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Human beings have consumed lemon (Citrus limon) and lime (Citrus aurantifolia or Citrus latiflia) for thousands of years. Among the variety of citrus families, lemon and lime are originated from the hybridization of citron with primitive papeda, hence they are similar from the nutritional and organoleptic standpoints, whereas very different from other citrus species such as orange and mandarin. Except for fresh produce, a significant percentage of lemon and lime are processed and separated as juice, essential oils, pulps and other products. Lemon and lime juice or fruit itself is rich in vitamins, minerals and flavonoids which are rich sources for human nutrition. Consumption of lemon and lime fruit or juice are beneficial for human health in the scope of urinary citrate increase, oxidative stress relief, improvement in lipid profiles and inflammation markers, neuroprotective effects among others. These beneficial effects of lemon and lime are not only because of their high vitamin C content but also other bioactive micronutrients such as flavonoids. Essential oils from lemon and lime have fresh and zesty aroma for perfumery and flavor applications for centuries. Compared with orange or mandarin, the integrated review for lemon and lime dietary bioactive compounds and essential oils is scarce. Therefore, in this review, we introduced the historical cultivation, consumption and process of lemon and lime, discussed the chemical and biological activities of phytochemicals in lemon and lime fruits and juice, and summarized volatile and non-volatile components in lemon and lime oil. This review may provide a comprehensive perspective for entire lemon and lime industry as well as their scientific values.


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Dietary bioactives and essential oils of lemon and lime fruits

Show Author's information Siyu LiuaShiming Lib( )Chi-Tang Hoa( )
Department of Food Science, Rutgers University, New Brunswick, New Jersey 08901, USA
Hubei Key Laboratory of EFGI & RCU, College of Life Sciences, Huanggang Normal University, Huanggang 438000, China

Peer review under responsibility of KeAi Communications Co., Ltd.

Abstract

Human beings have consumed lemon (Citrus limon) and lime (Citrus aurantifolia or Citrus latiflia) for thousands of years. Among the variety of citrus families, lemon and lime are originated from the hybridization of citron with primitive papeda, hence they are similar from the nutritional and organoleptic standpoints, whereas very different from other citrus species such as orange and mandarin. Except for fresh produce, a significant percentage of lemon and lime are processed and separated as juice, essential oils, pulps and other products. Lemon and lime juice or fruit itself is rich in vitamins, minerals and flavonoids which are rich sources for human nutrition. Consumption of lemon and lime fruit or juice are beneficial for human health in the scope of urinary citrate increase, oxidative stress relief, improvement in lipid profiles and inflammation markers, neuroprotective effects among others. These beneficial effects of lemon and lime are not only because of their high vitamin C content but also other bioactive micronutrients such as flavonoids. Essential oils from lemon and lime have fresh and zesty aroma for perfumery and flavor applications for centuries. Compared with orange or mandarin, the integrated review for lemon and lime dietary bioactive compounds and essential oils is scarce. Therefore, in this review, we introduced the historical cultivation, consumption and process of lemon and lime, discussed the chemical and biological activities of phytochemicals in lemon and lime fruits and juice, and summarized volatile and non-volatile components in lemon and lime oil. This review may provide a comprehensive perspective for entire lemon and lime industry as well as their scientific values.

Keywords: Essential oils, Flavonoids, Lemon, Lime, Biological activity

References(66)

[1]

B.C. Stone, J.B. Lowry, R.W. Scora, et al., Citrus halimii: a new species from Malaya and Peninsular Thailand, Biotropica. 5 (2) (1973) 102-110. https://doi.org/10.2307/2989659.

[2]
F. Calabrese, Origin and history, in: G. Dugo, A. Di Giacomo (Eds.), Citrus: the genus citrus, CRC Press, Los Angeles, 2002, pp. 1-15.
[3]

D. Reeve, Citrus focus: a cultivated zest, Perfumer & Flavorist 30 (3) (2005) 32-35.

[4]

V. Misitano, Lemon essential oil: world production, extraction methods and trading, Perfumer & Flavorist 25 (2) (2000) 29-42.

[5]

D. Langgut, The citrus route revealed: from southeast Asia into the Mediterranean, HortSci. 52 (6) (2017) 814-822. https://doi.org/10.21273/HORTSCI11023-16.

