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Chemical investigation and screening of anti-cancer potential of Syzygium aromaticum L. bud (clove) essential oil nanoemulsion

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Abstract

This study was done to improve the medicinal properties of Syzygium Aromaticum L by processing S. Aromaticum L. bud essential oil (SABE) to the Nanoemulsion drug delivery system (SABE-NE) and investigating its anti-tumor and apoptotic impacts against the human HT-29 colon cancer cells. Applying the ultra-sonication method and characterization by DLS and FESEM analysis facilitates the nanoemulsification procedure. Human cancer (HT-29) and normal (HFF) cell lines were then evaluated based on the SABE-NE apoptotic and cytotoxic effects. In an in vitro section, flow cytometry method, Cas3 gene profile, AO/PI cell staining, and MTT assays are used to analyze the apoptotic and cytotoxic activities. In further analysis, liver lipid peroxidation and antioxidant genes expression (SOD, CAT, and GPx) investigate alterations in mice organs. As a result, produced 131.2 nm SABE-NE induces apoptosis response and cellular death (Cas3 up-regulation and enhanced SubG1 peaks). Subsequently, the HT-29 cells' viability can reduce significantly, while HFF cells indicate confined cytotoxic impacts. Moreover, in vivo test results on mice livers demonstrate the cytoprotective properties of SABE-NE (reduced lipid peroxidation and increased antioxidant enzymes gene expression and nondetectable cytotoxic impacts). We produced a novel nanoemulsion drug delivery system called SABE-NE, a cell-specific apoptotic inducer. We thus can be utilized as an efficient anti-cancer compound for human colon cancer treatment. However, further supplementary studies are required to verify and approve its cell-specific anti-tumor activity.

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Data availability

The datasets applied during the current study are available on reasonable request.

References

  • Ahmad N, Alam MA, Ahmad FJ, Sarafroz M, Ansari K, Sharma S, Amir M (2018) Ultrasonication techniques used for the preparation of novel eugenol-nanoemulsion in the treatment of wounds healings and anti-inflammatory. J Drug Deliv Sci Technol 46:461–473

    Article  CAS  Google Scholar 

  • Arnold M, Sierra MS, Laversanne M, Soerjomataram I, Jemal A, Bray F (2017) Global patterns and trends in colorectal cancer incidence and mortality. Gut 66(4):683–691. https://doi.org/10.1136/gutjnl-2015-310912

  • Assayag M, Rouvier P, Gauthier M, Costel G, Cluzel P, Mercadal L, Deray G, Bagnis CI (2017) Renal failure during chemotherapy: renal biopsy for assessing subacute nephrotoxicity of pemetrexed. BMC Cancer 17(1):1–8

    Article  Google Scholar 

  • Atsumi T, Murakami Y, Shibuya K, Tonosaki K, Fujisawa S (2005) Induction of cytotoxicity and apoptosis and inhibition of cyclooxygenase-2 gene expression, by curcumin and its analog, α-diisoeugenol. Anticancer Res 25(6B):4029–4036

    CAS  PubMed  Google Scholar 

  • Banerjee S, Panda CK, Das S (2006) Clove (Syzygium aromaticum L), a potential chemopreventive agent for lung cancer. Carcinogenesis 27(8):1645–1654

    Article  CAS  PubMed  Google Scholar 

  • Beyrami M, Karimi E, Oskoueian E (2020) Synthesized chrysin-loaded nanoliposomes improves cadmium-induced toxicity in mice. Environ Sci Pollut Res 27(32):40643–40651

    Article  CAS  Google Scholar 

  • Bou DD, Lago JHG, Figueiredo CR, Matsuo AL, Guadagnin RC, Soares MG, Sartorelli P (2013) Chemical composition and cytotoxicity evaluation of essential oil from leaves of Casearia sylvestris, its main compound α-zingiberene and derivatives. Molecules 18(8):9477–9487

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Bozzuto G, Molinari A (2015) Liposomes as nanomedical devices. Int J Nanomed 10:975–999. https://doi.org/10.2147/ijn.s68861

