Orange Essential Oil Research Articles

Novel Benzothiazole Derivatives as Potential Anti-Quorum Sensing Agents for Managing Plant Bacterial Diseases: Synthesis, Antibacterial Activity Assessment, and SAR Study

As quorum sensing (QS) regulates bacterial pathogenicity, antiquorum sensing agents have powerful application potential for controlling bacterial infections and overcoming pesticide/drug resistance. Identifying anti-QS agents thus represents a promising approach in agrochemical development. In this study, the anti-QS potency of 53 newly prepared benzothiazole derivatives containing an isopropanolamine moiety was analyzed, and structure-activity relationships were examined. Compound D3 exhibited the strongest antibacterial activity, with an in vitro EC50 of 1.54 μg mL-1 against Xanthomonas oryzae pv oryzae (Xoo). Compound D3 suppressed QS-regulated virulence factors (e.g., biofilm, extracellular polysaccharides, extracellular enzymes, and flagella) to inhibit bacterial infection. In vivo anti-Xoo assays indicated good control efficiency (curative activity, 47.8%; protective activity, 48.7%) at 200 μg mL-1. Greater control efficiency was achieved with addition of 0.1% organic silicone or orange peel essential oil. The remarkable anti-QS potency of these benzothiazole derivatives could facilitate further novel bactericidal compound development.

Evaluation of Active PBAT Films Incorporated with Orange Essential Oil Biodegradation in Anaerobic Biodigesters

Evaluation of Active PBAT Films Incorporated with Orange Essential Oil Biodegradation in Anaerobic Biodigesters

Identification of volatile compounds from fruits aroma and citrus essential oils and their effect on oviposition of Ceratitis capitata (Diptera: Tephritidae).

Ceratitis capitata (Wiedemann), also known as the Mediterranean fruit fly, is one of the most serious pests for several fresh fruit commodities causing extensive fruit losses worldwide. The response of C. capitata adults to fruit and nonfruit volatiles has been extensively studied. However, the linkage between fruit volatiles and the female ovipositional choice has not been fully elucidated. The present study focused on identifying the volatile organic compounds emitted by detached intact fresh fruits (oranges, lemons, bergamots, and apples) and citrus essential oils and evaluate their effect on Mediterranean fruit fly oviposition. There were more than 130 and 45 volatiles compounds detected in fruits odors and citrus essential oils, respectively. The volatile profile of fruits was dominated either from terpenes and terpenoids or from esters of butanoic, hexanoic, and octanoic acids while limonene was by far the most abundant compound in all citrus essential oils. Oviposition of C. capitata was strongly affected by volatiles emanated from both intact fruit and the citrus essential oils. Regarding the volatiles of the intact fruits, the odor of sweet orange elicited strong oviposition responses to females, while bergamot had the least stimulatory effect on oviposition. Bergamot oil also elicited the least oviposition stimulation compared to sweet orange and lemon essential oils. Our discussion elaborates on the role of fruit volatiles on host finding behavior and fruit susceptibility to C. capitata infestation and includes possible practical implication of the above findings.

Sintesis Mikroemulsi Menggunakan Surfaktan dan Minyak Atsiri Kulit Buah Jeruk Manis (Citrus sinensis) Sebagai Body Mist

This study aims to determine the effect of the mixture ratio of surfactant (Tween 80: Tween 20: Span 80) and essential oil of sweet orange peel (Citrus sinensis) and determine the appropriate ratio of surfactant and sweet orange essential oil mixture to produce the best microemulsion characteristics. This study used a completely randomized design with phase 1 surfactant mixture ratio Tween 20: Tween 80: Span 80. The treatments used were 97:2,75:0,25; 97:2,50:0,50; 97:2,25:0,75; 97:2.00:1.00; 97:1,75:1,25. then step 2 the ratio of surfactant and sweet orange peel oil is 90:10; 87.5:12.5; 85:15; 82.5:17.5; 80:20. Data were analyzed using analysis of variance. The results showed that the ratio of the surfactant mixture Tween 20: Tween 80: Span 80 had an effect on the microemulsion characteristics of sweet orange peel oil. The best treatment on the surfactant mixture ratio 97:2,50:0,50 with the smallest turbidity index value, namely. The best ratio of surfactant and essential oil of sweet orange peel was 82.5:17.5 with turbidity index (%) before and after centrifugation 0.217±0.009% and 0.419±0.005%, respectively. It has a particle size of 26.5±14.2 nm, a zeta potential value of 0.0mV and is stable at pH 4.5, 5.5, and 6.5 for 8 weeks of storage.