[6]
J. Lind, A treatise of the scurvy. Three Parts. Containing an inquiry into the nature, causes and cure, of that disease. Together with a critical and chronological view of what has been published on the subject, Edinburgh, 1753.
[7]
A. Akyildiz, E. Ağçam, Citrus juices technology, in: A. Malik, Z. Erginkaya, S. Ahmad, et al., (Eds.), Food processing: strategies for quality assessment, Springer, New York: (2014) pp. 37-103.
DOI
[8]

W. Feger, H. Brandauer, H. Ziegler, Sesquiterpene hydrocarbons of cold-pressed lime oils, Flavour Fragr. J. 15 (4) (2000) 281-284. https://doi.org/10.1002/1099-1026(200007/08)15:4%3C281::AID-FFJ916%3E3.0.CO;2-W.

[9]

H. Bovill, D. Reeve, The citrus trail- Key limes do not come from the Florida Keys, Perfumer & Flavorist 27 (1) (2002) 28-31.

[10]

V. Nour, I. Trandafir, M.E. Ionica, HPLC organic acid analysis in different citrus juices under reversed phase conditions, Not. Bot. Hort. Agrobot. Cluj Napoca 38 (1) (2010) 44-48. https://doi.org/10.15835/NBHA3814569.

[11]

K.L. Penniston, S.Y. Nakada, R.P. Holmes, et al., Quantitative assessment of citric acid in lemon juice, lime juice, and commercially-available fruit juice products, J. Endourol. 22 (2008) 567-570. https://doi.org/10.1089/end.2007.0304.

[12]

V. Glueck, Argentina's lemon industry: the history and future growth of citrus in this top lemon-producing country, Perfumer & Flavorist 31 (6) (2006) 22-27.

[13]

J. Lorente, S. Vegara, N. Marti, et al., Chemical guide parameters for Spanish lemon (Citrus limon (L.) Burm.) juices, Food Chem. 162 (2014) 186-191. https://doi.org/10.1016/j.foodchem.2014.04.042.

[14]

B. Aras, N. Kalfazade, V. Tugcu, et al., Can lemon juice be an alternative to potassium citrate in the treatment of urinary calcium stones in patients with hypocitraturia? A prospective randomized study, Urol. Res. 36 (2008) 313-317. https://doi.org/10.1007/s00240-008-0152-6.

[15]

C.N. Rangel, L.M.J.D. Carvalho, R.B.F. Fonseca, et al., Nutritional value of organic acid lime juice (Citrus latifolia T.), cv, Tahiti, Ciência e Tecnologia de Alimentos 31 (4) (2011) 918-922. http://dx.doi.org/10.1590/S0101-20612011000400014.

[16]

C.A. Ledesma-Escobar, F. Priego-Capote, M.D. Luque, de Castro, Comparative study of the effect of sample pretreatment and extraction on the determination of flavonoids from lemon (Citrus limon), PLoS One 11 (2016) e0148056. http://dx.doi.org/10.1371/journal.pone.0148056.

[17]

J.A. Del Rı́o, M.D. Fuster, P. Gómez, et al., Citrus limon: a source of flavonoids of pharmaceutical interest, Food Chem. 84 (2004) 457-461. http://dx.doi.org/10.1016/S0308-8146(03)00272-3.

[18]

A. Gil-Izquierdo, M.T. Riquelme, I. Porras, et al., Effect of the rootstock and interstock grafted in lemon tree (Citrus limon (L.) Burm.) on the flavonoid content of lemon juice, J. Agric. Food Chem. 52 (2) (2004) 324-331. https://doi.org/10.1021/jf0304775.

[19]

S. Kawaii, Y. Tomono, E. Katase, et al., Quantitation of flavonoid constituents in citrus fruits, J. Agric. Food Chem. 47 (9) (1999) 3565-3571. https://doi.org/10.1021/jf990153.

[20]

J.J. Peterson, G.R. Beecher, S.A. Bhagwat, et al., Flavanones in grapefruit, lemons, and limes: a compilation and review of the data from the analytical literature, J. Food Compos. Anal. 19 (2006) S74-S80. http://dx.doi.org/10.1016/j.jfca.2005.12.009.

[21]

E.M. Galati, M.T. Monforte, S. Kirjavainen, et al., Biological effects of hesperidin a citrus flavonoid. (Note I): antiinflammatory and analgesic activity, Farmaco. 40 (1994) 709-712.

