| Literature DB >> 33312089 |
Adamu Abdullahi1,2, Khairulmazmi Ahmad2,3,4, Intan Safinar Ismail5, Norhayu Asib2, Osumanu Haruna Ahmed6,7, Abubakar Ismaila Abubakar8, Yasmeen Siddiqui3, Mohd Razi Ismail4.
Abstract
Essential oils (EOs) have gained a renewed interest in many disciplines such as plant disease control and medicine. This review discusses the components of ginger EOs, their mode of action, and their potential nanotechnology applications in controlling tropical plant diseases. Gas chromatography-mass spectroscopy (GC-MS), high-performance liquid chromatography, and headspace procedures are commonly used to detect and profile their chemical compositions EOs in ginger. The ginger EOs are composed of monoterpenes (transcaryophyllene, camphene, geranial, eucalyptol, and neral) and sesquiterpene hydrocarbons (α-zingiberene, ar-curcumene, β-bisabolene, and β-sesquiphellandrene). GC-MS analysis of the EOs revealed many compounds but few compounds were revealed using the headspace approach. The EOs have a wide range of activities against many phytopathogens. EOs mode of action affects both the pathogen cell's external envelope and internal structures. The problems associated with solubility and stability of EOs had prompted the use nanotechnology such as nanoemulsions. The use of nanoemulsion to increase efficiency and supply of EOs to control plant diseases control was discussed in this present paper. The findings of this review paper may accelerate the effective use of ginger EOs in controlling tropical plant diseases. © The Korean Society of Plant Pathology.Entities:
Keywords: antimicrobial; ginger essential oils; nanotechnology; topical plant diseases
Year: 2020 PMID: 33312089 PMCID: PMC7721540 DOI: 10.5423/PPJ.RW.05.2020.0077
Source DB: PubMed Journal: Plant Pathol J ISSN: 1598-2254 Impact factor: 1.795
Chemical compounds in domestic ginger (Zingiber officinale) essential oils
| S/No. | Chemical components | RT | Range of conc. (%) | Formula | Reference |
|---|---|---|---|---|---|
| 1 | Heptan-2-ol | 6.874 | 1.0-2.0 | C7H16O | |
| 2 | α-Pinene | 8.084 | 2.1-3.0 | C10H16 | |
| 3 | Camphene | 8.635 | 5-11.5 | C10H16 | |
| 4 | β-Pinene | 9.675 | 0.4-1.0 | C10H16 | |
| 5 | 6-Methyl-5-hepten-2-one | 10.023 | 0.3-0.6 | C8H14O | |
| 6 | Myrcene | 10.228 | 1.8-2.0 | C10H16 | |
| 7 | α-Phellandrene | 10.771 | 0.2967 | C10H16 | |
| 8 | β-Phellandrene | 11.861 | 4.9-5.5 | C10H16 | |
| 9 | Eucalyptol | 11.941 | 5.0-5.5 | C10H18O | |
| 10 | Terpinolene | 14.474 | 0.2-0.5 | C10H16 | |
| 11 | Methyl lavender ketone | 14.607 | 0.2-0.5 | C10H20O2 | |
| 12 | 1,6-Octadien-3-ol,3,7-dimethyl | 15.011 | 0.5-1.0 | C10H18O | |
| 13 | Citronellal | 17.474 | 0.5-1.0 | C10H18O | |
| 14 | Isogeranial | 18.024 | 0.4-0.5 | C10H16O | |