Separation of D-Limonene and Other Oxygenated Compounds from Orange Essential Oil by Molecular Distillation and Fractional Distillation with a Wiped Film Evaporator

Orange essential oil (OEO) is mainly composed of D-Limonene and other oxygenated compounds that contribute to the orange flavor and aroma. However, D-Limonene is unstable in the presence of heat, light, and water, affecting the quality of the OEO. Therefore, the objective of this study was to fractionate OEO by distillation, both molecular and fractionated (hybrid), producing a D-Limonene-rich fraction. The OEO was characterized by physicochemical tests and gas chromatography combined with mass spectrometry (GC–MS). The fractionation of the OEO was carried out by molecular distillation and fractional distillation following, in both cases, a factorial design (23) with central points, considering the D-Limonene percentage in the distillate and the residue as a response variable. According to the physicochemical characterization, the predominant optical isomer was dextrorotatory, where D-Limonene is the main component of OEO (92.584%). For molecular distillation, the D-Limonene content was reduced to 47.964% in the residue or deterpenated fraction, while for fractional distillation, it was 86.779%. For this study, molecular distillation was considered a non-thermal process (use of low temperatures) that promoted the efficient recovery of oxygenated compounds. In contrast, fractional distillation favored the recovery of D-Limonene in the light fraction.

The Effect of Orange Essential Oil Aromatherapy on Sleep Quality in Hospitalized Children

The Effect of Orange Essential Oil Aromatherapy on Sleep Quality in Hospitalized Children

Valorization of essential oils from citrus peel powder using hydro-distillation

Citrus species exhibit many important natural bioactive compounds, such as ascorbic acid, essential oils, and antioxidant substances. Citrus essential oils are a complex mixture of volatile and non-volatile compounds obtained from the citrus fruit peel, which are discarded as waste. These citrus peels are a rich source of essential oils having medicinal benefits such as antioxidant, anticancer, antidiabetic, and anti-inflammatory properties. An experiment was carried out on two Citrus species (Citrus reticulata cv. (kinnow) and Citrus X sinensis (orange)) peel powder to study the essential oil composition. The kinnow and orange peels were dried using the sun and tray drying method and were compared. The peel powder obtained by sun and tray drying was tested for antioxidant activity (DPPH assay, TPC activity, and ascorbic acid activity). The essential oil was extracted from peel powder using a sustainable hydro-distillation technique. The results revealed that the highest yield was obtained in tray-dried orange peel powder (9.98%), followed by tray-dried kinnow peel powder (9.70%). The bioactive composition of the extracted essential oils was analyzed by gas chromatography-mass spectrometry (GC-MS). The kinnow and orange peel essential oil composition was predominated with d-limonene, terpenoids, and sesquiterpenes, enhancing its medicinal value. Thus, this study developed a green, sustainable, and eco-friendly hydro-distillation technique for citrus essential oil extraction.

The effectiveness of roll-on aromatherapy of calamansi orange peel essential oil (Citrofortunella microcarpa) on reducing anxiety and pain in labor

