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DOI: 10.1055/s-0029-1185687
© Georg Thieme Verlag KG Stuttgart · New York
Antimycobacterial Activity of Exocarpos latifolius is due to Exocarpic Acid
Publikationsverlauf
received Nov. 11, 2008
revised March 12, 2009
accepted March 21, 2009
Publikationsdatum:
14. Mai 2009 (online)
Abstract
Lipophilic fractions of stem extracts from Exocarpos latifolius, native to Papua New Guinea, showed significant activity against Mycobacterium tuberculosis H37Ra. Bioactivity-guided fractionation yielded exocarpic acid (E-octadeca-13-ene-9,11-diynoic-acid) as the major active component. Several new exocarpic acid analogs were also shown to be active. Exocarpic acid has previously been reported active against gram-positive, but not gram-negative bacteria. Work presented here demonstrates the selective activity of exocarpic acid against Mycobacterium tuberculosis H37Ra.
Key words
Mycobacterium tuberculosis - Exocarpos latifolius - Santalaceae - exocarpic acid - polyacetylenic fatty acids
References
-
1 International Cooperative Biodiversity Groups (ICBG). Available at http://www.fic.nih.gov/programs/research_grants/icbg/. Accessed October 15, 2008
-
2 TB Country Profile Papua New Guinea. Available at http://www.who.int/globalatlas/predefinedReports/TB/PDF_Files/png.pdf. Accessed October 15, 2008
- 3 El-Jaber N A, Estevez-Braun A G, Munoz-Munoz R O, Rodrıguez-Alfonso A, Murguia J R. Acetylenic acids from the aerial parts of Nanodea muscos. J Nat Prod. 2003; 66 722-724
- 4 Naidoo L AC, Drewes S E, Van Staden J, Hutchings A. Exocarpic acid and other compounds from tubers and inflorescences of Sarcophyte sanguinea. Phytochemistry. 1992; 31 3929-3931
- 5 Li X-C, Jacob M R, Khan S I, Ashfaq M K, Babu K S, Agarwal A K, El Sohly H N, Manly S P, Clark A M. Potent in vitro antifungal activities of naturally occurring acetylenic acids. Antimicrob Agents Chemother. 2008; 52 2442-2448
- 6 Zgoda J R, Freyer A J, Killmer L B, Porter J R. Polyacetylene carboxylic acids from Mitrephora celebica. J Nat Prod. 2001; 64 1348-1349
- 7 Kobaisy M, Abramowski Z, Lermer L, Saxena G, Hancock R EW, Towers G HN. Antimycobacterial polyynes of Devil's club (Oplopanax horridus), a North American native medicinal plant. J Nat Prod. 1997; 60 1210-1213
- 8 Naidoo L AC, Drewes S E, Drewes F E, Van Staden J, Aken M E. When is a parasite no longer a parasite? The case of Sarcophyte sanguinea and exocarpic acid. South African J Sci. 1994; 90 359-361
- 9 Franzblau S G, Witzig R S, McLaughlin J C, Torres P, Madico G, Hernandez A, Degnan M T, Cook M B, Quenzer V K, Ferguson R M, Gilman R H. Rapid, low-technology MIC determination with clinical Mycobacterium tuberculosis isolates by using the microplate alamar blue assay. J Clin Microbiol. 1998; 36 362-366
- 10 Foongladda S, Roengsanthia D, Arjrattanakool W, Chuchottaworn C, Chaiprasert A, Franzblau S G. Rapid and simple MTT method for rifampicin and isoniazid susceptibility testing of Mycobacterium tuberculosis. Int J Tuberc Lung Dis. 2002; 6 1118-1122
- 11 Ferraro M J, Craig W A, Dudley M N, Eliopoulos G M, Hecht D W, Hindler J, Reller L B, Shelodon A T, Swenson J M, Tenover F C, Testa R T, Weinstein M P, Wikler M A. Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically; approved standard, 5th edition. Wayne; NCCLS 2000
- 12 Amakura Y, Kondo K, Akiyama H, Ito H, Hatano T, Yoshida T, Tamio M. Characteristic long-chain fatty acid of Pleurocybella porrigens. J Food Hyg Soc Jap. 2006; 47 178-181
- 13 Badami R C, Gunstone F D. Vegetable oils. XIII – The component acids of isano (boleko) oil. J Sci Food Agric. 1963; 14 863-866
-
14 The Tuberculosis Antimicrobial Acquisition and Coordinating Facility. Available at http://www.taacf.org. Accessed October 15, 2008
- 15 Collins L A, Franzblau S G. Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium. Antimicrob Agents Chemother. 1997; 41 1004-1009
- 16 Cho H S, Warit S, Wan B, Hwang C H, Pauli G E, Franzblau S G. Low oxygen recovery assay (LORA) for high throughput screening of compounds against non-replicating Mycobacterium tuberculosis. Antimicrob Agents Chemother. 2007; 51 1380-1385
- 17 Morbidoni C, Vilchèze L, Kremer R, Bittman J, Sacchettini W, Jacobs J R. Dual inhibition of mycobacterial fatty acid biosynthesis and degradation by 2-alkynoic acids. Chem Biol. 2006; 13 297-307
- 18 Wu L, Liu Z, Li D. Oct-2-yn-4-enoyl-CoA as a multifunctional enzyme inhibitor in fatty acid oxidation. Org Lett. 2008; 10 2235-2238
- 19 Ondeyka J, Zink D, Young K, Painter R, Kodali S, Galgoci A, Collado J, Tormo J R, Basilio A, Vicente F, Wang J, Singh S B. Discovery of bacterial fatty acid synthase inhibitors from a Phoma species as antimicrobial agents using a new antisense-based strategy. J Nat Prod. 2006; 69 377-380
Prof. Dr. Louis R. Barrows
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