| 15 | Borneol | 18.111 | 0.8-1.0 | C10H18O | |
| 16 | 18.88 | 0.6-1.0 | C10H16O | ||
| 17 | Linalyl propionate | 19.298 | 1.0-1.5 | C13H22O2 | |
| 18 | Citronellol | 21.128 | 0.9-1.0 | C10H20O | |
| 19 | Neral | 21.761 | 5.3-10.5 | C10H16O | |
| 20 | Geraniol | 22.328 | 0.43753 | C10H18O | |
| 21 | Geranial | 23.183 | 7.8-13.8 | C10H16O | |
| 22 | 2-Undecanone | 24.112 | 0.6-0.9 | C11H22O | |
| 23 | α-Copaene | 27.944 | 0.3-0.5 | C15H24 | |
| 24 | Geranyl acetate | 28.196 | 0.2-0.5 | C12H20O2 | |
| 25 | β-Elemene | 28.665 | 0.7-1.0 | C15H24 | |
| 26 | γ-Elemene | 30.477 | 0.2-0.5 | C15H24 | |
| 27 | 31.452 | 0.4-1.0 | C15H24 | ||
| 28 | Aromadendrene | 31.701 | 0.2-0.4 | C15H24 | |
| 29 | α-Selinene | 32.323 | 0.2-0.3 | C15H24 | |
| 30 | α-Curcumene | 32.613 | 4.4-11.5 | C15H22 | |
| 31 | Eremophilene | 32.739 | 0.2-0.4 | C15H24 | |
| 32 | α-Zingiberene | 33.264 | 18.0-28.0 | C15H24 | |
| 33 | Trans-Caryophyllene | 33.728 | 9.0-10.8 | C15H24 | |
| 34 | γ-Amorphene | 33.927 | 0.3-0.6 | C15H24 | |
| 35 | α-Panasinsene | 34.183 | 0.1-0.2 | C15H24 | |
| 36 | β-Sesquiphellandrene | 34.42 | 6.5-11 | C15H24 | |
| 37 | Elemol | 35.414 | 0.5-0.8 | C15H26O | |
| 38 | Germacrene B | 35.788 | 0.3-0.5 | C15H24 | |
| 39 | (E, E)-Farnesol | 35.933 | 0.5-1.9 | C15H26O | |
| 40 | Levomenol | 38.005 | 0.5-0.9 | C15H26O | |
| 41 | γ-Eudesmol | 38.323 | 0.1-0.5 | C15H26O | |
| 42 | Zingiberenol | 38.669 | 0.7-1.5 | C15H26O |
RT, retention time; Conc., concentrations.
Chemical compounds in wild ginger (Etlingera coccinea) essential oils
| S/No. | Chemical components | RT | Range of conc. (%) | Formula | Reference |
|---|---|---|---|---|---|
| 1 | Heptan-2-ol | 6.879 | 0.3-0.5 | C7H16O | |
| 2 | 8.08 | 0.7-0.9 | C10H16 | ||
| 3 | Camphene | 8.616 | 2.4-3.8 | C10H16 | |
| 4 | β-Pinene | 9.677 | 1.8-2.7 | C10H16 | |
| 5 | β-Phellandrene | 11.813 | 0.5-1.0 | C8H14O | |
| 6 | Eucalyptol | 11.904 | 1.4-3.6 | C10H18O | |
| 7 | Borneol | 18.106 | 0.6-1.8 | C10H18O | |
| 8 | 4-Terpineol | 18.651 | 0.7-0.9 | C10H18O | |
| 9 | α-Terpineol | 19.284 | 0.9-2.0 | C10H18O | |
| 10 | Fenchyl acetate | 20.683 | 1.6-4.0 | C12H20O2 | |
| 11 | Neral | 21.63 | 0.8-1.8 | C10H16O | |
| 12 | Geranial | 23.02 | 1.1-2.0 | C10H16O | |
| 13 | Anethole | 23.755 | 1.4-4.6 | C10H12O | |
| 14 | β-Elemene | 28.664 | 0.6-3.6 | C15H24 | |
| 15 | Cyperene | 29.033 | 0.9-1.7 | C15H24 | |
| 16 | Methyleugenol | 29.14 | 1.0-2.3 | C11H14O2 | |
| 17 | α-Bergamotene | 29.679 | 0.4-1.8 | C15H24 | |
| 18 | Caryophyllene | 29.913 | 4.3-6.7 | C15H24 | |
| 19 | α-Humulene | 31.39 | 1.7-3.8 | C15H24 | |
| 20 | Alloaromadendrene | 31.71 | 1.4-2.6 | C15H24 | |
| 21 | Selina-4(14),11-diene | 32.305 | 0.6-0.8 | C15H24 | |
