Chemical Composition, Antioxidant, Anti-Bacterial, and Anti-Cancer Activities of Essential Oils Extracted from Citrus limetta Risso Peel Waste Remains after Commercial Use

Citrus plants are widely utilized for edible purposes and medicinal utility throughout the world. However, because of the higher abundance of the antimicrobial compound D-Limonene, the peel waste cannot be disposed of by biogas production. Therefore, after the extraction of D-Limonene from the peel wastes, it can be easily disposed of. The D-Limonene rich essential oil from the Citrus limetta risso (CLEO) was extracted and evaluated its radical quenching, bactericidal, and cytotoxic properties. The radical quenching properties were DPPH radical scavenging (11.35 ± 0.51 µg/mL) and ABTS scavenging (10.36 ± 0.55 µg/mL). There, we observed a dose-dependent antibacterial potential for the essential oil against pathogenic bacteria. Apart from that, the essential oil also inhibited the biofilm-forming properties of E. coli, P. aeruginosa, S. enterica, and S. aureus. Further, cytotoxicity was also exhibited against estrogen receptor-positive (MCF7) cells (IC50: 47.31 ± 3.11 µg/mL) and a triple-negative (MDA-MB-237) cell (IC50: 55.11 ± 4.62 µg/mL). Upon evaluation of the mechanism of action, the toxicity was mediated through an increased level of reactive radicals of oxygen and the subsequent release of cytochrome C, indicative of mitotoxicity. Hence, the D-Limonene rich essential oil of C. limetta is useful as a strong antibacterial and cytotoxic agent; the antioxidant properties exhibited also increase its utility value.

[1]  Mohammed Aljeldah,et al.  Antioxidant and Antimicrobial Potencies of Chemically-Profiled Essential Oil from Asteriscus graveolens against Clinically-Important Pathogenic Microbial Strains , 2022, Molecules.

[2]  A. Narayanankutty,et al.  Utilization of Pomelo (Citrus maxima) Peel Waste into Bioactive Essential Oils: Chemical Composition and Insecticidal Properties , 2022, Insects.

[3]  S. A. Al Jaouni,et al.  Anti-Salmonella and Antibiofilm Potency of Salvia officinalis L. Essential Oil against Antibiotic-Resistant Salmonella enterica , 2022, Antibiotics.

[4]  L. Casettari,et al.  Comparative Analysis of the Antimicrobial Activity of Essential Oils and Their Formulated Microemulsions against Foodborne Pathogens and Spoilage Bacteria , 2022, Antibiotics.

[5]  R. Srivastava,et al.  Utilization of agricultural waste biomass and recycling toward circular bioeconomy , 2022, Environmental Science and Pollution Research.

[6]  Chung-Ming Chang,et al.  Determination of Antioxidants by DPPH Radical Scavenging Activity and Quantitative Phytochemical Analysis of Ficus religiosa , 2022, Molecules.

[7]  Alan D. Lopez,et al.  Global burden of bacterial antimicrobial resistance in 2019: a systematic analysis , 2022, The Lancet.

[8]  M. Azrad,et al.  Effect of Limonene on Cancer Development in Rodent Models: A Systematic Review , 2021, Frontiers in Sustainable Food Systems.

[9]  Armando Robledo-Olivo,et al.  Bioactive Compounds from Agricultural Residues, Their Obtaining Techniques, and the Antimicrobial Effect as Postharvest Additives , 2021, International journal of food science.

[10]  Ruifen Zhang,et al.  Structural elucidation of flavonoids from Shatianyu (Citrus grandis L. Osbeck) pulp and screening of key antioxidant components. , 2021, Food chemistry.

[11]  E. Stashenko,et al.  Chemical Composition and Antibacterial and Antioxidant Activity of a Citrus Essential Oil and Its Fractions , 2021, Molecules.

[12]  L. Quintans-Júnior,et al.  Anticancer activity of limonene: A systematic review of target signaling pathways , 2021, Phytotherapy research : PTR.

[13]  Shinde Vijay Sukhdeo,et al.  Efficacy of Citrus maxima fruit segment supplemented paranthas in STZ induced diabetic rats. , 2021, Journal of food science.

[14]  Erdal Yabalak,et al.  Evaluation of Citrus reticulata essential oil: Chemical composition and antibacterial effectiveness incorporated gelatin on E. coli and S. aureus , 2021, International journal of environmental health research.

[15]  A. C. Oliveira,et al.  Chemical composition, in vitro larvicidal and antileishmanial activities of the essential oil from Citrus reticulata Blanco fruit peel. , 2021, Brazilian journal of biology = Revista brasleira de biologia.

[16]  A. Narayanankutty,et al.  Variation in the polyphenol composition, antioxidant, and anticancer activity among different Amaranthus species , 2020 .

