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

References

• Hooi, J.K.Y., Lai, W.Y., Ng, W.K., Suen, M.M.Y., Underwood, F.E., Tanyingoh, D., Malfertheiner, P., Graham, D.Y., Wong, V.W.S., Wu, J.C.Y., Chan, F.K.L., Sung, J.J.Y., Kaplan, G.G. and Ng, S.C. (2017). Global Prevalence of Helicobacter pylori Infection: Systematic Review and Meta-analysis. Gastroenterology. 153(2): 420-429. doi: 10.1053/j.gastro.2017.04.022
   PubMed Web of Science ®Google Scholar
• Gamal El-Din, M.I., Youssef, F.S., Ashour, M.L., Eldahshan, O.A. and Singab A.B. (2018). Comparative Analysis of Volatile Constituents of Pachira aquatica Aubl. and Pachira glabra Pasq., their Anti-Mycobacterial and Anti-helicobacter pylori Activities and their Metabolic Discrimination using Chemometrics. J. Essent. Oil-Bear. Plants. 21(6): 1550-1567. doi: 10.1080/0972060X.2019.1571950
   Web of Science ®Google Scholar
• El Sayed, A.M., Omar, F.A., Emam, M.M.A. and Farag, M.A. (2022). UPLC-MS/MS and GC-MS based metabolites profiling of Moringa oleifera seed with its anti-Helicobacter pylori and anti-inflammatory activities. Nat. Prod. Res. 36(24): 6433-6438. doi: 10.1080/14786419.2022.2037088
   PubMed Web of Science ®Google Scholar
• Savoldi, A., et al. (2018). Prevalence of antibiotic resistance in Helicobacter pylori: systematic review and meta-analysis in world health organization regions. Gastroenterology. 155: 1372-1382. doi: 10.1053/j.gastro.2018.07.007
   PubMed Web of Science ®Google Scholar
• Favela-Hernández, M.J., González-Santiago, O., Ramírez-Cabrera, M.A., Esquivel-Ferriño, P.C. and Rayo Camacho-Corona, M.D. (2016). Chemistry and Pharmacology of Citrus sinensis. Molecules. 21(2): 247. doi: 10.3390/molecules21020247
   PubMed Web of Science ®Google Scholar
• Mannucci, C., Calapai, F., Cardia, L., Inferrera, G., D’Arena, G., Pietro, M., Navarra, M., Gangemi, S., Spagnolo, E.V. and Calapai, G. (2018). Clinical Pharmacology of Citrus aurantium and Citrus sinensis for the Treatment of Anxiety. Evid. Based Complementary Altern. Med. Volume 2018, Article ID 3624094, 18 pages. doi: 10.1155/2018/3624094
   Web of Science ®Google Scholar
• Dutta, P., Sarma, N., Saikia, S., Gogoi, R., Begum, T., and Lal, M. (2022). Pharmacological activity of Trachyspermum ammi L. Seeds Essential Oil grown from Northeast India. J. Essent. Oil-Bear. Plants. 24(6): 1373-1388. doi: 10.1080/0972060X.2022.2028681
   Web of Science ®Google Scholar
• Gogoi, R., Sarma, N., Begum, T., Pandey, S.K. and Lal., M. (2020). North-East Indian Chromolaena odorata (L. King Robinson) Aerial Part Essential Oil Chemical Composition, Pharmacological Activities - Neurodegenerative Inhibitory and ToxicityStudy, J. Essent. Oil-Bear. Plants. 23(69): 1173-1191. doi: 10.1080/0972060X.2020.1867009
   Google Scholar
• Souza, J., Santos, G.S., Barbosa, Th.C., Santos, A.L.S., Menezes, L.G., Andrade, L.N., Bani, C., Victor, H., Sarmento, V., Nunes, R., Zielinska, A., Mendonça, M.C., Cardoso, J., Santini, A., Souto, E.B. and Severino, P. (2021). Citrus sinensis Essential Oil-Based Microemulsions: Green Synthesis, Characterization, and Antibacterial and Larvicide Activities. ACS Food Sci. Technol. 1(3): 462-469. doi: 10.1021/acsfoodscitech.0c00150
   Google Scholar
• Andrea, V., Nadia, N., Teresa, R.M. and Andrea, A. (2003). Analysis of some Italian lemon liquors (Limoncello). J. Agric. Food Chem. 51(17): 4978-4983. doi: 10.1021/jf030083d
   PubMed Web of Science ®Google Scholar
• Othman, S.N.A.M., Hassan, M.A., Nahar, L., Basar, N., Jamil, S. and Sarker, S.D. (2017). Essential oils from the Malaysian Citrus (Rutaceae) medicinal plants. Medicines. 3: 13. doi: 10.3390/medicines3020013
   Google Scholar
• Palazzolo, E., Laudicina, V.A. and Germanà, M.A. (2013). Current and potential use of Citrus essential oils. Curr. Org. Chem. 17: 3042-3049. doi: 10.2174/13852728113179990122
   Web of Science ®Google Scholar
