Trichoderins, novel aminolipopeptides from a marine sponge-derived Trichoderma sp., are active against dormant mycobacteria

Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 12, 2010, Pages 3658-3663

  Pruksakorn, Patamaporn ^a   Arai, Masayoshi ^a   Kotoku, Naoyuki ^a   Vilchze, Catherine ^b   Baughn, Anthony D ^b   Moodley, Prashini ^c   Jacobs Jr , William R ^b   Kobayashi, Motomasa ^a  

^a OSAKA UNIVERSITY   (Japan)

^b ALBERT EINSTEIN COLLEGE OF MEDICINE   (United States)

^c UNIVERSITY OF KWAZULU NATAL   (South Africa)

Author keywords

Aminolipopeptide; Anti mycobacterial activity; Dormant; Trichoderin; Trichoderma sp.; Tuberculosis

Indexed keywords

ANTIMYCOBACTERIAL AGENT; BCG VACCINE; LIPOPEPTIDE; TRICHODERIN A; TRICHODERIN A1; TRICHODERIN B; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACTERIAL GROWTH; CHEMICAL STRUCTURE; HYPOXIA; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM; MYCOBACTERIUM BOVIS; MYCOBACTERIUM SMEGMATIS; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; SPECTROSCOPY; SPONGE (PORIFERA); TRICHODERMA;

ANIMALS; ANTI-BACTERIAL AGENTS; ANTITUBERCULAR AGENTS; HUMANS; LIPOPEPTIDES; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; MYCOBACTERIUM; MYCOBACTERIUM BOVIS; MYCOBACTERIUM SMEGMATIS; MYCOBACTERIUM TUBERCULOSIS; PORIFERA; TRICHODERMA;

BACILLI (CLASS); CORYNEBACTERINEAE; FUNGI; MYCOBACTERIUM BOVIS BCG; MYCOBACTERIUM SMEGMATIS; MYCOBACTERIUM TUBERCULOSIS; TRICHODERMA;

EID: 77954217557     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.04.100     Document Type: Article

References (18)

1. V. Idemyor J. Natl. Med. Assoc. 99 2007 1414
2. L.G. Wayne, and C.D. Sohaskey Annu. Rev. Microbiol. 55 2001 139
3. L.G. Wayne, and L.G. Hayes Infect. Immun. 64 1996 2062
4. A. Lim, M. Eleuterio, B. Hutter, B. Murugasu-Oei, and T. Dick J. Bacteriol. 181 1999 2252
5. T. Dick, B.H. Lee, and B. Murugasu-Oei FEMS Microbiol. Lett. 163 1998 159
6. M. Arai, M. Sobou, C. Vilchze, A. Baughn, H. Hashizume, P. Pruksakorn, S. Ishida, M. Matsumoto, W.R. Jacobs Jr., and M. Kobayashi Bioorg. Med. Chem. 16 2008 6732
7. M. Arai, S. Ishida, A. Setiawan, and M. Kobayashi Chem. Pharm. Bull. 57 2009 1136
8. C) spectra: as shown in Table 2.
9. C) spectra: as shown in Table 2.
10. C) spectra: as shown in Table 2.
11. 18 AR, (4.6 mm id × 250 mm), a 100 min linear gradient from acetonitrile/25 mM sodium acetate buffer (pH 6.5) = 15:85-70:30, 37 °C, 1 mL/min, and detection at 436 nm. Authentic dabsylated Pro, Val, Aib and Ile were eluted with retention times of 44, 46, 48 and 51 min, respectively.
12. P. Roepstorff, P. Hojrup, and J. Moller Biomed. Mass Spectrom. 12 1985 181
13. K. Fukushima, T. Arai, Y. Mori, M. Tsuboi, and M. Suzuki J. Antibiot. 36 1983 1613
14. T. Fujita, Y. Takaishi, A. Okamura, E. Fujita, K. Fuji, N. Hiratsuka, M. Komatsu, and I. Arita J. Chem. Soc., Chem. Commun. 1981 585
15. A. Iida, T. Mihara, T. Fujita, and Y. Takaishi Bioorg. Med. Chem. Lett. 9 1999 3393
16. U. Grafe, W. Ihn, M. Ritzau, W. Schade, C. Stengel, B. Schlegel, W.F. Fleck, W. Kunkel, A. Hartl, and W. Gutsche J. Antibiot. 48 1995 126
17. T. Degenkolb, S. Heinze, B. Schlegel, K. Dornberger, U. Mollmann, H.M. Dahse, and U. Grafe J. Antibiot. 53 2000 184
18. 18 AR, (4.6 mm id × 250 mm), a 60 min linear gradient from acetonitrile/50 mM triethylamine phosphate (TEAP) buffer (pH 3.0) = 1:9-1:1, 1.5 mL/min, and detection at 340 nm. Authentic derivatized l-Pro, d-Pro, l-Val, l-Ile, d-Val and d-Ile were eluted with retention times of 26, 28, 34, 40, 41 and 45 min, respectively.