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Current Bioactive Compounds

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ISSN (Print): 1573-4072
ISSN (Online): 1875-6646

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Research Article

Bioguided Fractionation of Citrullus colocynthis Extracts and Antifungal Activity Against Fusarium oxysporum f.sp. albedinis

Author(s): Redhwane Ghazi, Noureddine Boulenouar*, Abdelkrim Cheriti, Kandappa H. Reddy and Patrick Govender

Volume 16, Issue 3, 2020

Page: [302 - 307] Pages: 6

DOI: 10.2174/1573407214666181001124737

Price: $65

Abstract

Background: In the present study, a bioguided fractionation was realized to isolate bioactive compounds on Fusarium oxysporum f.sp. albedinis (Foa) from Citrullus colocynthis L. Foa is the causal agent of “ Bayoud”, a lethal disease of date palm.

Methods: Extracts of Citrullus colocynthis fruits peels using four solvents (n-hexane, dichloromethane, ethanol, chloroform) were tested for antifungal effect on Foa with radial growth technique. The ethanolic extract was selected for fractionation to isolate bioactive compounds (Percentage of Growth Reduction “PGR”: 63.6%). The fractionation was realized using six solvents (hexane, dichloromethane, ethyl acetate, methanol, butanol, water). Through fractionation, methanolic and butanolic fractions (PGR= 57.6% and 69.7%, respectively) had been chosen for bioactive compounds isolation.

Results: Chromatographic and spectroscopic analyses had led to isolation of six compounds deduced as: (C1): 2-O-β-D-glucopyranosylcucurbitacin E; (C2): 2-(Nonan-8-one)-(1H)-4-quinolone; (C3): 2- (Nonan-8-one) 4-methoxy-quinoline, (C4): Isosaponarin; (C5): Isovitexin; (C6): Isoorientin 3’-Omethyl ether. The isolated compounds had been tested for antifungal effect. The compound (C1) represents the best effect among isolated compounds (PGR, up to 54.5%).

Conclusion: The efficiency of (C1) reflects its opportunity to be used for the development of efficient treatment against Bayoud disease.

Keywords: Bioguided fractionation, Citrullus colocynthis, 2-O-β-D-glucopyranosylcucurbitacin E, Fusarium oxysporum f.sp. albedinis, Antifungal.