| 22 | α-Curcumene | 32.583 | 1.5-3.5 | C15H22 | |
| 23 | β-Chamigrene | 32.713 | 0.7-0.9 | C15H24 | |
| 24 | β-Humulene | 32.802 | 0.8-1.2 | C15H24 | |
| 25 | E-Methyl isoeugenol | 33.286 | 37.7-42.2 | C11H14O2 | |
| 26 | (Z)-α-Bisabolene | 33.456 | 0.6-1.0 | C15H24 | |
| 27 | β-Bisabolene | 33.684 | 1.5-5.2 | C15H24 | |
| 28 | (Z)-γ-Bisabolene | 34.014 | 0.5-1.5 | C15H24 | |
| 29 | 3,7(11)-Eudesmadiene | 34.148 | 0.4-0.5 | C15H24 | |
| 30 | β-Sesquiphellandrene | 34.352 | 2.4-3.8 | C15H22 | |
| 31 | (E)-γ-Bisabolene | 34.681 | 0.3-0.9 | C15H24 | |
| 32 | 35.935 | 0.5-0.8 | C15H26O | ||
| 33 | Spathulenol | 36.613 | 0.6-1.4 | C15H24O | |
| 34 | Globulol | 36.86 | 1.9-3.8 | C15H26O | |
| 35 | Viridiflorol | 37.21 | 0.7-0.9 | C15H26O | |
| 36 | Guaiol | 37.415 | 1.2-2.0 | C15H26O | |
| 37 | Ledol | 37.652 | 0.4-1.0 | C15H26O | |
| 38 | Humulene epoxide II | 37.897 | 0.2-0.5 | C15H24O | |
| 39 | Spathulenol | 39.025 | 0.5-1.6 | C15H24O | |
| 40 | Isoelemicin | 39.444 | 0.3-2.0 | C12H16O3 | |
| 41 | Intermedeol | 39.683 | 0.9-2.0 | C15H26O | |
| 42 | Juniper camphor | 39.856 | 0.7-3.6 | C15H26O | |
| 43 | β-Bisabolol | 40.198 | 1.9-4.0 | C15H24O | |
| 44 | 1-Chlorooctadecane | 41.279 | 0.4-1.2 | C18H37cl | |
| 45 | Farnesyl acetate | 46.50 | 1.0-3.0 | C17H28O2 |
RT, retention time; Conc., concentrations.
Chemical compounds in domestic ginger rhizomes by headspace
| S/No. | Chemical components | Rt | Range of conc. (%) | Formula | Reference |
|---|---|---|---|---|---|
| 1 | Bisacurone epoxide | 1.773 | 5.6-16.3 | C13H2O2 | |
| 2 | 2-Heptanone | 5.809 | 0.3-0.9 | C7H14O | |
| 3 | Heptan-2-ol | 6.015 | 1.6-2.0 | C7H16O | |
| 4 | α-Pipene | 6.928 | 2.6-5.4 | C10H16 | |
| 5 | Camphene | 7.321 | 4.6-16.9 | C10H16 | |
| 6 | β-Pinene | 8.055 | 0.9-10 | C10H16 | |
| 7 | Myrcene | 8.359 | 4.0-7.7 | C10H16 | |
| 8 | Octanal | 8.663 | 0.4-1.0 | C8H16O | |
| 9 | α-Phellandrene | 8.781 | 0.7-9.8 | C10H16 | |
| 10 | β-Phellandrene | 9.504 | 4.5-11.6 | C10H16 | |
| 11 | Eucalyptol | 9.561 | 5.6-14.9 | C10H18O | |
| 12 | Butyl 2-methylvalerate | 9.76 | 0.7-0.9 | C10H18O | |
| 13 | Linalool | 11.503 | 0.7-2.3 | C10H18O | |
| 14 | Citronellal | 13.084 | 0.7-1.4 | C10H18O | |
| 15 | Neral | 15.717 | 2.8-5.8 | C10H16O | |
| 16 | Geranial | 16.564 | 4.1-5.0 | C10H16O | |
| 17 | 2-Undecanone | 17.198 | 0.3-0.9 | C11H22O | |
| 18 | Copaene | 19.716 | 0.4-1.3 | C15H24 | |
| 19 | α-Curcumene | 22.495 | 5.0-6.93 | C15H22 | |
| 20 | Germacrene D | 22.591 | 0.5-1.2 | C15H24 | |
| 21 | α-Zingiberene | 22.83 | 7.1-20 | C15H24 | |
| 22 | α-Farnesene | 23.077 | 2.8-7.9 | C15H24 | |
| 23 | β-Bisabolene | 23.175 | 1.0-1.9 | C15H24 | |
| 24 | β-Sesquiphellandrene | 23.583 | 2.2-6.5 | C15H24 |
RT, retention time; Conc., concentrations.
