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Volumn 43, Issue 11, 2008, Pages 1244-1252

Precursor-directed biosynthesis of new dithiolopyrrolone analogs by Saccharothrix algeriensis NRRL B-24137

Author keywords

Antibiotic production; Fermentation; New dithiolopyrrolone analogs; Organic acids; Precursor directed biosynthesis; Saccharothrix algeriensis

Indexed keywords

ABSTRACTING; BIOCHEMICAL ENGINEERING; BIOCHEMISTRY; BIOSYNTHESIS; CHEMICAL SENSORS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; ORGANIC ACIDS; ORGANIC COMPOUNDS;

EID: 53249136340     PISSN: 13595113     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.procbio.2008.07.008     Document Type: Article
Times cited : (32)

References (41)
  • 1
    • 33947487366 scopus 로고
    • Synthesis of 5-substituted derivatives of 3-acetamido-1-methyl-2,4-dioxopyrrolidine
    • Tokyo
    • Mizuhara Y. Synthesis of 5-substituted derivatives of 3-acetamido-1-methyl-2,4-dioxopyrrolidine. 11th annual meeting of the chemical society of Japan. Tokyo (1962) 2085-2088
    • (1962) 11th annual meeting of the chemical society of Japan , pp. 2085-2088
    • Mizuhara, Y.1
  • 2
    • 0036889031 scopus 로고    scopus 로고
    • Mutants of Streptomyces clavuligerus with disruptions in different genes for clavulanic acid biosynthesis produce large amounts of holomycin: possible cross-regulation of two unrelated secondary metabolic pathways
    • De la Fuente A., Lorenzana L.M., Martín J.F., and Liras P. Mutants of Streptomyces clavuligerus with disruptions in different genes for clavulanic acid biosynthesis produce large amounts of holomycin: possible cross-regulation of two unrelated secondary metabolic pathways. J Bacteriol 184 (2002) 6559-6565
    • (2002) J Bacteriol , vol.184 , pp. 6559-6565
    • De la Fuente, A.1    Lorenzana, L.M.2    Martín, J.F.3    Liras, P.4
  • 3
    • 0036672236 scopus 로고    scopus 로고
    • New dithiolopyrrolone antibiotics from Saccharothrix sp. SA 233. II. Physiochemical properties and structure elucidation
    • Lamari L., Zitouni A., Dob T., Sabaou N., Lebrihi A., Germain P., et al. New dithiolopyrrolone antibiotics from Saccharothrix sp. SA 233. II. Physiochemical properties and structure elucidation. J Antibiot 55 (2002) 702-706
    • (2002) J Antibiot , vol.55 , pp. 702-706
    • Lamari, L.1    Zitouni, A.2    Dob, T.3    Sabaou, N.4    Lebrihi, A.5    Germain, P.6
  • 4
    • 0025932645 scopus 로고
    • Biologically active metabolites from Xenorhabdus spp., Part I. Dithiolopyrrolone derivatives with antibiotic activity
    • McInerney B.V., Gregson R.P., Lacey M.J., Akhurst R.J., Lyons G.R., Rhodes S.H., et al. Biologically active metabolites from Xenorhabdus spp., Part I. Dithiolopyrrolone derivatives with antibiotic activity. J Nat Prod 54 (1991) 774-784
    • (1991) J Nat Prod , vol.54 , pp. 774-784
    • McInerney, B.V.1    Gregson, R.P.2    Lacey, M.J.3    Akhurst, R.J.4    Lyons, G.R.5    Rhodes, S.H.6
  • 5
    • 0017368540 scopus 로고
    • Holomycin and n-propionyl-holothin, antibiotics produced by a cephamycin C producer
    • Okamura K., Soga K., Shimauchi Y., Ishikura T., and Lein J. Holomycin and n-propionyl-holothin, antibiotics produced by a cephamycin C producer. J Antibiot 30 (1977) 334-336
    • (1977) J Antibiot , vol.30 , pp. 334-336
    • Okamura, K.1    Soga, K.2    Shimauchi, Y.3    Ishikura, T.4    Lein, J.5
  • 6
    • 0030943101 scopus 로고    scopus 로고
    • Thiomarinols D, E, F and G, new hybrid antimicrobial antibiotics produced by a marine bacterium; isolation, structure, and antimicrobial activity
