An iboga alkaloid chemotaxonomic marker from endemic Tabernaemontana ternifolia with antitubercular activity |
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| Authors: | Rhea C Garcellano John R Cort Syed G A Moinuddin Scott G Franzblau Rui Ma |
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| Institution: | 1. Graduate School, University of Santo Tomas, Manila, Philippines;2. Tiniguiban Heights, Palawan State University, Puerto Princesa City, Philippines;3. Earth and Biological Sciences Directorate, Pacific Northwest National Laboratory, Richland, WA, USA;4. Institute of Biological Chemistry, Washington State University, Pullman, WA, USA;5. Institute of Biological Chemistry, Washington State University, Pullman, WA, USA;6. Institute for Tuberculosis Research, College of Pharmacy, University of Illinois at Chicago, Chicago, IL, USA |
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| Abstract: | AbstractCoronaridine (1) was isolated from the CH2Cl2 root extract of Tabernaemontana ternifolia. The structure of 1 was established from 1D- and 2D-NMR and HR-ESIMS experiments, and by comparison with reported spectroscopic data. To date, this is the first report of compound 1 from T. ternifolia, introduced as new Tabernaemontana species from Philippines in 2005 on the basis of morphological characters. Coronaridine, an iboga-type indole alkaloid, has been isolated from over 50 Tabernaemontana species and can thus be inferred as a chemotaxonomic marker of the genus. T. ternifolia has a distinct arrangement of leaves not known in the genus, but is variable in other genera. Its isolation from endemic T. ternifolia establishes its position in the genus and supports the claim that coronaridine is a chemical marker of the genus Tabernaemontana. Interestingly, coronaridine exhibited relatively weak activity against Mycobacterium tuberculosis H37Rv (MIC 82.64?μg/mL) (Rifampicin MIC 0.05?μg/mL). |
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| Keywords: | Tabernaemontana ternifolia endemic Apocynaceae coronaridine syringaldehyde Mycobacterium tuberculosis |
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