Purpose: To determine the effectiveness of calamansi orange peel aromatherapy in reducing pain and anxiety in the active first stage of labor. Patients and methods: This research is a quasi-experimental pre-posttest control group design. The number of samples was 60 people, 30 mothers for each intervention and control group. Samples were obtained by accidental sampling from 10 independent Privat Midwifery Clinics in Bengkulu and divided into 2 groups randomly. Pain level was assessed by VAS, and anxiety level was measured by HARS. Data were collected before the intervention (pre-test and after the intervention (post-test) 1 (dilatation 4), post-test 2 (dilatation 7-8 cm), and post-test 3 (dilatation 9-10). Meanwhile, the level of anxiety was only measured 2 times during the pre-test and post-test (dilatation 4). The results were analyzed using the Wilcoxon signed rank test and the Mann-Whitney U test. Results: The results showed that in the intervention group, it was known that there was an effect of giving calamansi orange peel aromatherapy on pain (0.001) and anxiety (0.001) in mothers in the active phase of the first stage of labor. In the control group given orange aromatherapy, the results also showed an effect on pain (0.005) and anxiety (0.046). The results of the Mann-Whitney U test showed that there was a significant difference between the intervention and control groups in post-test 1 (0.000) and post-test 2 (0.004), but there was no significant difference in post-test 3 (0.121). Meanwhile, for the level of anxiety, it is known that there is a difference between the intervention and control groups (0.042). Conclusion: Using aromatherapy of calamansi orange peel essential oil as a complementary therapy effectively reduces the level of pain and anxiety in mothers during the active phase of the first stage of labor.

Uji Aktivitas Antibakteri Minyak Atsiri Kulit Jeruk Pontianak (Citrus nobilis Lour. var. microcarpa) terhadap Bakteri Staphylococcus aureus dan Staphylococcus mutans

Antibacterial is a substance that can inhibit the growth of bacteria and can kill bacteria that cause infection. Currently increasing resistance to antibiotics is an opportunity to utilize bioactive compounds from the diversity of plants in Indonesia, one of which is by utilizing Pontianak orange peels. Based on some literature, it is stated that essential oils from Pontianak orange peels can inhibit the growth of several types of bacteria. In this study, antibacterial tests were carried out on S.aureus and S.mutans bacteria. The essential oil of Pontianak orange peel was first tested for phytochemical screening and then an antibacterial test was carried out with several concentrations of 5%, 10%, 25%, and 50%, the antibacterial activity test was carried out using the disc diffusion method. The results of the phytochemical screening test showed that the essential oil of Pontianak orange peel contains flavonoids, saponins, and terpenoids. Furthermore, in testing the S.aerues bacteria, the essential oil of orange peel can have an inhibition zone with a range of 9-11 mm which is included in the strong antibacterial category, while in testing the inhibition of S. mutans bacteria, it is included in the moderate category, namely in the range of 7-10 mm. In the statistical test, there was no significant difference in the inhibition of S. mutans and S.aereus bacteria in inhibiting the growth of the orange peel essential oil as indicated by the diameter of the inhibition zone in the different treatment groups according to the concentration of orange peel essential oil.

In vitro and in vivo antifungal and immune stimulant activities of oregano and orange peel essential oils on Fusarium solani infection in whiteleg shrimp

In vitro and in vivo antifungal and immune stimulant activities of oregano and orange peel essential oils on Fusarium solani infection in whiteleg shrimp

Authenticity Analysis of Cold-Pressed Orange Essential Oils by GC/MS on Polymethoxyflavone Components

Citrus essential oil combines numerous components with many qualities and control issues. For example, how to monitor volatile components and nonvolatile substances simultaneously is a major problem. Therefore, the objective of this study was to develop a Gas chromatography/mass spectrometry (GC/MS) method for the compositional study of total constituents in cold-pressed essential oils from major orange species. A polysiloxane GC column (DB-1, nonpolar, low-bleeding) was used in this study; its fingerprint includes terpenoids (Section 1), long-chain hydrocarbons (Section 2), phytosterols, and polymethoxyflavones (Section 3). These markers are more effective in detecting adulteration of essential oil products than volatile components, and more effective than quantitative PMF by 5α-Cholestane for establishing authenticity. The study aims to use the analysis procedure as a routine quality control test for authenticity evaluation in cold-pressed orange essential oils (CP-OrEO).