• Tranchida, P.Q., Bonaccorsi, I., Dugo, P., Mondello, L. and Dugo, G. (2012). Analysis of Citrus essential oils: state of the art and future perspectives. A review. Flavour Fragr. J 27: 98-123. doi: 10.1002/ffj.2089
   Web of Science ®Google Scholar
• González-Mas, M.C., Rambla, J.L., López-Gresa, M.P., Blázquez, M.A. and Granell, A. (2019). Volatile Compounds in Citrus Essential Oils: A Comprehensive Review. Front. Plant Sci. 10. doi: 10.3389/fpls.2019.00012
   PubMed Web of Science ®Google Scholar
• Chen, Y., Wu, J., Xu, Y., Fu, M. and Xiao, G. (2014). Effect of second cooling on the chemical components of essential oils from orange peel (Citrus sinensis). J. Agric. Food Chem. 62: 8786-8790. doi: 10.1021/jf501079r
   PubMed Web of Science ®Google Scholar
• Gupta, A., Jeyakumar, E. and Lawrence, R. (2021). Strategic approach of multifaceted antibacterial mechanism of limonene traced in Escherichia coli. Sci. Rep. 11: 13816. doi: 10.1038/s41598-021-92843-3
   PubMed Web of Science ®Google Scholar
• Salvatore, M.M., Nicoletti, R. and Andolfi, A. (2022). Essential Oils in Citrus Fruit Ripening and Postharvest Quality. Horticulturae. 8: 396. doi: 10.3390/horticulturae8050396
   Web of Science ®Google Scholar
• Gupta, S. and Variyar P.S. (2016). 15-Nanoencapsulation of essential oils for sustained release: application as therapeutics and antimicrobials: In Nanotechnology in the Agri-Food Industry, Encapsulations. Grumezescu, A.M. (ed). Academic Press. PP. 641-672.
   Google Scholar
• Abd Elghani, E.M., El Sayed, A.M., Emam, M.M.A, Al-Mahallawi, A.M, Tadros, S.H., Soliman, F.M. and Youssef, F.S. (2023). Seasonal metabolic profiling of Valencia orange leaf essential oil using GC coupled with chemometrics, nano-formulation, and insecticidal evaluation: in vivo and in silico. RSC Adv. 13: 1659-1671. doi: 10.1039/D2RA06273A
   PubMed Web of Science ®Google Scholar
• Adams R.P. (2009). Identification of Essential oil Components by Gas Chromatography/Mass Spectrometry. 4th ed., Allured Business Media, Carol Stream, Illinois, USA.
   Google Scholar
• Zhai, J., Fong, C., Tran, N. and Drummond, C.J. (2019). Non-Lamellar Lyotropic Liquid Crystalline Lipid Nanoparticles for the Next Generation of Nanomedicine. ACS Nano. 13: 6178-6206 doi: 10.1021/acsnano.8b07961
   PubMed Web of Science ®Google Scholar
• El Said, H.S., Lalatsa, A., Al-Mahallawi, A.M., Saddar, El Leithy E. and Ghorab D.M. (2022). Vilazodone-phospholipid mixed micelles for enhancing oral bioavailability and reducing pharmacokinetic variability between fed and fasted states. Int. J. Pharm. 625: 122080. doi: 10.1016/j.ijpharm.2022.122080
   PubMedGoogle Scholar
• Albash, R., Yousry, C., Al-Mahallawi, A.M. and Alaa-Eldin, A.A. (2021). Utilization of PEGylated cerosomes for effective topical delivery of fenticonazole nitrate: in-vitro characterization, statistical optimization, and in-vivo assessment. Drug Delivery. 28(1): 1-9. doi: 10.1080/10717544.2020.1859000
   PubMed Web of Science ®Google Scholar
• Al-Mahallawi, A.M., Fares, A.R. and Abd-Elsalam, W.H. (2019). Enhanced permeation of methotrexate via loading into ultra-permeable niosomal vesicles: Fabrication, statistical optimization, ex vivo studies, and in vivo skin deposition and tolerability. AAPS Pharm. Sci. Tech. 20: 1-10. doi: 10.1208/s12249-019-1380-5
   Web of Science ®Google Scholar
• Bonacorsi, C., Raddi, M.S.G., Carlos, I.Z., et al. (2009). Anti-Helicobacter pylori activity and immunostimulatory effect of extracts from Byrsonima crassa Nied. (Malpighiaceae). BMC Complement Altern Med. 9(2): 1472-6882-9-2
   Google Scholar
• Galal, A.M.F., Mohamed, H.S., Abdel-Aziz, M.M. and Hanna, A.G. (2021). Development, synthesis, and biological evaluation of sulfonyl-α-l-amino acids as potential anti-Helicobacter pylori and IMPDH inhibitors. Arch Pharm (Weinheim). 354(6): e2000385. doi: 10.1002/ardp.202000385
   PubMed Web of Science ®Google Scholar
• Hevener, K.E., Zhao, W., Ball, D.M., Babaoglu, K., Qi, J., White, S.W. and Lee, R.E. (2009). Validation of molecular docking programs for virtual screening against dihydropteroate synthase. J. Chem. Inf. Model. 49: 444-460. doi: 10.1021/ci800293n
