Secondary metabolites from Tetracera potatoria stem bark with anti-mycobacterial activity. (4th January 2017)

• Record Type: Journal Article
• Authors: Fomogne-Fodjo, M.C.Y.; Ndinteh, D.T.; Olivier, D.K.; Kempgens, P.; van Vuuren, S.; Krause, R.W.M.
• Is Part Of: Journal of ethnopharmacology. Volume 195(2017)
• Page Start: 238
• Page End: 245
• Publication Date: 2017-01-04
• Subjects: CFU/mL Colony Forming units/millilitre -- DMSO Dimethyl Sulfoxide -- MIC Minimum Inhibitory Concentration -- INT p-Iodonitrotetrazolium Chloride -- ATTC American Type Culture Collection -- WHO World Health Organization -- MDR-TB multi-drug resistant Tuberculosis -- XDR-TB Extensively Drug Resistant Tuberculosis -- Cam Cameroon -- NCTC National Collection of Types Cultures -- DCM Dichloromethane -- EtOAc Ethyl Acetate -- s singlet -- m multiplet -- m multiplicity -- br broad -- dd doublet of doublet -- t triplet -- δ chemical shift; Dilleniaceae -- Stem bark -- Tuberculosis -- Anti-microbial -- Compounds -- Tetraceranoate -- N-hydroxy imidate-tetracerane; Ethnopharmacology -- Periodicals; Pharmacognosy -- Periodicals; Herbs -- Periodicals; Herbs -- Periodicals; Pharmacognosy -- Periodicals; Pharmacognosie -- Périodiques; Herbes -- Périodiques; 615.1
• DOI: 10.1016/j.jep.2016.11.027
• Languages: English
• ISSNs: 0378-8741

Abstract

Abstract: Ethnopharmacological relevance: Tetracera potatoria Afzel. Exg. Don (Dilleniaceae) is a medicinal plant used traditionally in Africa for the treatment of tuberculosis related ailments and respiratory infections. The antibacterial activity of the medium polar extracts of T. potatoria leaves and stem bark was recently reported against Mycobacterium smegmatis (MIC 25 µg/mL) and M. aurum (65 µg/mL), two fast-growing Mycobacterium strains used as model micro-organisms for the more pathogenic strain Mycobacterium tuberculosis (Fomogne-Fodjo et al., 2014 ). The aim of this study was consequently to isolate the compounds possibly contributing to this activity, and which may therefore be promising precursors to be used for the development of novel anti-TB drugs. Materials and methods: T. potatoria medium polar extract [MeOH/DCM (1:1, v/v)] was fractionated sequentially with petroleum ether to which EtOAC and MeOH were gradually added to increase the polarity. The examination of T. potatoria extract and its fractions was guided by bioassays for anti-mycobacterial activity against M. smegmatis (ATCC 23246) and M. aurum (NCTC 10437) using the minimum inhibitory concentration (MIC) method. All the isolated compounds were structurally elucidated using spectroscopic techniques and evaluated for their anti-mycobacterial activity. Results: Two novel secondary metabolites (1, 2 ) named tetraceranoate and N -hydroxy imidate-tetracerane, together with five known compounds [ β -stigmasterol (3 ), stigmast-5-en-3 β -yl acetate (4 ), betulinic acid (5 ), betulin (6 ) and lupeol (7 )] were isolated and identified. Tetraceranoate exhibited the best activity against M. smegmatis with a minimum inhibitory concentration (MIC) of 7.8 µg/mL, while β -stigmasterol, betulinic acid and betulin showed appreciable anti-mycobacterial activity against both strains (MIC 15 µg/mL). Conclusion: Seven compounds were isolated from the medium polar extract [MeOH/DCM (1:1, v/v)] of T. potatoria stem bark. Only tetraceranoate one of the isolated compounds showed antibacterial activity against M. smegmatis having efficacy as high as rifampicin (one of a three drug regimen recommended in the initial phase short-course anti-tuberculosis therapy). Thus, tetraceranoate might be an interesting target for systematic testing of anti-TB treatment and management. This research supports the use of T. potatoria in African traditional medicine for the treatment of tuberculosis related symptoms. Graphical abstract: Tetracera potatoria Afzel. Exg. Don.http://www.westafricanplants.senckenberg.de . (retrieved 03/04/2013)