Graphical Abstract

[1]
Jain, S.M. Date palm biotechnology: Current status and prospective - an overview. Emir. J. Food Agric., 2012, 24(5), 386-399.
[2]
Bouguedoura, N.; Bennaceur, M.; Babahani, S.; Benziouche, S.E. Date palm status and perspective in Algeria.Date palm genetic resources and utilization; Al-Khayri, J.; Jain, S; Johnson, D., Ed.; Springer: Dordrecht, 2015, pp. 125-168.
[http://dx.doi.org/10.1007/978-94-017-9694-1_4]
[3]
Yoshikawa, M.; Morikawa, T.; Kobayashi, H.; Nakamura, A.; Matsuhira, K.; Nakamura, S.; Matsuda, H. Bioactive saponins and glycosides. XXVII. Structures of new cucurbitane-type triterpene glycosides and antiallergic constituents from Citrullus colocynthis. Chem. Pharm. Bull. (Tokyo), 2007, 55(3), 428-434.
[http://dx.doi.org/10.1248/cpb.55.428] [PMID: 17329885]
[4]
Hussain, A.I.; Rathore, H.A.; Sattar, M.Z.A.; Chatha, S.A.S.; Sarker, S.D.; Gilani, A.H. Citrullus colocynthis (L.) Schrad (bitter apple fruit): a review of its phytochemistry, pharmacology, traditional uses and nutritional potential. J. Ethnopharmacol., 2014, 155(1), 54-66.
[http://dx.doi.org/10.1016/j.jep.2014.06.011] [PMID: 24936768]
[5]
Jeon, J.H.; Lee, H.S. Biofunctional constituent isolated from Citrullus colocynthis fruits and structure-activity relationships of its analogues show acaricidal and insecticidal efficacy. J. Agric. Food Chem., 2014, 62(34), 8663-8667.
[http://dx.doi.org/10.1021/jf502536e] [PMID: 25110971]
[6]
Rahimi, R.; Amin, G.; Ardekani, M.R. A review on Citrullus colocynthis Schrad.: from traditional Iranian medicine to modern phytotherapy. J. Altern. Complement. Med., 2012, 18(6), 551-554.
[http://dx.doi.org/10.1089/acm.2011.0297] [PMID: 22784342]
[7]
Boulenouar, N.; Marouf, A.; Cheriti, A. Effect of some poisonous plants on Fusarium oxysporum f.sp. albedinis. J. Biol. Sci., 2009, 9(6), 594-600.
[http://dx.doi.org/10.3923/jbs.2009.594.600]
[8]
Boulenouar, N.; Marouf, A.; Cheriti, A. Antifungal activity and phytochemical screening of extracts from Phoenix dactylifera L. cultivars. Nat. Prod. Res., 2011, 25(20), 1999-2002. a
[http://dx.doi.org/10.1080/14786419.2010.536765] [PMID: 21834627]
[9]
Boulenouar, N.; Marouf, A.; Cheriti, A.; Belboukhari, N. Medicinal plants extracts as source of antifungal agents against Fusarium oxysporum f.sp. albedinis. J. Agric. Sci. Technol., 2012, 14, 659-669.
[10]
Boulenouar, N.; Marouf, A.; Cheriti, A. Direct Bioautography for antifungal activity measurement “case of Bayoud disease”. PhytoChem. Biosub. J., 2014, 8(1), 33-37.
[11]
Milan-Noris, A.K.; Chavez-Santoscoy, R.A.; Olmos-Nakamura, A.; Guttierez-Uribe, J.A.; Serna-Saldivar, S.O. An extract from Prickly pear peel (Opuntia ficus-indica) affects cholesterol excretion and hepatic cholesterol levels in hamsters fed hyperlipidemic diets. Curr. Bioact. Compd., 2016, 12(1), 10-16.
[http://dx.doi.org/10.2174/1573407212666151231183553]
[12]
Foss, S.R.; Nakamura, C.V.; Ueda-Nakamura, T.; Cortez, D.A.G.; Endo, E.H.; Dias Filho, B.P. Antifungal activity of pomegranate peel extract and isolated compound punicalagin against dermatophytes. Ann. Clin. Microbiol. Antimicrob., 2014, 13, 32.
[http://dx.doi.org/10.1186/s12941-014-0032-6] [PMID: 25260038]
[13]
De Smet, P.A.G.M. Citrullus Colocynthis.Adverse Effects of Herbal Drugs; De Smet, P.A.G.M.; Keller, K.; Hänsel, R; Chandler, R.F., Ed.; Springer: Berlin, Heidelberg, 1997, Vol. 3, pp. 29-36.
[http://dx.doi.org/10.1007/978-3-642-60367-9_4]
[14]
Nucci, M.; Anaissie, E. Fusarium infections in immunocompromised patients. Clin. Microbiol. Rev., 2007, 20(4), 695-704.
[http://dx.doi.org/10.1128/CMR.00014-07] [PMID: 17934079]
[15]
Drogari-Apiranthitou, M.; Mantopoulou, F.D.; Skiada, A.; Kanioura, L.; Grammatikou, M.; Vrioni, G.; Mitroussia-Ziouva, A.; Tsakris, A.; Petrikkos, G. In vitro antifungal susceptibility of filamentous fungi causing rare infections: synergy testing of amphotericin B, posaconazole and anidulafungin in pairs. J. Antimicrob. Chemother., 2012, 67(8), 1937-1940.
