Chinese Journal of Organic Chemistry >
Two New Rhabduscin Analogues from Xenorhabdus bovienii SN52
Received date: 2017-02-20
Revised date: 2017-03-08
Online published: 2017-03-14
Supported by
Project supported by the Liaoning Pandeng Scholar Program in 2012.
Two new rhabduscin analogues were isolated and purified from fermentation broth of Xenorhabdus bovienii SN52 by silica gel column chromatography, sephadex LH-20 chromatography and high performance preparative liquid chromatography. On the basis of spectroscopic methods (HR-ESIMS, 1D- and 2D-NMR) and by comparison with those reported previously, their structures were identified as 4-O-(4-acetamide-β-L-rhamnoside)-benzaldehyde (1) and 4-O-(4-acetamide-β-L- rhamnoside)-(Z)-N-styrylforma mide (2). Their inhibitory activities against phenoloxidase were also tested.
Zhang Wenbo , Shi Danshu , Zhang Chunzhen , Yu Zhiguo . Two New Rhabduscin Analogues from Xenorhabdus bovienii SN52[J]. Chinese Journal of Organic Chemistry, 2017 , 37(4) : 996 -999 . DOI: 10.6023/cjoc201702027
[1] Akhurst, R. J. Rev. Nematol. 1982, 5, 277.
[2] Boemare, N. E.; Akhurst, R. J. Gen. Microbiol. 1988, 134, 751.
[3] Forst, S.; Nealson, K. Microbiol. Rev. 1996, 60, 21.
[4] Forst, S.; Dowds, B.; Boemare, N.; Stackebrandt, E. Annu. Rev. Microbiol. 1997, 51, 47.
[5] Herbert, E. E.; Goodrich-Blair, H. Nat. Rev. Microbiol. 2007, 5, 634.
[6] Akhurst, R. J. J. Gen. Microbiol. 1982, 128, 3061.
[7] Boemare, N. E.; Boyer-Giglio, M. H.; Thaler, J. O.; Akhurst, R. J.; Brehelin, M. Environ. Microbiol. 1992, 58, 3032.
[8] Singh, S.; Orr, D.; Divinagracia, E.; McGraw, J.; Dorff, K.; Forst, S. Appl. Environ. Microbiol. 2015, 81, 754.
[9] McInerney, B. V.; Gregson, R. P.; Lacey, M. J.; Akhurst, R. J.; Lyons, G. R.; Rhodes, S. H.; Smith, D. R.; Engelhardt, L. M.; White, A. H. J. Nat. Prod. 1991, 54, 774.
[10] McInerney, B. V.; Taylor, W. C.; Lacey, M. J.; Akhurst, R. J.; Gregson, R. P. J. Nat. Prod. 1991, 54, 785.
[11] Li, J.; Chen, G.; Webster, J. M.; Czyzewska, E. J. Nat. Prod. 1995, 58, 1081.
[12] Li, J.; Chen, G.; Webster, J. M. Can. J. Microbiol. 1997, 43, 770.
[13] Brachmann, A. O.; Forst, S.; Furgani, G. M.; Fodor, A.; Bode, H. B. J. Nat. Prod. 2006, 69, 1830.
[14] Ji, D.; Yi, Y.; Kang, G. H.; Choi, Y. H.; Kim, P.; Baek, N. I.; Kim, Y. FEMS Microbiol. Lett. 2004, 239, 241.
[15] Lang, G.; Kalvelage, T.; Peters, A.; Wiese, J.; Imhoff, J. F. J. Nat. Prod. 2008, 71, 1074.
[16] Paik, S.; Park, Y. H.; Suh, S. I.; Kim, H. S.; Lee, I. S.; Park, M. K.; Lee, C. S.; Park, S. H. Bull. Korean Chem. Soc. 2001, 22, 372.
[17] Gualtieri, M.; Aumelas, A.; Thaler, J. O. J. Antibiot. 2009, 62, 295.
[18] Seo, S.; Lee, S.; Hong, Y.; Kim, Y. Appl. Environ. Microbol. 2012, 78, 3816.
[19] Li, B.; Lyle, M. P.; Chen, G.; Li, J.; Hu, K.; Tang, L.; Alaoui-Jamali, M. A.; Webster, J. Bioorg. Med. Chem. 2007, 15, 4601.
[20] Li, J.; Hu, K.; Webster, J. M. Chem. Heterocycl. Commun. 1998, 34, 1331.
[21] Crawford, J. M.; Kontnik, R.; Clardy, J. Curr. Biol. 2010, 20, 69.
[22] Crawford, J. M.; Portmann, C.; Zhang, X.; Roeffaers, M. B.; Clardy, J. Proc. Natl Acad. Sci. U. S. A. 2012, 109, 10821.
[23] Takahashi, S.; Iwai, H.; Kosaka, K.; Miyazaki, T.; Osanai, Y.; Arao, N.; Tanaka, K.; Nagai, K.; Nakagawa, A. J. Antibiot. 2007, 60, 717.
[24] Nakagawa, A. US 7115721, 2006 [Chem. Abstr. 2006, 2474467].
/
| 〈 |
|
〉 |