[22]

J.A. Da Silva Emim, A.B. Oliveira, A.J. Lapa, Pharmacological evaluation of the anti-inflammatory activity of a citrus bioflavonoid, hesperidin, and the isoflavonoids, duartin and claussequinone, in rats and mice, J. Pharm. Pharmacol. 46 (2) (1994) 118-122. https://doi.org/10.1111/j.2042-7158.1994.tb03753.x.

[23]

M.T. Monforte, A. Trovato, S. Kirjavainen, et al., Biological effects of hesperidin, a citrus flavonoid. (Note Ⅱ): hypolipidemic activity on experimental hypercholesterolemia in rat, Farmaco. 50 (9) (1995) 595-599.

[24]

B. Berkarda, H. Koyuncu, G. Soybir, et al., Inhibitory effect of hesperidin on tumour initiation and promotion in mouse skin, Res. Exp. Med. 198 (2) (1998) 93-99. https://doi.org/10.1007/s004330050093.

[25]

H. Koyuncu, B. Berkarda, F. Baykut, et al., Preventive effect of hesperidin against inflammation in CD-1 mouse skin caused by tumor promoter, Anticancer Res. 19 (4B) (1999) 3237.

[26]

W. Thanapongsathorn, T. Vajrabukka, Clinical trial of oral diosmin (Daflon®) in the treatment of hemorrhoids, Dis. Colon Rectum. 35 (11) (1992) 1085-1088. https://doi.org/10.1007/bf02253000.

[27]

S. Srinivasan, L. Pari, Ameliorative effect of diosmin, a citrus flavonoid against streptozotocin-nicotinamide generated oxidative stress induced diabetic rats, Chem. Biol. Interact. 195 (2012) 43-51. https://doi.org/10.1016/j.cbi.2011.10.003.

[28]

Y. Miyake, K. Yamamoto, Y. Morimitsu, et al., Isolation of C-glucosylflavone from lemon peel and antioxidative activity of flavonoid compounds in lemon fruit, J. Agric. Food Chem. 45 (12) (1997) 4619-4623. http://dx.doi.org/10.1021/jf970498x.

[29]

Y. Miyake, K. Yamamoto, N. Tsujihara, et al., Protective effects of lemon flavonoids on oxidative stress in diabetic rats, Lipids 33 (7) (1998) 689. http://dx.doi.org/10.1007/s11745-998-0258-y.

[30]

E. Gonzalez-Molina, D.A. Moreno, C. Garcia-Viguera, Aronia-enriched lemon juice: a new highly antioxidant beverage, J. Agric. Food Chem. 56 (23) (2008) 11327-11333. http://dx.doi.org/10.1021/jf802790h.

[31]

J. Mulero, J. Bernabe, B. Cerda, et al., Variations on cardiovascular risk factors in metabolic syndrome after consume of a citrus-based juice, Clin. Nutr. 31 (2012) 372-377. http://dx.doi.org/10.1016/j.clnu.2011.11.014.

[32]

J.P. Spencer, Flavonoids: modulators of brain function? Br. J. Nutr. 99 (E/Suppl 1) (2008) ES60-ES77. http://dx.doi.org/10.1017/S0007114508965776.

[33]

S.L. Hwang, P.H. Shih, G.C. Yen, Neuroprotective effects of citrus flavonoids, J. Agric. Food Chem. 60 (2012) 877-885. http://dx.doi.org/10.1021/jf204452y.

[34]

J. Cho, Antioxidant and neuroprotective effects of hesperidin and its aglycone hesperetin, Arch. Pharm. Res. 29 (8) (2006) 699-706. http://dx.doi.org/10.1007/BF02968255.

[35]

P. Dugo, C. Ragonese, M. Russo, et al., Sicilian lemon oil: composition of volatile and oxygen heterocyclic fractions and enantiomeric distribution of volatile components, J. Sep. Sci. 33 (2010) 3374-3385. http://dx.doi.org/10.1002/jssc.201000578.

[36]
Y. Wang, S. Wang, S. Fabroni, et al., Chemistry of citrus flavor, in: M. Talon, M. Caruso, F.G. Gmitter Jr. (Eds.), The genus Citrus, Woodhead Publishing, Woodhead, 2019, pp. 447-470.
DOI
[37]

M.C. González-Mas, J.L. Rambla, M.P. López-Gresa, et al., Volatile compounds in citrus essential oils: a comprehensive review, Front. Plant Sci. 10 (2019) 12. https://doi.org/10.3389/fpls.2019.00012.