Comparative GC Analysis of Valencia orange Ripe and Unripe Peel Essential Oils, Nano-formulation, Anti-Helicobacter Pylori and Anti-inflammatoryEvaluation: in vitro and in silico

Peptic ulcer associated with H. pylori infection and antibiotics resistance warranted the execution of the foregoing study to produce natural and safe alternatives. GC-MS analysis of the essential oil derived from the ripe and unripe peel of Citrus sinensis var. Valencia grown in Egypt was investigated besides its anti-Helicobacter pylori and COX-2 inhibition actions. Ripe mature peels displayed a higher oil yield than unripe ones (0.8 and 0.6%, respectively). Twenty-nine compounds were identified in all samples with volatile monoterpenes as the predominant class, (88.90% and 90.62% in fresh ripe peel (P1) and dried ripe peel (P2), respectively, however unripe fresh orange peel (P3) showed a lower quantity (83.95%). D-Limonene was the major compound in P1 and P2 (85% and 88 %, respectively), while 73% were found in P3. In comparison to standard Clarithromycin (MIC90 = 1.95 ± 0.002 μg/ml), the nano-hexosomal formula of P1 reduced H. pylori action more than P1 alone with MIC90= 1.95 ± 0.0029 μg/ml and MIC90= 3.90 ± 0.006 μg/ml for formulated and unformulated P1, respectively. An anti-inflammatory assay via COX-2 inhibition revealed that the formulated P1 is more potent (IC50= 0.85 μg/ml) than P1 alone (IC50= 2.04 μg/ml) in comparison with Celecoxib® (IC50= 0.28 μg/ml). To unravel the mechanism of the anti-Helicobacter pylori activity, an in silico study on D-Limonene has been performed, using H. pylori urease enzyme, which revealed that D-Limonene showed promising binding scores. Thus, Valencia orange peel essential oil offers a natural, cheap, and relatively safe candidate to combat Helicobacter pylori infection.

Seasonal metabolic profiling of Valencia orange leaf essential oil using GC coupled with chemometrics, nano-formulation, and insecticidal evaluation: in vivo and in silico.

Mosquitoes and mosquito-borne infectious diseases are a global challenge, especially with increased resistance to synthetic insecticides. The foregoing study aimed to utilize the essential oil of leaves of Citrus sinensis var. Valencia as a cheap, safe, eco-friendly (green), and effective alternative to chemical insecticides. Essential oil samples were collected from fresh and dried leaves across different seasons. They are subjected to hydrodistillation and then GC analysis to be compared. Seventy-seven compounds were detected in all samples where monoterpene hydrocarbons represented the most abundant class of hydrocarbons in fresh leaves (52.6-74.4%) and dried leaves (58.6-66.9%). Sabinene (8.26-29.2%), delta-3-carene (8.23-16.4%), d-limonene (2.50-11.2%), and β-myrcene (2.40-4.93%) were the major monoterpene hydrocarbons in all seasons. Oxygenated monoterpenes comprising β-linalool, citronellal, terpinen-4-ol, β-citral, and α-citral exhibited also appreciable percentages in fresh (21.2-43.4%) and dried leaves (23.4-33.0%). Hierarchical cluster analysis (HCA) and principal component analysis (PCA) effectively segregated all samples into three discriminate clusters where, β-linalool, terpinen-4-ol, β-elemene enantiomer, sabinene, and β-phellandrene constitute the main discriminatory biomarkers. Essential oil of fresh spring leaves (FS) was chosen for nano-formulation adopting the hot emulsification method. Both FS sample and the prepared nano-hexosomal formula were screened against the 3rd instar larvae Culex pipiens L. (common house mosquito). LC50 and LC95 values of FS and oil loaded nano-formula were (48 and 30 552 mg L-1) and (30 and 1830 mg L-1) respectively. α-Citral followed by citronellal showed the best fitting within the binding sites of acetylcholine esterase enzyme utilizing molecular docking. Thus, it can be concluded that Valencia orange leaf as a nano-formulation could serve as an effective and sustainable insecticidal agent.

