Abstract
Two new benzopyranones, diaportheone A (1) and B (2), were obtained via bioassay-guided isolation of the secondary metabolites from the endophytic fungus Diaporthe sp. P133 isolated from Pandanus amaryllifolius leaves. Their structures were determined from spectral analysis including mass spectrometry, 1D and 2D nuclear magnetic resonance. Both 1 and 2 inhibited the growth of the virulent strain of Mycobacterium tuberculosis H37Rv with minimum inhibitory concentrations of 100.9 and 3.5 μM, respectively.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
De La Fuente R, Sonawane ND, Arumainayagam N, Verkman AS (2006) Small molecules with antimicrobial activity against E. coli and P. aeruginosa identified by high-throughput screening. Braz J Pharmacol 149:551
Foster KR, Grundmann H (2006) The potential for tragedy in antimicrobial resistance. PLoS Med 3:29
Overbye KM, Barrett JF (2005) Antibiotics: where did we go wrong? Drug Discov Today 10:45
Puri S, Nazir A, Chawla R, Arora R, Riyaz-ul-Hazan S, Amna T, Ahmed B, Verma V, Singh S, Saga R, Sharma A, Kumar R, Sharma RK, Qazi GN (2006) The endophytic fungus Trametes hirsute as a novel alternative source of phodophyllotoxin and related aryl tetralin lignans. J Biotechnol 122:494
Strobel G (2006) Harnessing endophytes for industrial microbiology. Curr Opin Microbiol 9:240
Selosse MA, Baudoin E, Vandenkoornhuyse P (2004) Symbiotic microorganisms, a key for ecological success and protection of plants. C R Biol 327:639
Strobel G, Daisy B (2003) Bioprospecting for microbial endophytes and their natural products. Microbiol Mol Biol Rev 67:491
Richardson MS (2000) Alkaloids of endophyte-infected grasses: defense chemicals or biological anomalies? In: Bacon CW and White Jr JF (eds.) Microbial Endophytes. Marcel Dekker Inc., USA
Thines E, Anke H, Weber RWS (2004) Fungal secondary metabolites as inhibitors of infection-related morphogenesis in phytopathogenic fungi. Mycol Res 108:14
Hussain H, Krohn K, Ullah Z, Draeger S, Barbara S (2007) Bioactive chemical constituents of two endophytic fungi. Biochem Syst Ecol 35:898
Lane G, Christensen M (2000) Coevolution of fungal endophytes with grasses: the significance of secondary metabolites. In: Bacon CW and White Jr JF (eds.) Microbial Endophytes. Marcel Dekker Inc., USA
Schulz B, Boyle C, Draeger S, Rommer A, Krohn K (2002) Endophytic fungi: a source of novel biologically active secondary metabolites. Mycol Res 106:996
Strobel G, Daisy B, Castillo U, Harper J (2004) Natural products from endophytic microorganisms. J Nat Prod 67:257
Ichihara A, Murakami K, Sakamura S (1987) Synthesis of Pyrenocines A, B, and Pyrenochaetic acid A. Tetrahedron 43:5245–5250
Wang H, Gloer JB, Scott JA, Malloch D (1995) Coniochaetones A and B: new antifungal benzopyranones from the coprophilous fungus Coniochaeta saccardoi. Tetrahedron Lett 36:5847–5850
Petrini O, Sieber TN, Toti L, Viret O (1992) Ecology, metabolite production and substrate utilization in endophytic fungi. Nat Toxins 1:185–196
Collins LA, Franzblau SG (1997) Microplate Alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium. Antimicrob Agents Chemother 41:1004–1009
Acknowledgments
Financial support for one of the authors (MEB) from the Higher Education Development Program – Faculty Development Program under the Commission on Higher Education and the CHED Sandwich Program for a research visit to Chiba University, Japan, is gratefully acknowledged.
Author information
Authors and Affiliations
Corresponding authors
Rights and permissions
About this article
Cite this article
Bungihan, M.E., Tan, M.A., Kitajima, M. et al. Bioactive metabolites of Diaporthe sp. P133, an endophytic fungus isolated from Pandanus amaryllifolius . J Nat Med 65, 606–609 (2011). https://doi.org/10.1007/s11418-011-0518-x
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11418-011-0518-x