Chemical compounds in wild ginger rhizome by headspace
| S/No. | Chemical component | RT | Range of conc. (%) | Formula | Reference |
|---|---|---|---|---|---|
| 1 | α-Pinene | 8.129 | 2.1-4.2 | C10H16 | |
| 2 | Camphene | 8.609 | 5.0-11.6 | C10H16 | |
| 3 | β-Pinene | 9.411 | 17.2-22.0 | C10H16 | |
| 4 | Myrcene | 9.677 | 0.4-1.9 | C10H16 | |
| 5 | β-Phellandrene | 9.681 | 4.2-42.7 | C8H14O | |
| 6 | Eucalyptol | 10.86 | 0.4-1.5 | C10H18O | |
| 7 | Caryophyllene | 10.937 | 0.4-0.9 | C15H24 | |
| 8 | E-Methyl isoeugenol | 11.276 | 3.9-37.0 | C11H14O2 | |
| 9 | β-Bisabolene | 12.900 | 1.0-5.2 | C15H24 | |
| 10 | Fenchyl acetate | 22.624 | 4.6-5.6 | C12H20O2 |
RT, retention time; Conc., concentrations.
Fig. 1Some selected chemical structures of components in wild and domestic ginger essential oils. Major bioactive molecules of essential oils (EOs) and their pharmacological activities play an important role in the protection of crops in the tropics, such as antioxidant, antifungal and antibacterial activities. With the associated mechanisms of action, the effect of EOs and the functions of their major components in the tropics as natural preservatives cannot be overemphasized.
Ginger essential oils’ major chemical classes and biological activity of chemical constituents
| Classes | Functional groups | Structure types | Examples of chemical constituents | Biological activities | References |
|---|---|---|---|---|---|
| Terpenes | Carbures | Acyclic | Myrcene | Antibacterial | |
| Monocyclic | Phellandrenes, pinenes, camphene | ||||
| Bicyclic | |||||
| Alcohols | Acyclic | Geraniol, linalol, citronellol, etc. | Antibacterial, antifungal | ||
| Monocyclic | α-Terpineol, carveol, | ||||
| Bicyclic | Borneol, fenchol, chrysanthenol, thuyan-3-ol | ||||
| Monoterpenes | Aldehydes | Acyclic | Geranial, neral, citronellal | Antibacterial, antifungal, antioxidant | |
| Ketone | Acyclic | Tegetone, etc. | NR | ||
| Monocyclic | Menthones, carvone, pulegone, piperitone, etc. | ||||
| Esters | Acyclic | Linalyl acetate, citronellyl acetate, etc. | NR | ||
| Monocyclic | |||||
| Bicyclic | Isobornyl acetate, etc. | ||||
| Ethers | Bicyclic | 1,8-Cineole etc. | Anti-inflammatory | ||
| Phenols | Monocyclic | Thymol, carvacrol, etc. | Antifungal, antibacterial | ||
| Sesquiterpenes | Carbures | Acyclic | Farnesenes, etc. | Antibacterial, antifungal, antioxidant | |
| Monocyclic | β-Bisabolene, zingiberene, curcumenes, elemenes | ||||
| Alcohols | Acyclic | β-Nerolidol, farnesol, etc. | Antibacterial, antifungal | ||
| Monocyclic | Bisabolol, etc. |
NR, no report.
Fig. 2Roles of ginger essential oils on phytopathogen cells for plant disease control. The essential oils (EOs)’ biological properties are closely related to their aromatic compounds. In relation to mechanisms of action, the chemical composition of the EOs and their in vitro phytotoxic activity against phytopathogenic cells play an important role in crop protection in the tropics.
Fig. 3Transmission electron micrograph showing the effect of ginger essential oils (EOs) on bacterial cells which causes ultrastructural modifications. (A) Cells with a normal rod shape, smooth and bright surface. (B) Cells treated with ginger EOs showing irregular shape with sunken surfaces, severely disruption of the cells, thus, lead to membrane disruption, protein, and mitochondria dysfunctions, DNA damage which lead to inhibition of electron transport chain and metabolic process regulation, and finally cell death.