[17]  Xiaoping Li,et al.  Antibacterial Effects and Mechanism of Mandarin (Citrus reticulata L.) Essential Oil against Staphylococcus aureus , 2020, Molecules.

[18]  A. Sharif,et al.  Antioxidant and wound healing potential of essential oil from Citrus reticulata peel and its chemical characterization. Medicinal values of peels essential oil. , 2020, Current pharmaceutical biotechnology.

[19]  Jeri Albano,et al.  Bacterial infections and patterns of antibiotic use in patients with COVID‐19 , 2020, Journal of medical virology.

[20]  M. Vignola,et al.  Antioxidant and antimicrobial activities of citrus essential oils from Argentina and the United States , 2020 .

[21]  Rakesh Kumar,et al.  Variability in chemical composition and antimicrobial activity of Tagetes minuta L. essential oil collected from different locations of Himalaya , 2020 .

[22]  F. Cortés-García,et al.  Agricultural waste: Review of the evolution, approaches and perspectives on alternative uses , 2020 .

[23]  M. Homayouni Tabrizi,et al.  Citrus lemon essential oil nanoemulsion (CLEO-NE), a safe cell-depended apoptosis inducer in human A549 lung cancer cells with anti-angiogenic activity , 2020, Journal of microencapsulation.

[24]  S. Zara,et al.  Antimicrobial activity of gaseous Citrus limon var pompia leaf essential oil against Listeria monocytogenes on ricotta salata cheese. , 2020, Food microbiology.

[25]  R. Farahmandfar,et al.  Changes in chemical composition and biological activity of essential oil from Thomson navel orange (Citrus sinensis L. Osbeck) peel under freezing, convective, vacuum, and microwave drying methods , 2019, Food science & nutrition.

[26]  Zhichang Sun,et al.  Antimicrobial Susceptibility and Antibacterial Mechanism of Limonene against Listeria monocytogenes , 2019, Molecules.

[27]  A. M. Al-mahallawi,et al.  Chemical composition and potentiation of insecticidal and fungicidal activities of Citrus trifoliata L. fruits essential oil against Spodoptera littoralis, Fusarium oxysporum and Fusarium solani via nano-cubosomes , 2019, Natural product research.

[28]  Aglaia Pappa,et al.  Anticancer Activity of Essential Oils and Other Extracts from Aromatic Plants Grown in Greece , 2019, Antioxidants.

[29]  H. Bühler,et al.  The Triple-negative Breast Cancer Cell Line MDA-MB 231 Is Specifically Inhibited by the Ionophore Salinomycin , 2019, AntiCancer Research.

[30]  G. Kostov,et al.  Chemical composition, antioxidant activity and antimicrobial activity of essential oil from Citrus aurantium L zest against some pathogenic microorganisms , 2019, Zeitschrift fur Naturforschung. C, Journal of biosciences.

[31]  P. Sun,et al.  Antibacterial Activity and Mechanisms of Essential Oil from Citrus medica L. var. sarcodactylis , 2019, Molecules.

[32]  M. J. Masarudin,et al.  In vitro cytotoxicity and anticancer effects of citral nanostructured lipid carrier on MDA MBA-231 human breast cancer cells , 2019, Scientific Reports.

[33]  A. Silva,et al.  Anti‐inflammatory and anti‐cancer activity of citral: Optimization of citral‐loaded solid lipid nanoparticles (SLN) using experimental factorial design and LUMiSizer® , 2018, International journal of pharmaceutics.

[34]  R. Ravindran,et al.  A Review on Bioconversion of Agro-Industrial Wastes to Industrially Important Enzymes , 2018, Bioengineering.

[35]  Jiangnan Yu,et al.  Biochemical significance of limonene and its metabolites: future prospects for designing and developing highly potent anticancer drugs , 2018, Bioscience reports.

[36]  A. Narayanankutty,et al.  Non-enzymatic conversion of primary oxidation products of Docosahexaenoic acid into less toxic acid molecules. , 2018, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[37]  H. Elansary,et al.  Effective antioxidant, antimicrobial and anticancer activities of essential oils of horticultural aromatic crops in northern Egypt , 2018, BMC Complementary and Alternative Medicine.

[38]  Archana D. Thakre,et al.  Limonene inhibits Candida albicans growth by inducing apoptosis , 2018, Medical mycology.

[39]  Springer Fachmedien Wiesbaden,et al.  Service , 2018, Wirtschaftsinformatik Manag..

[40]  Yu Wang,et al.  d-limonene exhibits antitumor activity by inducing autophagy and apoptosis in lung cancer , 2018, OncoTargets and therapy.

[41]  M. Taherzadeh,et al.  Anaerobic digestion of citrus waste using two-stage membrane bioreactor , 2018 .

