Antimycobacterial quinoline alkaloid from the root wood of teclea amaniensis engl.

Authors

  • Paul Erasto National Institute for Medical Research, P.O. Box 9653, Dar es Salaam, Tanzania
  • Justin Omolo National Institute for Medical Research, P.O. Box 9653, Dar es Salaam, Tanzania
  • C. Hamilton School of Pharmacy, University of East Anglia, Norwich NR47TJ, United Kingdom
  • C. d. Koning Molecular Sciences Institute, School of Chemistry, University of the Witwatersrand, P.O. Wits 2050, Johannesburg, South Africa

Keywords:

Teclea amaniensis, Veprisine, Mycobacterium madagascariense, Mycobacterium indicus pranii, isoniazid, drug combination.

Abstract

The phytochemical analysis on the root wood of Teclea amaniensis afforded a quinoline alkaloid veprisine. Its chemical structure was deduced using Nuclear Magnetic Resonance (NMR) and Mass Spectrometry (MS) analyses. Veprisine was screened for antimycobacterial activity against two mycobacterial strains namely; Mycobacterium madagascariense (MM) DSM 44641 and Mycobacterium indicus pranii (MIP) DSM 45239. It exhibited moderate to higher antimycobacterial activity against test organisms with the MIC values of 657.9 µM and 2.63 x 103 µM against MM and MIP respectively. In the same assay isoniazid (INH), a first line anti-TB drug lacked efficacy, even at higher concentration. Consequently, veprisine was further screened to determine its ability to potentiate the activity of isoniazid against the two resistant mycobacteria strains. The assay was done by screening the combination of 1/2 to 1/16 MIC values of veprisine and isoniazid (adopted MIC values of INH against M. tuberculosis Mtb H37Rv strain). Veprisine potentiated the activity of INH against MM and MIP with fractional minimum inhibitory concentration (FMIC) values of 328 µM and 164 µM respectively. The FMIC values are equivalent to 1/2 and 1/16 MIC values of veprisine against MM and MIP respectively. When INH and veprisine were tested alone within this range, they lacked efficacy against the test organisms. These results show that veprisine is bioactive against Mycobacterium species and it has the ability to potentiate the activity of isoniazid against resistant strains.

References

Al-Rehaily, A.J., Ahmad, M.S., Muhammad, I., Al-thukair, A.A., Perzanowski, H.P., 2003. Furanoquinoline alkaloids from Teclea nobilis. Phytochemistry., 64, 1405–1411.

Ayafor, J.F., Sondengam, B.L., Ngadjui, B., 1980. Veprisine and N-methylpreskimmianine: Novel 2-quinolone from Veprisine louisii. Tetrahedron Letters., 21, 3293–3294.

Eloff, J.N., 1998. A sensitive and quick microplate method to determine the minimum inhibitory sensitive and concentration of plant extracts for bacteria. Planta Med., 64, 711–713.

Erasto, P., 2012. Antimycobacterial sterols from aromatic stem sap of Commiphora eminii Engl. J. Adv. Sci. Res., 3, 27–31.

Erasto, P., Mbwambo, Z.H., Nondo, R.S.O., Lall, N., Lubschagne, A., 2011. Antimycobacterial, antioxidant activity and toxicity of extracts from the roots of Rauvolfia vomitoria and R. caffra. Spatula DD., 1, 73-80.

Kadza, J., Müller, H-J., Stackebrandt, E., Daffe, M., Müller, K., Pitulle, C., 1992. Mycobacterium madagascariense sp. Nov. Int. J. Syst. Bacteriol., 42, 524–528.

Lawal, T.O., Adeninyi, B.A., Wan, B., Franzblau, S.G., Mahady, G.B., 2011. In vitro susceptibility of Mycobacterium tuberculosis to extracts of Uvaria afzelli Scott Elliot and Tetracera alnifolia Wild. Afr. J. Biomed. Res., 14, 17–21.

Magadula, J.J., Kapingu, M,C., Mbwambo, Z.H., Mulholland, D.A., 2008. Secondary metabolites from Teclea amaniensis (Rutaceae) from Tanzania. Nat. Prod. Comm., 3, 1683–1686.

Ngadjui, B.T., Ayafor, J.F., Sondengam, B.L., 1988. Further alkaloids of Araliopsis tabouensis: the structure of Aroliopsinine and the presence of dimeric 2-quinoline alkaloids. Bull. Chem. Soc. Ethiop., 2, 21–28.

Ramesh, M., Mohan, P.S., Shanmungam. P.A., 1984. Convenient Synthesis of Flindersine, Atanine and their analogues. Tetrahedron., 40, 4041–4049.

Saini, V., Raghuranshi, S., Talwar, G.P., Ahmed, N., Khurana, J.P., Hasnain, S.E., Tyagi, A.K., Tyagi, A.K., 2009. Polyphasic taxonomic analysis establishes Mycobacterium indicus pranii as a distinct species. PlosONE., 4, 1–10.

Waffo, A.F.K., Coombes, P.H., Crouch, N.R., Mulholland, D.A., El Amin, S.M.M., Smith. P.J., 2007. Acridone and furanoquinoline alkaloids from Teclea gerrardii (Rutaceae: Toddaliodeae) of Southern Africa. Phytochemistry., 68, 663–667.

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Published

2013-12-29

How to Cite

Erasto, P. ., Omolo, J. ., Hamilton, C. ., & d. Koning, C. (2013). Antimycobacterial quinoline alkaloid from the root wood of teclea amaniensis engl. Scientific Journal of Microbiology, 2(12), 214-219. Retrieved from http://sjournals.com/index.php/sjm/article/view/1379

Issue

Vol. 2 No. 12 (2013): December

Section

Original Article

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Copyright (c) 2013 Paul Erasto, Justin Omolo, C. Hamilton, C. d. Koning

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