    Article  CAS  Google Scholar 

  • Chaieb K, Hajlaoui H, Zmantar T, Kahla-Nakbi AB, Rouabhia M, Mahdouani K, Bakhrouf A (2007) The chemical composition and biological activity of clove essential oil, Eugenia caryophyllata (Syzigium aromaticum L Myrtaceae): a short review. Phytother Res 21(6):501–506

    Article  CAS  PubMed  Google Scholar 

  • Constantinides PP, Chaubal MV, Shorr R (2008) Advances in lipid nanodispersions for parenteral drug delivery and targeting. Adv Drug Deliv Rev 60(6):757–767

    Article  CAS  PubMed  Google Scholar 

  • Date AA, Desai N, Dixit R, Nagarsenker M (2010) Self-nanoemulsifying drug delivery systems: formulation insights, applications and advances. Nanomedicine 5(10):1595–1616

    Article  CAS  PubMed  Google Scholar 

  • Dawane JS, Pandit VA (2012) Understanding redox homeostasis and its role in cancer. J Clin Diagn Res JCDR 6(10):1796

    PubMed  Google Scholar 

  • Donsì F, Annunziata M, Sessa M, Ferrari G (2011) Nanoencapsulation of essential oils to enhance their antimicrobial activity in foods. LWT-Food Sci Technol 44(9):1908–1914

    Article  Google Scholar 

  • Dwivedi V, Shrivastava R, Hussain S, Ganguly C, Bharadwaj M (2011) Comparative anticancer potential of clove (Syzygium aromaticum)—an Indian spice—against cancer cell lines of various anatomical origin. Asian Pac J Cancer Prev 12(8):1989–1993

    PubMed  Google Scholar 

  • Erlejman A, Verstraeten S, Fraga C, Oteiza P (2004) The interaction of flavonoids with membranes: potential determinant of flavonoid antioxidant effects. Free Radical Res 38(12):1311–1320

    Article  CAS  Google Scholar 

  • Farshi P, Tabibiazar M, Ghorbani M, Hamishehkar H (2017) Evaluation of antioxidant activity and cytotoxicity of cumin seed oil nanoemulsion stabilized by sodium caseinate-guar gum. Pharmaceutical Sci 23(4):293–300

    Article  Google Scholar 

  • Ghosh R, Nadiminty N, Fitzpatrick JE, Alworth WL, Slaga TJ, Kumar AP (2005) Eugenol causes melanoma growth suppression through inhibition of E2F1 transcriptional activity. J Biol Chem 280(7):5812–5819

    Article  CAS  PubMed  Google Scholar 

  • Hosseini A, Ghorbani A (2015) Cancer therapy with phytochemicals: evidence from clinical studies. Avicenna J Phytomed 5(2):84

    CAS  PubMed  PubMed Central  Google Scholar 

  • Jaganathan SK, Mazumdar A, Mondhe D, Mandal M (2011) Apoptotic effect of eugenol in human colon cancer cell lines. Cell Biol Int 35(6):607–615

    Article  CAS  PubMed  Google Scholar 

  • Jaiswal M, Dudhe R, Sharma P (2015) Nanoemulsion: an advanced mode of drug delivery system. 3 Biotech 5(2):123–127

    Article  PubMed  Google Scholar 

  • Jaradat NA, Zaid AN, Abuzant A, Shawahna R (2016) Investigation the efficiency of various methods of volatile oil extraction from Trichodesma africanum and their impact on the antioxidant and antimicrobial activities. J Intercult Ethnopharmacol 5(3):250

    Article  PubMed  PubMed Central  Google Scholar 

  • Khan I, Bahuguna A, Kumar P, Bajpai VK, Kang SC (2018) In vitro and in vivo antitumor potential of carvacrol nanoemulsion against human lung adenocarcinoma A549 cells via mitochondrial mediated apoptosis. Sci Rep 8(1):1–15