[42]  C. Chanotiya,et al.  The essential oil from Citrus limetta Risso peels alleviates skin inflammation: In-vitro and in-vivo study. , 2018, Journal of ethnopharmacology.

[43]  T. Alam,et al.  Chemical composition and in-vitro antioxidant and antimicrobial activity of the essential oil of Citrus aurantifolia L. leaves grown in Eastern Oman , 2018, Journal of Taibah University Medical Sciences.

[44]  H. Townley,et al.  Improved delivery of the anticancer agent citral using BSA nanoparticles and polymeric wafers , 2017, Nanotechnology, science and applications.

[45]  Mei-Ying Wang,et al.  Composition and Bioactivity of Essential Oil from Citrus grandis (L.) Osbeck ‘Mato Peiyu’ Leaf , 2017, Molecules.

[46]  X. Long,et al.  Differential Expression Profiles of the Transcriptome in Breast Cancer Cell Lines Revealed by Next Generation Sequencing , 2017, Cellular Physiology and Biochemistry.

[47]  N. Hamdi,et al.  Citrus lemon essential oil: chemical composition, antioxidant and antimicrobial activities with its preservative effect against Listeria monocytogenes inoculated in minced beef meat , 2017, Lipids in Health and Disease.

[48]  B. Zhong,et al.  Antioxidant and Anticancer Activities of Essential Oil from Gannan Navel Orange Peel , 2017, Molecules.

[49]  H. Cui,et al.  4-Terpineol exhibits potent in vitro and in vivo anticancer effects in Hep-G2 hepatocellular carcinoma cells by suppressing cell migration and inducing apoptosis and sub-G1 cell cycle arrest. , 2016, Journal of B.U.ON. : official journal of the Balkan Union of Oncology.

[50]  W. Jiraungkoorskul,et al.  Anticancer Activity of Key Lime, Citrus aurantifolia , 2016, Pharmacognosy reviews.

[51]  F. Pirozzi,et al.  Effect of the concentration of essential oil on orange peel waste biomethanization: Preliminary batch results. , 2016, Waste management.

[52]  M. Balouiri,et al.  Methods for in vitro evaluating antimicrobial activity: A review☆ , 2015, Journal of pharmaceutical analysis.

[53]  A. Mohamad,et al.  Hydrogen Peroxide Scavenging Activity of Novel Coumarins Synthesized Using Different Approaches , 2015, PloS one.

[54]  M. Taherzadeh,et al.  Improvement of Biogas Production from Orange Peel Waste by Leaching of Limonene , 2015, BioMed research international.

[55]  B. Ruiz,et al.  Citrus essential oils and their influence on the anaerobic digestion process: an overview. , 2014, Waste management.

[56]  N. Tao,et al.  Anti-fungal activity of Citrus reticulata Blanco essential oil against Penicillium italicum and Penicillium digitatum. , 2014, Food chemistry.

[57]  N. Tao,et al.  Antifungal activity of citral, octanal and α-terpineol against Geotrichum citri-aurantii , 2014 .

[58]  M. Mishra,et al.  Larvicidal efficacy of the Citrus limetta peel extracts against Indian strains of Anopheles stephensi Liston and Aedes aegypti L. , 2012, Parasitology Research.

[59]  Saadia Bashir Hassan,et al.  Alpha terpineol: a potential anticancer agent which acts through suppressing NF-kappaB signalling. , 2010, Anticancer research.

[60]  Priyanka Singh,et al.  Chemical profile, antifungal, antiaflatoxigenic and antioxidant activity of Citrus maxima Burm. and Citrus sinensis (L.) Osbeck essential oils and their cyclic monoterpene, DL-limonene. , 2010, Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association.

[61]  J. Charoenteeraboon,et al.  Comparison of Essential Oils Compositions of Citrus maxima Merr. Peel Obtained by Cold Press and Vacuum Stream Distillation Methods and of Its Peel and Flower Extract Obtained by Supercritical Carbon Dioxide Extraction Method and Their Antimicrobial Activity , 2010 .

[62]  M. Gasson,et al.  Antimicrobial activity of flavonoids extracted from bergamot (Citrus bergamia Risso) peel, a byproduct of the essential oil industry , 2007, Journal of applied microbiology.

[63]  A. Viljoen,et al.  Antimicrobial activity of limonene enantiomers and 1,8-cineole alone and in combination , 2007 .

[64]  EUCAST Definitive Document E.DEF 3.1, June 2000: Determination of minimum inhibitory concentrations (MICs) of antibacterial agents by agar dilution. , 2000, Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases.

[65]  T. Akao,et al.  Inhibitory effect of Citrus unshu peel on anaerobic digestion , 1990 .