[38]

J.R. Patil, G.K. Jayaprakasha, J. Kim, et al., 5-Geranyloxy-7-methoxycoumarin inhibits colon cancer (SW480) cells growth by inducing apoptosis, Planta Med. 79 (2013) 219-226. https://doi.org/10.1055/s-0032-1328130.

[39]

M. Borgatti, I. Mancini, N. Bianchi, et al., Bergamot (Citrus bergamia Risso) fruit extracts and identified components alter expression of interleukin 8 gene in cystic fibrosis bronchial epithelial cell lines, BMC Biochem. 12 (1) (2011) 15. https://doi.org/10.1186/1471-2091-12-15.

[40]

M. Navarra, N. Ferlazzo, S. Cirmi, et al., Effects of bergamot essential oil and its extractive fractions on SH‐SY5Y human neuroblastoma cell growth, J. Pharm. Pharmacol. 67 (2015) 1042-1053. https://doi.org/10.1111/jphp.12403.

[41]

T.J. Kang, S.Y. Lee, R.P. Singh, et al., Anti-tumor activity of oxypeucedanin from Ostericum koreanum against human prostate carcinoma DU145 cells, Acta Oncol. 48 (2009) 895-900. https://doi.org/10.1080/02841860902824925.

[42]

R. Cai, M. Hu, Y. Zhang, et al., Antifungal activity and mechanism of citral, limonene and eugenol against Zygosaccharomyces rouxii, LWT-Food Sci Technol. 106 (2019) 50-56. http://dx.doi.org/10.1016/j.lwt.2019.02.059.

[43]

J.L. Kremer, G.P. Melo, P.C. Marinello, et al., Citral prevents UVB-induced skin carcinogenesis in hairless mice, J. Photochem. Photobiol. B 198 (2019) 111565. https://doi.org/10.1016/j.jphotobiol.2019.111565.

[44]

Y. Shen, Z. Sun, X. Guo, Citral inhibits lipopolysaccharide-induced acute lung injury by activating PPAR-gamma, Eur. J. Pharmacol. 747 (2015) 45-51. http://dx.doi.org/10.1016/j.ejphar.2014.09.040.

[45]

Y. Nakamura, M. Miyamoto, A. Murakami, et al., A phase Ⅱ detoxification enzyme inducer from lemongrass: identification of citral and involvement of electrophilic reaction in the enzyme induction, Biochem. Biophys. Res. Commun. 302 (2003) 593-600. https://doi.org/10.1016/s0006-291x(03)00219-5.

[46]

S. Heydorn, T. Menne, K.E. Andersen, et al., Citral a fragrance allergen and irritant, Contact Derm. 49 (1) (2003) 32-36.

[47]

X. Yang, H. Tian, C.T. Ho, et al., Inhibition of citral degradation by oil-in-water nanoemulsions combined with antioxidants, J. Agric. Food Chem. 59 (11) (2011) 6113-6119. https://doi.org/10.1021/jf2012375.

[48]

T. Ueno, H. Masuda, C.T. Ho, Formation mechanism of p-methylacetophenone from citral via a tert-alkoxy radical intermediate, J. Agric. Food Chem. 52 (18) (2004) 5677-5684. http://dx.doi.org/10.1021/jf035517j.

[49]

V.E. Peacock, D.W. Kuneman, Inhibition of the formation of α-p-dimethylstyrene and p-cymen-8-ol in a carbonated citral-containing beverage system, J. Agric. Food Chem. 33 (3) (1985) 330-335. https://doi.org/10.1021/jf00063a003.

[50]

, C.C. Powell, T. Radford, The acid catalyzed cyclization of citral, Tetrahedron 33 (17) (1977) 2187-2191. http://dx.doi.org/10.1016/0040-4020(77)80002-1.

[51]

K. Kimura, H. Nishimura, I. Iwata, et al., Identification and formation mechanism of components responsible for off-odor of deteriorated lemons (studies on the deterioration mechanism of lemon flavor. IV.), Nippon Shokuhin Kogyo Gakkaishi 31 (12) (1984) 761-764. http://doi.org/10.3136/nskkk1962.31.12_761.

[52]

R.J. Cannon, N.L. Curto, C.M. Esposito, et al., The discovery of citral-like thiophenes in fried chicken, J. Agric. Food Chem. 65 (28) (2017) 5690-5699. https://doi.org/10.1021/acs.jafc.7b01371.

[53]

P.E. Shaw, , Volatile sulfides in headspace gases of fresh and processed citrus juices, J. Agric. Food Chem. 30 (4) (1982) 685-688. http://dx.doi.org/10.1021/jf00112a015.