    • Shiozawa H., Shimada A., and Takahashi S. Thiomarinols D, E, F and G, new hybrid antimicrobial antibiotics produced by a marine bacterium; isolation, structure, and antimicrobial activity. J Antibiot 50 (1997) 449-452
    • (1997) J Antibiot , vol.50 , pp. 449-452
    • Shiozawa, H.1    Shimada, A.2    Takahashi, S.3
  • 7
    • 0012501512 scopus 로고    scopus 로고
    • Bacterial metabolites
    • Gaugler R. (Ed), CAB International, New Jersey
    • Webster J.M., Chen G., Hu K., and Li J. Bacterial metabolites. In: Gaugler R. (Ed). Entomopathogenic nematology (2002), CAB International, New Jersey 99-114
    • (2002) Entomopathogenic nematology , pp. 99-114
    • Webster, J.M.1    Chen, G.2    Hu, K.3    Li, J.4
  • 8
    • 33645131904 scopus 로고    scopus 로고
    • Effect of amino acids containing sulfur on dithiolopyrrolone antibiotic productions by Saccharothrix algeriensis NRRL B-24137
    • Bouras N., Mathieu F., Sabaou N., and Lebrihi A. Effect of amino acids containing sulfur on dithiolopyrrolone antibiotic productions by Saccharothrix algeriensis NRRL B-24137. J Appl Microbiol 100 (2006) 390-397
    • (2006) J Appl Microbiol , vol.100 , pp. 390-397
    • Bouras, N.1    Mathieu, F.2    Sabaou, N.3    Lebrihi, A.4
  • 9
    • 33748918148 scopus 로고    scopus 로고
    • Nutritional requirements for the production of dithiolopyrrolone antibiotics by Saccharothrix algeriensis NRRL B-24137
    • Bouras N., Mathieu F., Sabaou N., and Lebrihi A. Nutritional requirements for the production of dithiolopyrrolone antibiotics by Saccharothrix algeriensis NRRL B-24137. Enzyme Microbiol Technol 39 (2006) 1423-1429
    • (2006) Enzyme Microbiol Technol , vol.39 , pp. 1423-1429
    • Bouras, N.1    Mathieu, F.2    Sabaou, N.3    Lebrihi, A.4
  • 10
    • 0000015133 scopus 로고
    • The structures of thiolutin and aureothricin, antibiotics containing a unique pyrrolinonodithiole nucleus
    • Celmer W.D., and Solomons I.A. The structures of thiolutin and aureothricin, antibiotics containing a unique pyrrolinonodithiole nucleus. J Am Chem Soc 77 (1955) 2861-2865
    • (1955) J Am Chem Soc , vol.77 , pp. 2861-2865
    • Celmer, W.D.1    Solomons, I.A.2
  • 11
    • 0036671911 scopus 로고    scopus 로고
    • New dithiolopyrrolone antibiotics from Saccharothrix sp. SA 233. I. Taxonomy, fermentation, isolation and biological activities
    • Lamari L., Zitouni A., Boudjella H., Badji B., Sabaou N., Lebrihi A., et al. New dithiolopyrrolone antibiotics from Saccharothrix sp. SA 233. I. Taxonomy, fermentation, isolation and biological activities. J Antibiot 55 (2002) 696-701
    • (2002) J Antibiot , vol.55 , pp. 696-701
    • Lamari, L.1    Zitouni, A.2    Boudjella, H.3    Badji, B.4    Sabaou, N.5    Lebrihi, A.6
  • 13
    • 0025110475 scopus 로고
    • Regulation of biosynthesis of thiolutin and aureothricin in Streptomyces kasugaensis
    • Šturdíková M., Proska B., Uhrín D., and Fuska J. Regulation of biosynthesis of thiolutin and aureothricin in Streptomyces kasugaensis. Folia Microbiol 35 (1990) 278-283
    • (1990) Folia Microbiol , vol.35 , pp. 278-283
    • Šturdíková, M.1    Proska, B.2    Uhrín, D.3    Fuska, J.4
  • 14
    • 0001453010 scopus 로고
    • Bactericidal, protozoicidal and fungicidal properties of thiolutin
    • Seneca H., Kane J.H., and Rockenbach J. Bactericidal, protozoicidal and fungicidal properties of thiolutin. Antibiot Chemother 2 (1952) 357-360
    • (1952) Antibiot Chemother , vol.2 , pp. 357-360
    • Seneca, H.1    Kane, J.H.2    Rockenbach, J.3
  • 15
    • 17244367177 scopus 로고
    • Activity of thiolutin against certain soil-borne plant pathogen
    • Deb P.R., and Dutta B.K. Activity of thiolutin against certain soil-borne plant pathogen. Curr Sci 53 (1984) 659-660
    • (1984) Curr Sci , vol.53 , pp. 659-660