Comparative Phytochemical Composition and Antimicrobial Activity of Citrus Peel Essential Oils and Phenolic Compounds

Background: Antimicrobial resistance is imposing an alarming public health threat in regard to the irrational use of the currently available antibiotics and the lack of new antimicrobi-als. Objective: The current study aims to comparatively investigate the antimicrobial potential and phytochemical compositions of citrus peel essential oils (EOs) and phenolic compounds (PCs) as an approach to combat life-threatening bacterial and fungal infections. Methods: Citrus EOs and PCs were extracted from Citrus aurantifolia, Citrus reshni, Citrus lati-folia and Citrus paradisi peels and phytochemically characterized by GC-MS and HPLC, respec-tively. The antimicrobial potential of citrus peel EOs and PCs was tested against Staphylococcus aureus, Bacillus cereus, Listeria monocytogenes, Escherichia coli O157:H7, Pseudomonas ae-ruginosa, Salmonella typhimurium and Candida albicans using disc diffusion and broth micro-dilution assays. Results: The compositional analysis of citrus peel EOs revealed that limonene was the major volatile constituent, comprising 81.38%, 79.39%, 76.40% and 52.35% of grapefruit, mandarin, orange and lemon EOs, respectively. In addition, naringenin was the most abundant PC in grape-fruit, orange and mandarin peel methanolic extracts, whereas catechin was the major PC in lemon peel. Lemon EO displayed the highest inhibitory effects against the investigated Gram-positive and Gram-negative bacteria as well as Candida albicans. Moreover, mandarin PCs exhibited the highest antibacterial effects, while orange PCs displayed the highest anticandidal effects. Fur-thermore, Gram-positive bacteria displayed higher sensitivity to both citrus peel EOs and PCs. Conclusion: Citrus peel extracts possess versatile bioactive compounds that can be utilized as promising antimicrobial candidates. other: -

Fingerprinting Pattern of Orange Essential Oils in Surfactant-Free Microemulsion by 3D Fluorescence Spectroscopy

Fingerprinting Pattern of Orange Essential Oils in Surfactant-Free Microemulsion by 3D Fluorescence Spectroscopy

Lime and orange essential oils and d-limonene as a potential COVID-19 inhibitor: Computational, in chemico, and cytotoxicity analysis

The COVID-19 pandemic has substantially impacted the world health systems, causing public health concerns, and the search for new compounds with antiviral activity is of extreme interest. Natural molecules with bioactive potential are a trend, with essential oils (Eos) being the focus of recent studies. Thus, this study evaluates in chemico the d-limonene inhibitory activities in the viral genome of SARS-CoV-2 and analyzes the cytotoxic potential and safety profile of d-limonene and lime and orange EOs with a high content of d-limonene. The EOs were extracted and characterized, and the in chemico computational analysis for the determination as a potential anti-SARS-CoV-2 was performed with d-limonene, the major compound in EOs. The cytotoxicity analysis of EOs and d-limonene was carried out with MRC-5 and HaCaT, and the preliminary safety profile was also evaluated by the HET-CAM assay. d-limonene was suggested as a promising compound for anti-SARS-CoV-2 research, since the molecule does not provide mutagenic and cytotoxic fragments, and does not have irritating potential when diluted, in addition to having favorable pharmacokinetic characteristics, through in chemico analysis. Collectively, the results reveal the antiviral potential of lime and orange EOs, as well as their major compound. In this sense, further studies should be conducted to understand the antiviral mechanisms.

Synthesis, Characterization, and Optimization Studies of Polycaprolactone/Polylactic Acid/Titanium Dioxide Nanoparticle/Orange Essential Oil Membranes for Biomedical Applications

The development of scaffolds for cell regeneration has increased because they must have adequate biocompatibility and mechanical properties to be applied in tissue engineering. In this sense, incorporating nanofillers or essential oils has allowed new architectures to promote cell proliferation and regeneration of new tissue. With this goal, we prepared four membranes based on polylactic acid (PLA), polycaprolactone (PCL), titanium dioxide nanoparticles (TiO2-NPs), and orange essential oil (OEO) by the drop-casting method. The preparation of TiO2-NPs followed the sol-gel process with spherical morphology and an average size of 13.39 nm ± 2.28 nm. The results show how the TiO2-NP properties predominate over the crystallization processes, reflected in the decreasing crystallinity percentage from 5.2% to 0.6% in the membranes. On the other hand, when OEO and TiO2-NPs are introduced into a membrane, they act synergistically due to the inclusion of highly conjugated thermostable molecules and the thermal properties of TiO2-NPs. Finally, incorporating OEO and TiO2-NPs promotes tissue regeneration due to the decrease in inflammatory infiltrate and the appearance of connective tissue. These results demonstrate the great potential for biomedical applications of the membranes prepared.