   PubMed Web of Science ®Google Scholar
• Bourgou, S., Rahali, F.Z., Ourghemmi, I. and Tounsi, M.S. (2012). Changes of peel essential oil composition of four tunisian citrus during fruit maturation. Sci. World J. 2012: 528593. doi: 10.1100/2012/528593
   Google Scholar
• Adebisi, O. (2014). Comparative study of essential oil composition of fresh and dry peel and seed of Citrus sinensis (l) osbeck var shamuti and Citrus paradisi macfadyen var marsh. Ife Journal of Science. 16(2):
   Google Scholar
• Lal, M., Munda, S., Begum T. and Pandey, S.K. (2021). Identification of a Stable Rhizome Essential Oil-Rich Variety (Jor Lab SM-2) of Homalomena aromatica Schott., Through Biometrical Method. J. Essent. Oil-Bear. Plants. 24(5): 1026-1041. doi: 10.1080/0972060X.2021.1995510
   Web of Science ®Google Scholar
• Abdel-Kawy, M.A., Michel, C.G., Kirollos, F.N., Hussien, R.A.A., Al-Mahallawi, A.M. and Sedeek, M.S. (2021). 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. Nat. Prod. Res. 35: 2438-2443. doi: 10.1080/14786419.2019.1675063
   PubMed Web of Science ®Google Scholar
• Paw, M., Begum, T., Gogoi, R., Pandey, S.K., and Lal, M. (2020). Chemical composition of Citrus limon L. burmf peel essential oil from North East India. J. Essent. Oil-Bear. Plants. 23(2): 337-344. doi: 10.1080/0972060X.2020.1757514
   Web of Science ®Google Scholar
• Sedeek, M.S., Al-Mahallawi, A.M., Hussien, R.A.A., Ali, A.M.A., Naguib, I.A. and Mansour M.K. (2021). Hexosomal Dispersion: A Nano-Based Approach to Boost the Anti-fungal Potential of Citrus Essential Oils against Plant Fungal Pathogens. Molecules. 26: 6284. doi: 10.3390/molecules26206284
   PubMed Web of Science ®Google Scholar
• Kamal, G.M., Anwar, F., Hussain, A.I., Sarri, N. and Ashraf, M.Y. (2011). Yield and chemical composition of Citrus essential oils as affected by drying pretreatment of peels. Int. Food Res. J. 18(4): 1275-1282.
   Google Scholar
• Zareiyan, F. and Khajehsharifi, H. (2021). Analyzing Bioactive Compounds in Essential Oil of Citrus maxima and Citrus sinensis Peel. J. Essent. Oil-Bear. Plants. 24(4): 677-682. doi: 10.1080/0972060X.2021.1958702
   Web of Science ®Google Scholar
• Osman A. (2019). Citrus oils. Fruit Oils: Chemistry and Functionality. Ramadan, M.F. (Ed). Springer, Cham. PP. 521-540.
   Google Scholar
• Chavda, H., Patel, J., Chavada, G., Dave, S., Patel, A. and Patel, C. (2013). Self-nanoemulsifying powder of isotretinoin: preparation and characterization. J. Powder Technol. 2013. Article ID 108569. doi: 10.1155/2013/108569
   Google Scholar
• Mahmoud, D., Ismail, W., Moatasim, Y., Kutkat, O., El Meshad, A., Ezzat, Sh., El Deeb, K., Fishawy, A., Gomaa, M., Kandeil, A., Al-karmalawy, A., Ali, M. and Mostafa, A. (2021). Delineating a potent antiviral activity of Cuphea ignea extract loaded nano-formulation against SARS-CoV-2: In silico and in vitro studies. J. Drug Deliv. Sci. Technol. 66: 102845. doi: 10.1016/j.jddst.2021.102845
   PubMed Web of Science ®Google Scholar
• Abdel-Bar, H.M., Khater, S.E., Ghorab, D.M. and Al-Mahallawi, A.M. (2020). Hexosomes as Efficient Platforms for Possible Fluoxetine Hydrochloride Repurposing with Improved Cytotoxicity against HepG2 Cells. ACS Omega. 5(41): 26697-26709. doi: 10.1021/acsomega.0c03569
   PubMed Web of Science ®Google Scholar
• AbdulAziz, Z.A., Ahmad, A., Setapar, S.H.M., Karakucuk, A., Azim, M.M., Lokhat, D., Rafatullah, M., Ganash, M., Kamal, M.A. and Ashraf, G. (2018). Essential Oils: Extraction Techniques, Pharmaceutical And Therapeutic Potential - A Review. Curr. Drug Metab. 19(13): 1100-1110. doi: 10.2174/1389200219666180723144850
   PubMed Web of Science ®Google Scholar
• Guzeldag, G., Dalkılıç, L.K., Mercimek, A. and Matyar, F. (2014). Preliminary Examination of Herbal Extract on the Inhibition of Helicobacter pylori. Afr. J. Tradit. Complement. Altern. Med. 11(1): 93-6.
