메뉴 건너뛰기




Volumn 148, Issue 10, 2002, Pages 3101-3109

Analogues of thiolactomycin: Potential drugs with enhanced anti-mycobacterial activity

Author keywords

Antibiotics; Mycobacteria; Mycolic acids; Tuberculosis

Indexed keywords

3 [3,7 BISMETHYL OCTA 2,6 BISENYL] 3,5 BISMETHYL THIOPHENE 2,4 DIONE; 3,3,5 TRISMETHYL THIOPHENE 2,4 DIONE; 4 HYDROXY 3,5 BISMETHYL 5 (3 METHYL BUTYL) 5H THIOPHENE 2 ONE; 4 HYDROXY 3,5 BISMETHYL 5 OCTYL 5H THIOPHENE 2 ONE; 5 [(E) 3,7 BISMETHYL OCTA 2,6 BISENYL] 4 HYDROXY 3,5 BISMETHYL 5H THIOPHENE 2 ONE; ALKYL GROUP; ANION; BASE; CELL EXTRACT; FATTY ACID SYNTHASE; HALIDE; ISOPRENOID; MYCOLIC ACID; ORGANOLITHIUM COMPOUND; TERPENOID DERIVATIVE; TETRAHYDROFURAN; THIOLACTOMYCIN; THIOLACTONE; TRIMETHYLSILYL DERIVATIVE; TUBERCULOSTATIC AGENT; UNCLASSIFIED DRUG;

EID: 0036775387     PISSN: 13500872     EISSN: None     Source Type: Journal    
DOI: 10.1099/00221287-148-10-3101     Document Type: Article
Times cited : (61)

