & Sgorbini, B. (2023). Elettaria cardamomum (L.) Maton Essential Oil: An Interesting Source of Bioactive Specialized Metabolites as Inhibitors of Acetylcholinesterase and Butyrylcholinesterase. Plants, 12(19), 3463. https://doi.org/10.3390/plants12193463