    Google Scholar 

  • Kim GC, Choi DS, Lim JS, Jeong HC, Kim IR, Lee MH, Park BS (2006) Caspases-dependent apoptosis in human melanoma cell by eugenol. Korean J Anat 39(3):245–253

    Google Scholar 

  • Lesgards JF, Baldovini N, Vidal N, Pietri S (2014) Anticancer activities of essential oils constituents and synergy with conventional therapies: a review. Phytother Res 28(10):1423–1446

    Article  PubMed  Google Scholar 

  • Mahato R (2017) Nanoemulsion as targeted drug delivery system for cancer therapeutics. J Pharm Sci Pharmacol 3(2):83–97

    Article  Google Scholar 

  • Mahdi Jafari S, He Y, Bhandari B (2006) Nano-emulsion production by sonication and microfluidization—a comparison. Int J Food Prop 9(3):475–485

    Article  Google Scholar 

  • Navaei Shoorvarzi S, Shahraki F, Shafaei N, Karimi E, Oskoueian E (2020) Citrus aurantium L bloom essential oil nanoemulsion: synthesis, characterization, cytotoxicity, and its potential health impacts on mice. J Food Biochem 44(5):e13181

    Article  PubMed  Google Scholar 

  • Paim LFNA, Dalla Lana DF, Giaretta M, Danielli LJ, Fuentefria AM, Apel MA, Külkamp-Guerreiro IC (2018) Poiretia latifolia essential oil as a promising antifungal and anti-inflammatory agent: chemical composition, biological screening, and development of a nanoemulsion formulation. Ind Crops Prod 126:280–286

    Article  Google Scholar 

  • Rao PV, Nallappan D, Madhavi K, Rahman S, Jun Wei L, Gan SH (2016) Phytochemicals and biogenic metallic nanoparticles as anticancer agents. Oxid Med Cell Longev 2016:1–15

    Article  Google Scholar 

  • Rossi J, Leroux J, Wasan K (2006) Role of lipid excipients in modifying oral and parenteral drug delivery. Wiley, Hoboken

    Google Scholar 

  • Sarker DK (2005) Engineering of nanoemulsions for drug delivery. Curr Drug Deliv 2(4):297–310

    Article  CAS  PubMed  Google Scholar 

  • Shan B, Cai YZ, Sun M, Corke H (2005) Antioxidant capacity of 26 spice extracts and characterization of their phenolic constituents. J Agric Food Chem 53(20):7749–7759

    Article  CAS  PubMed  Google Scholar 

  • Sharma N, Bansal M, Visht S, Sharma P, Kulkarni G (2010) Nanoemulsion: a new concept of delivery system. Chron Young Sci 1(2):2

    CAS  Google Scholar 

  • Solans C, Izquierdo P, Nolla J, Azemar N, Garcia-Celma MJ (2005) Nano-emulsions. Curr Opin Colloid Interface Sci 10(3–4):102–110

    Article  CAS  Google Scholar 

  • Sznarkowska A, Kostecka A, Meller K, Bielawski KP (2017) Inhibition of cancer antioxidant defense by natural compounds. Oncotarget 8(9):15996

    Article  PubMed  Google Scholar 

  • University of Zagreb. MEASUREMENT AND APPLICATION OF ZETA-POTENTIAL. https://hrcak.srce.hr/24757 (1992)

  • Yousefzadi M, Riahi-Madvar A, Hadian J, Rezaee F, Rafiee R, Biniaz M (2014) Toxicity of essential oil of Satureja khuzistanica: in vitro cytotoxicity and anti-microbial activity. J Immunotoxicol 11(1):50–55

    Article  CAS  PubMed  Google Scholar 

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Correspondence to Ehsan Karimi.

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Abadi, A.V.M., Karimi, E., Oskoueian, E. et al. Chemical investigation and screening of anti-cancer potential of Syzygium aromaticum L. bud (clove) essential oil nanoemulsion. 3 Biotech 12, 49 (2022). https://doi.org/10.1007/s13205-022-03117-2

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