References (24)
  • 1
    • 33748668457 scopus 로고    scopus 로고
    • Asymmetric synthesis of 5,5-disubstituted thiotetronic acids using an allyl xanthate to dithiocarbonate rearrangement: Total synthesis of (5S)-thiolactomycin with revision of the absolute configuration of the natural product
    • Chambers, M. S. & Thomas, E. J. (1997). Asymmetric synthesis of 5,5-disubstituted thiotetronic acids using an allyl xanthate to dithiocarbonate rearrangement: total synthesis of (5S)-thiolactomycin with revision of the absolute configuration of the natural product. J Chem Soc Perkin Trans I, 417-431.
    • (1997) J. Chem. Soc. Perkin Trans. I , pp. 417-431
    • Chambers, M.S.1    Thomas, E.J.2
  • 2
    • 0034623067 scopus 로고    scopus 로고
    • Identification and substrate specificity of beta-ketoacyl (acyl carrier protein) synthase III (mtFabH) from Mycobacterium tuberculosis
    • Choi, K. H., Kremer, L., Besra, G. S. & Rock, C. O. (2000). Identification and substrate specificity of beta-ketoacyl (acyl carrier protein) synthase III (mtFabH) from Mycobacterium tuberculosis. J Biol Chem 275, 28201-28207.
    • (2000) J. Biol. Chem , vol.275 , pp. 28201-28207
    • Choi, K.H.1    Kremer, L.2    Besra, G.S.3    Rock, C.O.4
  • 4
    • 0020525231 scopus 로고
    • Mechanism of action of the antibiotic thiolactomycin inhibition of fatty acid synthesis of Escherichia coli
    • Hayashi, T., Yamamoto, O., Sasaki, H., Kawaguchi, A. & Okazaki, H. (1983). Mechanism of action of the antibiotic thiolactomycin inhibition of fatty acid synthesis of Escherichia coli. Biochem Biophys Res Commun 115, 1108-1113.
    • (1983) Biochem. Biophys. Res. Commun , vol.115 , pp. 1108-1113
    • Hayashi, T.1    Yamamoto, O.2    Sasaki, H.3    Kawaguchi, A.4    Okazaki, H.5
  • 5
    • 0021744394 scopus 로고
    • Inhibition of fatty acid synthesis by the antibiotic thiolactomycin
    • Hayashi, T., Yamamoto, O., Sasaki, H., Okazaki, H. & Kawaguchi, A. (1984). Inhibition of fatty acid synthesis by the antibiotic thiolactomycin. J Antibiot 37, 1456-1461.
    • (1984) J. Antibiot , vol.37 , pp. 1456-1461
    • Hayashi, T.1    Yamamoto, O.2    Sasaki, H.3    Okazaki, H.4    Kawaguchi, A.5
  • 6
    • 0034804919 scopus 로고    scopus 로고
    • Lipid biosynthesis as a target for antibacterial agents
    • Heath, R. J., White, S. W. & Rock, C. O. (2001). Lipid biosynthesis as a target for antibacterial agents. Prog Lipid Res 40, 467-497.
    • (2001) Prog. Lipid Res , vol.40 , pp. 467-497
    • Heath, R.J.1    White, S.W.2    Rock, C.O.3
  • 7
    • 0028100594 scopus 로고
    • The effect of thiolactomycin analogues on fatty acid synthesis in peas (Pisum sativum cv. Onward)
    • Jones, A. L., Dancer, J. E. & Harwood, J. L. (1994). The effect of thiolactomycin analogues on fatty acid synthesis in peas (Pisum sativum cv. Onward). Biochem Soc Trans 22, 258S.
    • (1994) Biochem. Soc. Trans , vol.22
    • Jones, A.L.1    Dancer, J.E.2    Harwood, J.L.3
  • 8
    • 0034176221 scopus 로고    scopus 로고
    • Novel inhibitors of the condensing enzymes of the type II fatty acid synthase of pea (Pisum sativum)
    • Jones, A. L., Herbert, D., Rutter, A. J., Dancer, J. E. & Harwood, J. L. (2000). Novel inhibitors of the condensing enzymes of the type II fatty acid synthase of pea (Pisum sativum). Biochem J 347, 205-209.
    • (2000) Biochem. J , vol.347 , pp. 205-209
    • Jones, A.L.1    Herbert, D.2    Rutter, A.J.3    Dancer, J.E.4    Harwood, J.L.5
  • 9
    • 0034595879 scopus 로고    scopus 로고
    • Thiolactomycin and related analogues as novel anti-mycobacterial agents targeting KasA and KasB condensing enzymes in Mycobacterium tuberculosis
    • & 9 other authors
    • Kremer, L., Douglas, J. D., Baulard, A. R. & 9 other authors (2000). Thiolactomycin and related analogues as novel anti-mycobacterial agents targeting KasA and KasB condensing enzymes in Mycobacterium tuberculosis. J Biol Chem 275, 16857-16864.
    • (2000) J. Biol. Chem , vol.275 , pp. 16857-16864
    • Kremer, L.1    Douglas, J.D.2    Baulard, A.R.3
  • 11
    • 0020324674 scopus 로고
    • Thiolactomycin, a new antibiotic. IV. Biological properties and chemotherapeutic activity in mice