Microscopic alterations in Fasciola hepatica treated with the essential oils of Pelargonium graveolens and Citrus aurantium

Fasciolosis is one of the most important parasitic diseases in animal health, affecting mainly ruminants, causing economic and productivity losses. This study aimed to evaluate the in vitro ovicidal and adulticidal activity of essential oils (EOs) from Pelargonium graveolens (geranium) and Citrus aurantium (sour orange) on Fasciola hepatica. Performed Gas Chromatography of EOs P. graveolens and C. aurantium, with major compound, citronellol (31.37 %) and limonene (93.89 %), respectively. For the cytotoxicity assay, the sour orange EO showed to be promising when used in lower concentrations. For the ovicidal tests, the eggs were incubated with geranium EOs at concentrations from 4.5 to 0.03375 mg/mL and sour orange at concentrations from 4.25 to 0.031875 mg/mL, along with controls. The viable eggs were counted on the 14th day post-incubation. Adult forms of F. hepatica were incubated containing the EOs and observed for 24 h after treatment, as well as the control groups. Later the specimens were fixed for histological analysis. Geranium and sour orange EOs in trematode eggs at the concentrations tested were 100 % effective in inactivating hatching (p < 0.05) when compared to the untreated control. In the adulticidal test, the essential oil of P. graveolens at both concentrations tested (0.0675 and 0.03375) within 15 h, promoted the death of flukes. For C. aurantium, 18 h was enough to inactivate all specimens, up to a concentration of 0.06375. The histological analysis, observed the accumulation of liquid in the tegument in the specimens incubated in C. aurantium and P. graveolens, with vacuolization in the tegument and spines, preventing externalization. The results of the study present OEs with efficient ovicidal and adulticidal activity.

Preharvest Application of Commercial Products Based on Chitosan, Phosphoric Acid Plus Micronutrients, and Orange Essential Oil on Postharvest Quality and Gray Mold Infections of Strawberry

Strawberry is a perishable fruit with a limited shelf life after harvest due to deterioration of quality and the development of gray mold, Rhizopus rot and other minor diseases. In this study, the effectiveness of commercial compounds based on chitosan, phosphoric acid plus micronutrients, and sweet orange essential oil (EO) in reducing decay and optimizing the quality of strawberries was analyzed. The plant canopy of a greenhouse crop was sprayed once and strawberry fruit were harvested three days later. Gray mold infections were evaluated after chilled storage for seven days at 4 ± 0.5 °C followed by five days shelf life. The qualitative parameters were recorded at harvest (initial day) and after three days of storage at room temperature (RT, 20 °C) or after cold storage and shelf life (CS, 4 °C). The application of sweet orange EO increased the antioxidant and flavonoid content at harvest, while a decrease was reported following three days of storage at RT. At the same time, increased ethylene production and weight loss were observed during CS three days after harvesting. Chitosan treatment maintained the harvest fruit quality and was effective in the control of postharvest decay. Our results suggest that the investigated natural compounds could improve strawberry quality after harvest. Since chitosan performed best in terms of maintaining quality and reducing postharvest decay, it could be considered as a good substitute for chemical-synthetic fungicides for the preservation of strawberry postharvest gray mold.

Influence of rootstock, fruit development stage and ploidy level on the yield, composition and aromatic properties of sweet orange peel essential oil

ISHS XXXI International Horticultural Congress (IHC2022): International Symposium on Integrative Approaches to Product Quality in Fruits and Vegetables Influence of rootstock, fruit development stage and ploidy level on the yield, composition and aromatic properties of sweet orange peel essential oil