[http://dx.doi.org/10.1093/jac/dks137] [PMID: 22535624]
[16]
Eidi, S.; Azadi, H.G.; Rahbar, N.; Mehmannavaz, H.R. Evaluation of antifungal activity of hydroalcoholic extracts of Citrullus colocynthis fruit. J. Herb. Med., 2015, 5, 36-40.
[http://dx.doi.org/10.1016/j.hermed.2015.01.003]
[17]
Kaushik, U.; Aeri, V.; Mir, S.R. Cucurbitacins - An insight into medicinal leads from nature. Pharmacogn. Rev., 2015, 9(17), 12-18.
[http://dx.doi.org/10.4103/0973-7847.156314] [PMID: 26009687]
[18]
Lahfa, F.B.; Azzi, R.; Mezouar, D.; Djaziri, R. Hypoglycemic effect of Citrullus colocynthis extracts. Phytother., 2017, 15(2), 50-56.
[http://dx.doi.org/10.1007/s10298-015-0997-4]
[19]
Boik, J.; Kirakosyan, A.; Kaufman, P.B.; Seymour, E.M.; Spelman, K. 2009. Interactions of bioactive plants metabolites: Synergysm, antagonism, and additivity.Recent Advances in Plant Biotechnology; Kirakosyan, A; Kaufman, P.B., Ed.; Springer: Boston, MA, 2009, pp. 213-230.
[http://dx.doi.org/10.1007/978-1-4419-0194-1_10]
[20]
Satyanarayanajois, S.D.; Hill, R.A. Medicinal chemistry for 2020. Future Med. Chem., 2011, 3(14), 1765-1786.
[http://dx.doi.org/10.4155/fmc.11.135] [PMID: 22004084]
[21]
Natiq, A.R.H.; Donald, A.W.; Nahia, J.Y. Cucurbitacin glycosides from Citrullus colocynthis. Phytochemistry, 1989, 28(4), 1268-1271.
[http://dx.doi.org/10.1016/0031-9422(89)80230-4]
[22]
Memon, U.; Brohi, A.H.; Ahmed, S.W.; Azhar, I.; Bano, H. Antibacterial screening of Citrullus colocynthis. Pak. J. Pharm. Sci., 2003, 16(1), 1-6.
[PMID: 16414561]
[23]
Delazar, A.; Gibbons, S.; Kosari, A.R.; Nazemyeh, H.; Modarresi, M.; Nahar, L.; Sarker, S.D. Flavone C-glycosides and cucurbitacin glycosides from Citrullus colocynthis. Daru, 2006, 14(3), 109-114.
[24]
Marzouk, B.; Marzouk, Z.; Décor, R.; Edziri, H.; Haloui, E.; Fenina, N.; Aouni, M. Antibacterial and anticandidal screening of Tunisian Citrullus colocynthis Schrad. from Medenine. J. Ethnopharmacol., 2009, 125(2), 344-349.
[http://dx.doi.org/10.1016/j.jep.2009.04.025] [PMID: 19397972]
[25]
Salama, H.M.H. Alkaloids and flavonoids from the air dried aerial parts of Citrullus colocynthis. J. Med. Plants Res., 2012, 6(38), 5150-5155.
[http://dx.doi.org/10.5897/JMPR12.406]
[26]
Boulenouar, N.; Marouf, A.; Cheriti, A. Phytopathologie fongique et métabolites secondaires. An. Univ. Bechar., 2011, 11, 32-39. b [In French].
[27]
Daayf, F.; El-Bellaj, M.; El-Hassni, M. J’Aiti, F.; El-Hadrami, I. Elicitation of soluble phenolics in date palm (Phoenix dactylifera) callus by Fusarium oxysporum f.sp. albedinis culture medium. Environ. Exp. Bot., 2003, 49(1), 41-47.
[http://dx.doi.org/10.1016/S0098-8472(02)00048-5]
[28]
Miro, M. Cucurbitacins and their pharmacological effects. Phytother. Res., 1995, 9, 159-168.
[http://dx.doi.org/10.1002/ptr.2650090302]
[29]
Yasuji, Y.; Kiyokazu, H.; Kazuo, I.; Yukiko, T. Carbon-13 NMR spectral assignments of cucurbitacin agly-cones. Chem. Let., 1978, 319-322.
[30]
Wu, P.L.; Lin, F.W.; Wu, T.S.; Kuoh, C.S.; Lee, K.H.; Lee, S.J. Cytotoxic and anti-HIV principles from the rhizomes of Begonia nantoensis. Chem. Pharm. Bull. (Tokyo), 2004, 52(3), 345-349.
[http://dx.doi.org/10.1248/cpb.52.345] [PMID: 14993759]
[31]
Maatooq, G.T.; El-Sharkawy, S.H.; Afifi, M.S.; Rosazza, P.N.C. -p-Hydroxybenzoylglycoflavones from Citrullus colocynthis. Phytochemistry, 1997, 44(1), 187-190.
[http://dx.doi.org/10.1016/S0031-9422(96)00465-7]
[32]
Gurudeeban, S.; Satyavani, K.; Ramanathan, K. Bitter apple (Citrullus colocynthis): An overview of chemical composition and biomedical potentials. Asian J. Plant Sci., 2010, 9(7), 394-401.
[http://dx.doi.org/10.3923/ajps.2010.394.401]
[33]
Singh, A.; Phougat, N.; Kumar, M.; Chhillar, A.K. Antifungal proteins: Potent candidate for inhibition of pathogenic fungi. Curr. Bioact. Compd., 2013, 9(2), 101-112.
[http://dx.doi.org/10.2174/22115528112019990007]

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