Macrolactin N, a new peptide deformylase inhibitor produced by Bacillus subtilis

Bioorganic and Medicinal Chemistry Letters

Volumn 16, Issue 18, 2006, Pages 4889-4892

  Yoo, Jung Sung ^a   Zheng, Chang Ji ^a   Lee, Sangku ^a   Kwak, Jin Hwan ^b   Kim, Won Gon ^a  

^a Korea Research Institute of Bioscience and Biotechnology (KRIBB)   (South Korea)

^b Handong University   (South Korea)

Author keywords

Antibacterial; Macrolactin; Peptide deformylase; S. aureus

Indexed keywords

LACTONE DERIVATIVE; MACROLACTIN N; PEPTIDE DEFORMYLASE INHIBITOR; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; BACILLUS SUBTILIS; BIOSYNTHESIS; CONTROLLED STUDY; DRUG ISOLATION; DRUG MECHANISM; DRUG STRUCTURE; ESCHERICHIA COLI; IC 50; NONHUMAN; SPECTROSCOPY; STAPHYLOCOCCUS AUREUS;

AMIDOHYDROLASES; ANTI-BACTERIAL AGENTS; BACILLUS SUBTILIS; MACROLIDES; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PROTEASE INHIBITORS; STAPHYLOCOCCUS AUREUS;

BACILLUS SUBTILIS; ESCHERICHIA COLI; STAPHYLOCOCCUS AUREUS;

EID: 33746935630     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2006.06.058     Document Type: Article

References (18)

1. Bax R., Mullan N., and Verhoef J. Int. J. Antimicrob. Agents 16 (2000) 51
2. Miesel L., Greene J., and Black T.A. Nat. Rev. Genet. 4 (2003) 442
3. Yuan Z., Trias J., and White R.J. Drug Discov. Today 6 (2001) 954
4. Waller A.S., and Clements J.M. Curr. Opin. Drug Discov. Devel. 5 (2002) 785
5. Jain R., Chen D., White R.J., Patel D.V., and Yuan Z. Curr. Med. Chem. 12 (2005) 1607
6. Chen D., and Yuan Z. Expert Opin. Investig. Drugs 14 (2005) 1107
7. Hu X., Ngujen K.T., Verlinde C.L.M.J., Hol W.G.J., and Pei D. J. Med. Chem. 46 (2003) 3771
8. Howard M.H., Cenizal T., Gutteridge S., Hanna W.S., Tao Y., Totrov M., Wittenbach V.A., and Zheng Y. J. Med. Chem. 47 (2004) 6669
9. Davies S.J., Ayscough A.P., Beckett R.P., Bragg R.A., Clements J.M., Doel S., Grew C., Launchbury S.B., Perkins G.M., Pratt L.M., Smith H.K., Spavold Z.M., Thomas S.W., Todd R.S., and Whittaker M. Bioorg. Med. Chem. Lett. 13 (2003) 2709
10. Takayama W., Shirasaki Y., Sakai Y., Nakajima E., Fujita S., Sakamoto-Mizutani K., and Inoue J. Bioorg. Med. Chem. Lett. 13 (2003) 3273
11. Jain R., Sundram A., Lopez S., Neckermann G., Wu C., Hackbarth C., Chen D., Wang W., Ryder N.S., Weidmann B., Patel D., Trias J., White R., and Yuan Z. Bioorg. Med. Chem. Lett. 13 (2003) 4223
12. 4Na requires 409.23493.
13. 3) of (S)-MTPA ester: δ 5.62 (2-H), δ 6.50 (3-H), δ 7.30 (4-H), δ 5.95 (5-H), δ 2.648 (6-H), δ 4.38 (7-H), δ 5.57 (8-H), δ 6.47 (9-H), δ 5.99 (10-H), δ 5.46 (11-H), δ 2.16 and 2.05 (12-H), δ 1.70 and 1.63 (13-H), δ 2.33 (14-H), δ 2.40 (16-H), δ 2.24 (17-H), δ 5.39 (18-H, 19-H), δ 2.05 (20-H), δ 1.51 and δ 1.40 (21-H), δ 1.67 and 1.52 (22-H), δ 5.02 (23-H), δ 1.26 (24-H).
14. Ohtani I., Kusumi T., Kashman Y., and Kakisawa H. J. Am. Chem. Soc. 113 (1991) 4092
15. Gustafson K., Roman M., and Fenical W. J. Am. Chem. Soc. 111 (1989) 7519
16. Jaruchoktaweechai C., Suwanborirux K., Tanasupawatt S., Kittakoop P., and Menasveta P. J. Nat. Prod. 63 (2000) 984
17. Nagao T., Adachi K., Sakai M., Nishijima M., and Sano H. J. Antibiot. 54 (2001) 333
18. Kwak J.H., Kim H.J., Seol M.J., Suh B.S., Lee J., and Choi S. J. Pharm. Soc. Korea 47 (2003) 184