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Experimental and Applied Acarology

, Volume 75, Issue 3, pp 345–354 | Cite as

Isolation and characterization of two acaricidal compounds from Calpurnia aurea subsp. aurea (Fabaceae) leaf extract

  • Olubukola T. Adenubi
  • Muna Ali Abdalla
  • Aroke S. Ahmed
  • Emmanuel M. Njoya
  • Lyndy J. McGaw
  • Jacobus N. Eloff
  • Vinny Naidoo
Article
  • 118 Downloads

Abstract

The menace caused by ticks and tick-borne diseases is a major limitation to the livestock industry in Africa. The high costs and non-availability of synthetic, chemical acaricides to resource-limited farmers, resistance of ticks to available acaricides and residue problems in meat and milk consumed by humans further complicate matters. The use of plant extracts as a possible source of new acaricides has received much interest in the last decade. In our endeavour to discover natural acaricidal compounds, tick toxicant bioassays were conducted and the chloroform fraction of Calpurnia aurea ethanol leaf extract had good acaricidal activity. Further purification of the fraction revealed two flavonoids, isolated from C. aurea for the first time. These flavonoids were characterized as apigenin-7-O-β-d-glycoside and isorhoifolin by means of NMR spectroscopic and mass spectrometry analysis. Isorhoifolin was the most potent compound (LC50 = 0.65 mg/ml), was not cytotoxic and should be further investigated for its potential as an acaricidal agent.

Keywords

Acaricidal activity Plant extracts Flavonoids Apigenin-7-O-β-d-glycoside Isorhoifolin 

Notes

Acknowledgements

Financial support from the Technology Innovation Agency in conjunction with the Council for Scientific and Industrial Research, University of Pretoria and the Schlumberger Faculty for the Future Foundation is thankfully acknowledged.

