Severinia buxifolia Leaves: Isolation, Characterization of Major Metabolites from the Bioactive Fractions and their Antiprotozoal Activity
Keywords:Severinia buxifolia, antimalarial, antitrypanosoma, antileishmaniasis, Chinese box-orange
In an effort to explore herbal drugs as treatment for some neglected tropical diseases (NTDs), Severinia buxifolia (Poir) Ten, was selected and investigated for its antiprotozoal activity. Based on this objective, the ethyl acetate (EA), n-hexane (HE), methylene chloride (MC), n-butanol (BU) fractions of the leaves of S. buxifolia were screened for the in vitro antiprotozoal activity against Plasmodium falciparum, Trypanosoma brucei, Trypanosoma cruzi and Leishmania infantum. Hexane and MC fractions showed good antiprozoal activity (IC50 for HE8.56, 8.64, 3.37, 10.26 µg/mL and MC 8.20, 12.7, 32.69, 2.63 µg/mL) against T. cruzi, L. infantum,T. brucei,and P. falciparum respectively. However, the EA and BU were inactive. Accordingly, two major compounds were isolated from HE identified as and friedelin (1) and β-sitosterol (2) while two coumarins were isolated from MC and identified as seselin (3) and (+)-ulopterol (4). Identification of the compounds was carried out based on mass spectrometry, proton and carbon 1D NMR, as well as 1H-13C HSQC and HMBC spectral analysis. Among isolated compounds, only seselin showed antiprotozoal activity with IC50 of 38.47 and 38.5 mg/mL against T. cruzi and P. falciparum, respectively and no cytotoxicity. Furthermore, an HPLC fingerprint for each fraction was achieved with the aim of authenticating the plant chemical profile and identified seslin and ulopterol as major constituents of the plant extract.
Vik A., Vik A., Proszenyák Á.,et al. Screening of agelasine D and analogs for inhibitory activity against pathogenic protozoa; identification of hits for visceral leishmaniasis and Chagas disease. Molecules, 2009; 14(1): 279-88.
Ezzat S.M., Salama M.M, Mahrous E.A.,et al. Antiprotozoal activity of major constituents from the bioactive fraction of Verbesina encelioides. Natural product research, 2017; 31(6): 676-80.
Babandi A., Anosike C.A., Ezeanyika L.U., et al. Molecular modeling studies of some phytoligands from Ficus sycomorus fraction as potential inhibitors of cytochrome CYP6P3 enzyme of Anopheles coluzzii. Jordan j. pharm. sci. 2022;15(2):258-75.
Bhinge S.D., Randive D.S., Bhutkar M.A., et al. Synergistic effects of neem (Azadirachta indica L.) leaves extract with conventional antibiotic against gram positive and negative microorganism. Jordan j. pharm. sci. 2022;15(2):276-88.
Wu T.S. and Chen C.M. Acricone alkaloids from the root bark of Severinia buxifolia in Hainan. Chemical and pharmaceutical bulletin, 2000; 48(1): 85-90.
Chang F.R., Li P.S., Huang Liu R. et al. Bioactive Phenolic Components from the twigs of Atalantia buxifolia. Journal of natural products, 2018; 81(7): 1534-1539.
Nour S.A., Salama M.M., Abdel Kawy M.A., Hifnawy M.S. Authentication of Severinia buxifolia (poir) ten via DNA fingerprint and botanical features. World journal of pharmacy and pharmaceutical sciences. 2017; 6(10).
Nour S.A., Abdel Kawy M.A., Salama M.M.,et al. The impact of seasonal variation on the volatile oil profile of leaves of Severinia buxifolia (Poir.) and its antimicrobial activity. Journal of Pharmacognosy and Phytotherapy, 2018; 10(3): 56-63.
Cos P., Vlietinck A.J., Berghe D.V., et al. infective potential of natural products: how to develop a stronger in vitro ‘proof-of-concept’. Journal of ethnopharmacology, 2006; 106(3): 290-302.
Hirumi H. and Hirumi K. Continuous cultivation of Trypanosoma brucei bloodstream forms in a medium containing a low concentration of serum protein without feeder cell layers. The Journal of parasitology, 1989: 985-9.
Buckner F.S., Verlinde C., La Flamme A.C. et al. Efficient technique for screening drugs for activity against Trypanosoma cruzi using parasites expressing beta-galactosidase. Antimicrobial agents and chemotherapy. 1996: 40(11): 2592-7.
Ogunnusi T., Oso B. and Dosumu O. Isolation and antibacterial activity of triterpenes from Euphorbia kamerunica Pax. International Journal of Biological and Chemical Sciences. 2010; 4(1).
Kamboj A. and Saluja A.K., Isolation of stigmasterol and β-sitosterol from petroleum ether extract of aerial parts of Ageratum conyzoides (Asteraceae). Int. J. Pharm. Pharm. Sci, 2011; 3(1): p. 94-96.
Mukandiwa L., Ahmed A., Eloff J.N.et al. Isolation of seselin from Clausena anisata (Rutaceae) leaves and its effects on the feeding and development of Lucilia cuprina larvae may explain its use in ethnoveterinary medicine. Journal of Ethnopharmacology. 2013; 150(3): 886-91
Abyshev, A., Kutnevich A., Kostyuchenko N., et al. The structure of ulopterol. Chemistry of Natural Compounds. 1970. 6(3): 301.