    • Miyakawa, S., Suzuki, K., Noto, T., Harada, Y. & Okazaki, H. (1982). Thiolactomycin, a new antibiotic. IV. Biological properties and chemotherapeutic activity in mice. J Antibiot 35, 411-419.
    • (1982) J. Antibiot , vol.35 , pp. 411-419
    • Miyakawa, S.1    Suzuki, K.2    Noto, T.3    Harada, Y.4    Okazaki, H.5
  • 12
    • 0034616181 scopus 로고    scopus 로고
    • Specialized fatty acid synthesis in African trypanosomes: Myristate for GPI anchors
    • Morita, Y. S., Paul, K. S. & Englund, P. T. (2000). Specialized fatty acid synthesis in African trypanosomes: myristate for GPI anchors. Science 288, 140-143.
    • (2000) Science , vol.288 , pp. 140-143
    • Morita, Y.S.1    Paul, K.S.2    Englund, P.T.3
  • 14
    • 0019977450 scopus 로고
    • Thiolactomycin, a new antibiotic. III. In vitro antibacterial activity
    • Noto, T., Miyakawa, S., Oishi, H., Endo, H. & Okazaki, H. (1982). Thiolactomycin, a new antibiotic. III. In vitro antibacterial activity. J Antibiot 35, 401-410.
    • (1982) J. Antibiot , vol.35 , pp. 401-410
    • Noto, T.1    Miyakawa, S.2    Oishi, H.3    Endo, H.4    Okazaki, H.5
  • 15
    • 0019991218 scopus 로고
    • Thiolactomycin, a new antibiotic. I. Taxonomy of the producing organism, fermentation and biological properties
    • Oishi, H., Noto, T., Sasaki, H., Suzuki, K., Hayashi, T., Okazaki, H., Ando, K. & Sawada, M. (1982). Thiolactomycin, a new antibiotic. I. Taxonomy of the producing organism, fermentation and biological properties. J Antibiot 35, 391-395.
    • (1982) J. Antibiot , vol.35 , pp. 391-395
    • Oishi, H.1    Noto, T.2    Sasaki, H.3    Suzuki, K.4    Hayashi, T.5    Okazaki, H.6    Ando, K.7    Sawada, M.8
  • 17
    • 0035794127 scopus 로고    scopus 로고
    • Inhibition of β-ketoacyl-acyl carrier protein synthases by thiolactomycin and cerulenin. Structure and mechanism
    • Price, A. C., Choi, K. H., Heath, R. J., Li, Z., White, S. W. & Rock, C. O. (2001). Inhibition of β-ketoacyl-acyl carrier protein synthases by thiolactomycin and cerulenin. Structure and mechanism. J Biol Chem 276, 6551-6559.
    • (2001) J. Biol. Chem , vol.276 , pp. 6551-6559
    • Price, A.C.1    Choi, K.H.2    Heath, R.J.3    Li, Z.4    White, S.W.5    Rock, C.O.6
  • 21
    • 0344549379 scopus 로고    scopus 로고
    • Nuclear-encoded proteins target to the plastid in Toxoplasma gondii and Plasmodium falciparum
    • & 7 other authors
    • Waller, R. F., Keeling, P. J., Donald, R. G. & 7 other authors (1998). Nuclear-encoded proteins target to the plastid in Toxoplasma gondii and Plasmodium falciparum. Proc Natl Acad Sci U S A 95, 12352-12357.
    • (1998) Proc. Natl. Acad. Sci. U S A , vol.95 , pp. 12352-12357
    • Waller, R.F.1    Keeling, P.J.2    Donald, R.G.3
  • 22
    • 0021205494 scopus 로고
    • Total synthesis of (±)-thiolactomycin
    • Wang, C.-L. J. & Salvino, J. L. (1984). Total synthesis of (±)-thiolactomycin. Tetrahedron Lett 25, 5243-5246.
    • (1984) Tetrahedron. Lett , vol.25 , pp. 5243-5246
    • Wang, C.-L.J.1    Salvino, J.L.2
  • 23
    • 0027407073 scopus 로고
    • Stimulation of mycolic acid biosynthesis by incorporation of cis-tetracos-5-enoic acid in a cell-wall preparation from Mycobacterium smegmatis
    • 1167
    • Wheeler, P. R., Besra, G. S., Minnikin, D. E. & Ratledge, C. (1993a). Stimulation of mycolic acid biosynthesis by incorporation of cis-tetracos-5-enoic acid in a cell-wall preparation from Mycobacterium smegmatis. Biochim Biophys Acta 1167, 182-188.
    • (1993) Biochim. Biophys. Acta , pp. 182-188
    • Wheeler, P.R.1    Besra, G.S.2    Minnikin, D.E.3    Ratledge, C.4
  • 24
    • 0027244066 scopus 로고
    • Inhibition of mycolic acid biosynthesis in a cell-wall preparation from Mycobacterium smegmatis by methyl 3-(2-octadecylcyclopropen-1-yl) butanoate, a structural analogue of a key precursor
    • Wheeler, P. R., Besra, G. S., Minnikin, D. E. & Ratledge, C. (1993b). Inhibition of mycolic acid biosynthesis in a cell-wall preparation from Mycobacterium smegmatis by methyl 3-(2-octadecylcyclopropen-1-yl) butanoate, a structural analogue of a key precursor. Lett Appl Microbiol 17, 33-36.
    • (1993) Lett. Appl. Microbiol , vol.17 , pp. 33-36
    • Wheeler, P.R.1    Besra, G.S.2    Minnikin, D.E.3    Ratledge, C.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.