References

  1. Abd-Alla HI, Moharram FA, Gaara AH, El-Safty MM (2009) Phytoconstituents of Jatropha curcas L. leaves and their immunomodulatory activity on humoral and cell-mediated immune response in chicks. Z Naturforsch C 64(7–8):495–501.  https://doi.org/10.1515/znc-2009-7-805 CrossRefPubMedGoogle Scholar
  2. Al-Rajhy DH, Alahmed AM, Hussein HI, Kheir SM (2003) Acaricidal effects of cardiac glycosides, azadirachtin and neem oil against the camel tick, Hyalomma dromedarii (Acari: Ixodidae). Pest Manag Sci 59(11):1250–1254CrossRefPubMedGoogle Scholar
  3. Boghrati Z, Naseri M, Rezaie M, Pham N, Quinn RJ, Tayarani-Najaran Z, Iranshahi M (2016) Tyrosinase inhibitory properties of phenylpropanoid glycosides and flavonoids from Teucrium polium L. var. gnaphalodes. Iran J Basic Med Sci 19(8):804PubMedPubMedCentralGoogle Scholar
  4. Chapman Hall (2017) Dictionary of natural products on CD-ROM. Chemical DataBaseGoogle Scholar
  5. Chen Z, Ying X, Meng S, Zhu X, Jiang H, Cao Q, Li X, Meng F (2011) High-performance liquid chromatographic determination and pharmacokinetic study of apigenin-7-O-β-d-glucoside in rat plasma after intravenous administration. Arch Pharm Res 34(5):741–746CrossRefPubMedGoogle Scholar
  6. Dantas A, Machado D, Araujo A, Oliveira-Junior R, Lima-Saraiva S, Ribeiro L, Almeida J, Horta M (2015) Acaricidal activity of extracts from the leaves and aerial parts of Neoglaziovia variegata (Bromeliaceae) on the cattle tick Rhipicephalus (Boophilus) microplus. Res Vet Sci 100:165–168.  https://doi.org/10.1016/j.rvsc.2015.04.012 CrossRefPubMedGoogle Scholar
  7. Eloff J (1998) Which extractant should be used for the screening and isolation of antimicrobial components from plants? J Ethnopharm 60(1):1–8.  https://doi.org/10.1016/s0378-8741(97)00123-2 CrossRefGoogle Scholar
  8. Fouche G, Ramafuthula M, Maselela V, Mokoena M, Senabe J, Leboho T, Sakong BM, Adenubi OT, Eloff JN, Wellington KW (2016) Acaricidal activity of the organic extracts of thirteen South African plants against Rhipicephalus (Boophilus) decoloratus (Acari: Ixodidae). Vet Parasitol 224:39–43.  https://doi.org/10.1016/j.vet.par.2016.05.011 CrossRefPubMedGoogle Scholar
  9. Getiye Y, Tolessa T, Engidawork E (2016) Antihypertensive activity of 80% methanol seed extract of Calpurnia aurea (Ait.) Benth. subsp. aurea (Fabaceae) is mediated through calcium antagonism induced vasodilation. J Ethnopharm 189:99–106.  https://doi.org/10.1016/j.jep.2016.04.056 CrossRefGoogle Scholar
  10. Ghosh S, Tiwari SS, Kumar B, Srivastava S, Sharma AK, Kumar S, Bandyopadhyay A, Julliet S, Kumar R, Rawat AKS (2015) Identification of potential plant extracts for anti-tick activity against acaricide resistant cattle ticks, Rhipicephalus (Boophilus) microplus (Acari: Ixodidae). Exp Appl Acarol 66(1):159–171.  https://doi.org/10.1007/s10493-015-9890-7 CrossRefPubMedGoogle Scholar
  11. Gulluce M, Orhan F, Yanmis D, Arasoglu T, Guvenalp Z, Demirezer LO (2015) Isolation of a flavonoid, apigenin 7-O-glucoside, from Mentha longifolia (L.) Hudson subspecies longifolia and its genotoxic potency. Toxicol Ind Health 31(9):831–840.  https://doi.org/10.1177/0748233713475511 CrossRefPubMedGoogle Scholar
  12. Habeeb SM (2010) Ethno-veterinary and medical knowledge of crude plant extracts and its methods of application (traditional and modern) for tick control. World Appl Sci J 11(9):1047–1054Google Scholar
  13. Hawryl MA, Niemiec MA, Slomka K, Waksmundzka-Hajnos M, Szymczak G (2016) Two-dimensional micro-TLC phenolic fingerprints of selected Mentha sp. on cyano-bonded polar stationary phase. J Chromatogr Sci 54(1):64–69.  https://doi.org/10.1093/chromsci/bmv093 CrossRefPubMedGoogle Scholar
  14. Juliet S, Ravindran R, Ramankutty SA, Gopalan AKK, Nair SN, Kavillimakkil AK, Bandyopadhyay A, Rawat AKS, Ghosh S (2012) Jatropha curcas (Linn) leaf extract—a possible alternative for population control of Rhipicephalus (Boophilus) annulatus. Asian Pac J Trop Dis 2(3):225–229.  https://doi.org/10.1016/S2222-1808(12)60051-6 CrossRefGoogle Scholar
  15. Klyne W (1950) The configuration of the anomeric carbon atoms in some cardiac glycosides. Biochem J 47(4):xli–xliiPubMedGoogle Scholar
  16. Kokotkiewicz A, Luczkiewicz M, Sowinski P, Glod D, Gorynski K, Bucinski A (2012) Isolation and structure elucidation of phenolic compounds from Cyclopia subternata Vogel (honeybush) intact plant and in vitro cultures. Food Chem 133:1373–1382.  https://doi.org/10.1016/j.foodchem.2012.01.114 CrossRefGoogle Scholar
  17. Madzimure J, Nyahangare ET, Hamudikuwanda H, Hove T, Stevenson PC, Belmain SR, Mvumi BM (2011) Acaricidal efficacy against cattle ticks and acute oral toxicity of Lippia javanica (Burm F.) Spreng. Trop Anim Health Prod 43(2):481–489.  https://doi.org/10.1007/s11250-010-9720-1 CrossRefPubMedGoogle Scholar