Fig. 4Application of encapsulated ginger essential oils (EOs) with its physical and chemical stability to the target locations. Nanoemulsion-related benefits include bioavailability, controlled release, and protection of EOs from environmental stresses. Their applications are promising agents that can be used in plant protection to improve the anti-microbial, antifungal, antiviral and pesticide activities of EOs. This may solve many agricultural problems in plant-pathogen interactions.
Effectiveness of nanotechnology in suppressing the growth of important pathogens
| Formulations | Active ingredients | Conc. tested | Targeted pathogens/plants | Type of study | Inhibitory activity | References |
|---|---|---|---|---|---|---|
| Poly (DL-lactide coglycolide) (PLGA) nanoparticles | Cinnamaldehyde and eugenol | 10,000-20,000 μg/ml | Promotes efficient antibacterial activity of the EO with control release. | |||
| Chitosan-hexaconozole nanoparticles | Hexaconozole and chitosan | 5 mg/ml | The naonoparticles used provided longer efficient time, low toxicity, and high antifungal activity against | |||
| Chitosan nanoemulsion | Chitosan | - | Field test | The control efficacy was efficient due to the slow and persistent release of the active components from the nanoparticles | ||
| Zein nanoparticles | Thymol and carvacrol | 20-50 mg/ml | Shows efficient antibacterial activity with good solubility | |||
| Tea tree oil nanocapsules | Tea tree oil | 10 mg/ml | Enhance the effectiveness of EOs against the fungal pathogen | |||
| Chitosan nanoparticles | Carvacrol | 10% | Enhance antimicrobial activity against the bacterial pathogen in comparison to NP | |||
| Poly (DL-lactide coglycolide) (PLGA) nanoparticles | Carvacrol | <100 nm | It exerted its antimicrobial effects and disruption of the biofilm formation | |||
| CuO nanoparticles | CuO | 150-340 μg/ml | Successfully regulated the late blight disease caused by | |||
| MgO nanoparticles | MgO | 7-10 μg/ml | Field test (by dusting) | Displayed better suppression of bacterial wilt disease caused by | ||
| Liposomes | 240 ppm | Gram-positive, gram-negative bacteria, and fungi | The control efficacy was about 80% due to the slow and persistent release of the active components from the nanoparticles | |||
| Eugenol oil nanoemulsion | Eugenol oil | - | Greenhouse test | Displayed better antifungal activity compared to its conventional form | ||
| Nano colloidal silver (Ag-NPs) emulsion | Silver | 200 ppm | The control efficacy displays good inhibitory effect | |||
| Clove EOs loaded-nanoemulsion | Clove EOs | 0.130-0.5% (w/w) | Apparently the nanoemulsion had a quicker antibacterial effect than the pure form of oils, because of slower and more gradual release of Clove EOs | |||
| soybean oil-based nanoemulsion (BCTP) | Soybean oil | - | Demonstrated 90% inactivation of Bacillus spores within 4 h | |||
| CuO nanoparticles | CuO | 150-340 μg/ml | Field test (mixed with soil) | Improved photosynthesis and production of biomass | ||
| ZnO nanoparticles | ZnO | 20 mg/l | Field test (mixed with growth substrate | Enhanced yield of grain and accumulation of biomass | ||
| Fe/SiO2 nanoparticles | Fe/SiO2 | 15 mg/kg | As fertilizers | Improved plants growth and biomass formation | ||
| soybean oil-based nanoemulsion (BCTP) | Soybean oil | - | Inhibits biofilm formation of the bacterial pathogen | |||
| nanoemulsion of | - | Showed higher antibacterial activity with increased ability to disrupt cell membrane integrity | ||||
| nanoemulsion incorporated with citral essential oil | Citral essential oil | <100 nm | It demonstrated the denaturation of protein and destruction of cell membrane followed by cytoplasmic leakage and cell death. | |||
| ZnO, CuO and Ag nanoparticles | ZnO, CuO, and Ag | 100 to 1000 μg/ml | Field test (Foliar spray) | Suppressed grey mold symptoms caused by | ||
| SiO2 nanoparticles | SiO2 | 20 and 30 mg/ml | Exacerbated heavy metal toxicity and improved growth through reduced bio-concentration and plant translocation. |
EO, essential oils.