   PubMedGoogle Scholar
• Korona-Glowniak, I., Glowniak-Lipa, A., Ludwiczuk, A., Baj T. and Malm, A. (2020). The In vitro Activity of Essential Oils against Helicobacter Pylori Growth and Urease Activity. Molecules. 25: 586. doi: 10.3390/molecules25030586
   PubMed Web of Science ®Google Scholar
• Eaton, K.A., et al. (1991). Essential role of urease in pathogenesis of gastritis induced by H. pylori in gnotobiotic piglets. Infect. Immun. 59: 2470-2475. doi: 10.1128/iai.59.7.2470-2475.1991
   PubMed Web of Science ®Google Scholar
• Biglara, M., Sufia, H., Bagherzadeha, K., Amanloua, M. and Mojabb F. (2014). Screening of 20 Commonly Used Iranian Traditional Medicinal Plants Against Urease. Iran J. Pharm. Res. 13: 195-198.
   PubMed Web of Science ®Google Scholar
• Halter, F., Tarnawski, A.A., Schmassmann, A. and Peskar, B.M. (2001). Cyclo-oxygenase 2-implications on maintenance of gastric mucosal integrity and ulcer healing: controversial issues and perspectives. Gut. 49(3): 443-53. doi: 10.1136/gut.49.3.443
   PubMed Web of Science ®Google Scholar
• Loying, R., Gogoi, R., Sarma, N., Borah, A., Munda, S., Pandey, S. K. and Lal, M. (2019). Chemical compositions, in-vitro anti-oxidant, anti-microbial, anti-inflammatory and cytotoxic activities of essential oil of Acorus calamus L. rhizome from North-East India. J. Essent. Oil-Bear. Plants. 22(5): 1299-1312. doi: 10.1080/0972060X.2019.1696236
   Web of Science ®Google Scholar
• Loying, R., Gogoi, R., Sarma, N., Borah, A., Munda, S., Pandey, S. K. and Lal, M. (2019). Chemical compositions, in-vitro anti-oxidant, anti-microbial, anti-inflammatory and cytotoxic activities of essential oil of Acorus calamus L. rhizome from North-East India. J. Essent. Oil-Bear. Plants. 22(5): 1299-1312. doi: 10.1080/0972060X.2019.1696236
   Web of Science ®Google Scholar
• Matuka, T., Oyedeji, O., Gondwe, M. and Oyedeji, A. (2020). Chemical composition and in vivo anti-inflammatory activity of essential oils from Citrus sinensis (L.) osbeck growing in South Africa. J. Essent. Oil Bear. Plants. 23: 638-647. doi: 10.1080/0972060X.2020.1819885
   Web of Science ®Google Scholar
• Lal, M., Baruah, J., Begum, T. and Pandey, S.K. (2020). Identification of a novel myrcene and methyl iso-eugenol rich essential oil variant (Jor Lab L-11) of lemongrass (Cymbopogon flexuosus L. J. Essent. Oil-Bear. Plants. 23(4): 660-668. doi: 10.1080/0972060X.2020.1823893
   Web of Science ®Google Scholar
• Follmer, C. (2010). Ureases as a target for the treatment of gastric and urinary infections. J. Clin. Pathol. 63: 424-430. doi: 10.1136/jcp.2009.072595
   PubMed Web of Science ®Google Scholar
• Jimenez-Morales, D. et al. (2014). Lysine carboxylation: unveiling a spontaneous post-translational modification. Acta Crystallogr. D. Biol. Crystallogr. 70: 48-57. doi: 10.1107/S139900471302364X
   PubMedGoogle Scholar
• Cunha, E.S., Chen, X., Sanz-Gaitero, M., Mills, D.J. and Luecke, H. (2021). Cryo-EM structure of Helicobacter pylori urease with an inhibitor in the active site at 2.0 Å resolution. Nat. Commun. 12: 230-230. doi: 10.1038/s41467-020-20485-6
   PubMed Web of Science ®Google Scholar