  18. McGaw LJ, Eloff JN (2010) Methods for evaluating efficacy of ethnoveterinary medicinal plants. In: Ethnoveterinary botanical medicine: herbal medicines for animal health, pp 1–24Google Scholar
  19. Mondal D, Sarma K, Saravanan M (2013) Upcoming of the integrated tick control program of ruminants with special emphasis on livestock farming system in India. Ticks Tick Borne Dis 4:1–10.  https://doi.org/10.1016/j.ttbdis.2012.05.006 CrossRefPubMedGoogle Scholar
  20. Mosmann T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65(1–2):55–63.  https://doi.org/10.1016/0022-1759(83)90303-4 CrossRefPubMedGoogle Scholar
  21. Mukandiwa L, Ahmed A, Naidoo V, Eloff JN (2013) Isolation of seselin isolated from Clausena anisata (Rutaceae) leaves and its effects on the feeding and development of Lucilia cuprina larvae may explain its the use in ethnoveterinary medicine to treat myiasis. J Ethnopharm 150:886–891.  https://doi.org/10.1016/j.jep.2013.09.037 CrossRefGoogle Scholar
  22. Nana P, Maniania N, Maranga R, Kutima H, Boga H, Nchu F, Eloff J (2010) Attraction response of adult Rhipicephalus appendiculatus and Rhipicephalus pulchellus (Acari: Ixodidae) ticks to extracts from Calpurnia aurea (Fabaceae). Vet Parasitol 174(1):124–130.  https://doi.org/10.1016/j.vetpar.2010.08.016 CrossRefPubMedGoogle Scholar
  23. Nana P, Nchu F, Ekesi S, Boga HI, Kamtchouing P, Maniania NK (2015) Efficacy of spot-spray application of Metarhizium anisopliae formulated in emulsifiable extract of Calpurnia aurea in attracting and infecting adult Rhipicephalus appendiculatus ticks in semi-field experiments. J Pest Sci 88(3):613–619.  https://doi.org/10.1007/s10340-014-0637-8 CrossRefGoogle Scholar
  24. Nassar MI, Mohamed TK, Elshamy AI, El-Toumy SA, Lateef AMA, Farrag AH (2013) Chemical constituents and anti-ulcerogenic potential of the scales of Cynara scolymus (artichoke) heads. J Sci Food Agric 93(10):2494–2501.  https://doi.org/10.1002/jsfa.6065 CrossRefPubMedGoogle Scholar
  25. Nondo RSO, Moshi MJ, Erasto P, Zofou D, Njouendou AJ, Wanji S, Ngemenya MN, Kidukuli AW, Masimba PJ, Titanji VPK (2015) Evaluation of the cytotoxic activity of extracts from medicinal plants used for the treatment of malaria in Kagera and Lindi regions, Tanzania. J App Pharm Sci 5(4):7–12CrossRefGoogle Scholar
  26. Obenchain FD, Galun R (2013) Physiology of ticks: current themes in tropical science. Elsevier, Amsterdam, pp 1–501Google Scholar
  27. Peng HY, Zhang XH, Xu JZ (2016) Apigenin-7-O-β-d-glycoside isolation from the highly copper-tolerant plant Elsholtzia splendens. J Zhejiang Univ Sci B 17(6):447–454.  https://doi.org/10.1631/jzus.B1500242 CrossRefPubMedPubMedCentralGoogle Scholar
  28. Ravindran R, Juliet S, Sunil A, Kumar KA, Nair SN, Amithamol K, Shynu M, Rawat AKS, Ghosh S (2011) Eclosion blocking effect of ethanolic extract of Leucas aspera (Lamiaceae) on Rhipicephalus (Boophilus) annulatus. Vet Parasitol 179(1):287–290.  https://doi.org/10.1016/j.vetpar.2011.02.021 CrossRefPubMedGoogle Scholar
  29. Sonenshine DE, Roe RM (2013) Overview: ticks, people and animals. In: Sonenshine DE, Roe RM (eds) The biology of ticks, vol 1. Oxford University Press, New YorkGoogle Scholar
  30. Wellington KW, Leboho T, Sakong BM, Adenubi OT, Eloff JN, Fouche G (2017) Further studies on South African plants: Acaricidal activity of organic plant extracts against Rhipicephalus (Boophilus) microplus (Acari: Ixodidae). Vet Parasitol 234:10–12.  https://doi.org/10.1016/j.vetpar.2016.12.014 CrossRefPubMedGoogle Scholar
  31. Wölwer-Rieck U (2012) The leaves of Stevia rebaudiana (Bertoni), their constituents and the analyses thereof: a review. J Agric Food Chem 60(4):886–895.  https://doi.org/10.1021/jf.2044907 CrossRefPubMedGoogle Scholar
  32. Zorloni A, Penzhorn BL, Eloff JN (2010) Extracts of Calpurnia aurea leaves from southern Ethiopia attract and immobilise or kill ticks. Vet Parasitol 168:160–164.  https://doi.org/10.1016/j.vetpar.2009.10.026 CrossRefPubMedGoogle Scholar

Copyright information

© Springer International Publishing AG, part of Springer Nature 2018

Authors and Affiliations

  1. 1.Phytomedicine Programme, Department of Paraclinical Sciences, Faculty of Veterinary SciencesUniversity of PretoriaOnderstepoortSouth Africa
  2. 2.Biomedical Research Centre, Faculty of Veterinary SciencesUniversity of PretoriaOnderstepoortSouth Africa
  3. 3.Department of Veterinary Physiology and Pharmacology, College of Veterinary MedicineFederal University of AgricultureAbeokutaNigeria

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