[54]

R.J. Cannon, A. Kazimierski, N.L. Curto, et al., Identification, synthesis, and characterization of novel sulfur-containing volatile compounds from the in-depth analysis of Lisbon lemon peels (Citrus limon L. Burm. f. cv. Lisbon), J. Agric. Food Chem. 63 (7) (2015) 1915-1931. http://dx.doi.org/10.1021/jf505177r.

[55]

R.J. Cannon, C.T. Ho, Volatile sulfur compounds in tropical fruits, J. Food Drug Anal. 26 (2018) 445-468. http://dx.doi.org/10.1016/j.jfda.2018.01.014.

[56]

P. Dugo, L. Mondello, G. Lamonica, et al., Characterization of cold-pressed Key and Persian lime oils by gas chromatography, gas chromatography/mass spectroscopy, high-performance liquid chromatography, and physicochemical indices, J. Agric. Food Chem. 45 (9) (1997) 3608-3616. http://dx.doi.org/10.1021/jf960932f.

[57]

I. Bonaccorsi, P. Dugo, L. Mondello, et al., Analytical characterization of industrial essential oils from fruits and leaves of C. aurantifolia Tan. and C. latifolia Swing, J. Essent. Oil Res. 23 (5) (2011) 68-79. http://dx.doi.org/10.1080/10412905.2011.9700486.

[58]

, T.S. Chamblee, Acid-catalyzed reactions of citrus oils and other terpene-containing flavors, Dev. Food Sci. 28 (1992) 229-285. http://dx.doi.org/10.1016/B978-0-444-88558-6.50015-5.

[59]

, T.S. Chamblee, G.A. Iacobucci, HPLC isolation of the sesquiterpene hydrocarbon germacrene B from lime peel oil and its characterization as an important flavor impact constituent, J. Agric. Food Chem. 35 (4) (1987) 514-518. http://dx.doi.org/10.1021/jf00076a019.

[60]

O. Kayser, H. Kolodziej, Antibacterial activity of simple coumarins: structural requirements for biological activity, Zeitschrift für Naturforschung C 54 (3/4) (1999) 169-174. http://dx.doi.org/10.1515/znc-1999-3-405.

[61]

A. Murakami, W. Kuki, Y. Takahashi, et al., Auraptene, a citrus coumarin, inhibits 12-O-tetradecanoylphorbol-13-acetate-induced tumor promotion in ICR mouse skin, possibly through suppression of superoxide generation in leukocytes, JPN J. Cancer Res. 88 (5) (1997) 443-452. https://doi.org/10.1111/j.1349-7006.1997.tb00402.x.

[62]

A. Dugrand, A. Olry, T. Duval, et al., Coumarin and furanocoumarin quantitation in citrus peel via ultraperformance liquid chromatography coupled with mass spectrometry (UPLC-MS), J. Agric. Food Chem. 61 (2013) 10677-10684. https://doi.org/10.1021/jf402763t.

[63]

M.M. Melough, O.K. Chun, Dietary furocoumarins and skin cancer: a review of current biological evidence, Food Chem. Toxicol. 122 (2018) 163-171. https://doi.org/10.1016/j.fct.2018.10.027.

[64]

C. Lohr, N. Raquet, D. Schrenk, Application of the concept of relative photomutagenic potencies to selected furocoumarins in V79 cells, Toxicol. In Vitro 24 (2010) 558-566. https://doi.org/10.1016/j.tiv.2009.10.017.

[65]

J.H. Ko, F. Arfuso, G. Sethi, et al., Pharmacological utilization of bergamottin, derived from grapefruits, in cancer prevention and therapy, Int. J. Mol. Sci. 19 (2018) 4048. https://doi.org/10.3390/ijms19124048.

[66]

K. He, K.R. Iyer, R.N. Hayes, et al., Inactivation of cytochrome P450 3A4 by bergamottin, a component of grapefruit juice, Chem. Res. Toxicol. 11 (1998) 252-259. https://doi.org/10.1021/tx970192k.

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Received: 11 September 2020
Revised: 08 November 2021
Accepted: 13 December 2021
Published: 28 April 2022
Issue date: July 2022

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© 2022 Beijing Academy of Food Sciences. Publishing services by Elsevier B.V. on behalf of KeAi Communications Co., Ltd.

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This work was supported by Hubei Science and Technology Plan Key Project (G2019ABA100).

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This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).

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