    • Deb, P.R.1    Dutta, B.K.2
  • 16
    • 0028909094 scopus 로고
    • Evaluation of chemopreventive agents in different mechanistic classes using a rat tracheal epithelial cell culture transformation assay
    • Arnold J.T., Wikinson B.P., Sharma S., and Steele V.E. Evaluation of chemopreventive agents in different mechanistic classes using a rat tracheal epithelial cell culture transformation assay. Cancer Res 55 (1995) 537-543
    • (1995) Cancer Res , vol.55 , pp. 537-543
    • Arnold, J.T.1    Wikinson, B.P.2    Sharma, S.3    Steele, V.E.4
  • 17
    • 0035427064 scopus 로고    scopus 로고
    • Thiolutin, an inhibitor of huvec adhesion to vitronectin, reduces paxillin in huvecs and suppresses tumor cell-induced angiogensis
    • Minamiguchi K., Kumagai H., Masuda T., Kawada M., Ishizuka M., and Takeuchi T. Thiolutin, an inhibitor of huvec adhesion to vitronectin, reduces paxillin in huvecs and suppresses tumor cell-induced angiogensis. Int J Cancer 93 (2001) 307-316
    • (2001) Int J Cancer , vol.93 , pp. 307-316
    • Minamiguchi, K.1    Kumagai, H.2    Masuda, T.3    Kawada, M.4    Ishizuka, M.5    Takeuchi, T.6
  • 18
    • 53249085196 scopus 로고    scopus 로고
    • Webster JM, Li J, Chen G. Anticancer property of dithiolopyrrolones. U.S. Patent 6,020,360 (2000).
    • Webster JM, Li J, Chen G. Anticancer property of dithiolopyrrolones. U.S. Patent 6,020,360 (2000).
  • 19
    • 0031670538 scopus 로고    scopus 로고
    • Preferential production of rapamycin versus prolylrapamycin by Streptomyces hygroscopicus
    • Kojima I., and Demain A.L. Preferential production of rapamycin versus prolylrapamycin by Streptomyces hygroscopicus. J Ind Microbiol Biotechnol 20 (1998) 309-316
    • (1998) J Ind Microbiol Biotechnol , vol.20 , pp. 309-316
    • Kojima, I.1    Demain, A.L.2
  • 21
    • 0343940481 scopus 로고    scopus 로고
    • Grabley S., and Thiericke R. (Eds), Springer, Berlin Heidelberg, New York
    • Sattler I., Grabley S., and Thiericke R. In: Grabley S., and Thiericke R. (Eds). Drug discovery from nature (1999), Springer, Berlin Heidelberg, New York 191-214
    • (1999) Drug discovery from nature , pp. 191-214
    • Sattler, I.1    Grabley, S.2    Thiericke, R.3
  • 22
    • 53249110634 scopus 로고    scopus 로고
    • Gregory MA, Gaisser S, Petkovic H, Moss S. Genetic engineering of Streptomyces hygroscopicus and other microbes for production of polyketides and other natural products. World patent 2,004,007,709 (2004).
    • Gregory MA, Gaisser S, Petkovic H, Moss S. Genetic engineering of Streptomyces hygroscopicus and other microbes for production of polyketides and other natural products. World patent 2,004,007,709 (2004).
  • 24
    • 0036008126 scopus 로고    scopus 로고
    • Precursor-directed biosynthesis: biochemical basis of the remarkable selectivity of the erythromycin polyketide synthase towards unsaturated triketides
    • Cane D.E., Kudo F., Kinoshita K., and Khosla C. Precursor-directed biosynthesis: biochemical basis of the remarkable selectivity of the erythromycin polyketide synthase towards unsaturated triketides. Chem Biol 9 (2002) 131-142
    • (2002) Chem Biol , vol.9 , pp. 131-142
    • Cane, D.E.1    Kudo, F.2    Kinoshita, K.3    Khosla, C.4
  • 25
    • 0034233473 scopus 로고    scopus 로고
    • Precursor-directed biosynthesis of 6-deoxyerythronolide B analogs in Streptomyces coelicolor: understanding precursor effects
    • Leaf T., Cadapan L., Carreras C., Regentin R., Ou S., Woo E., et al. Precursor-directed biosynthesis of 6-deoxyerythronolide B analogs in Streptomyces coelicolor: understanding precursor effects. Biotechnol Prog 16 (2000) 553-556
    • (2000) Biotechnol Prog , vol.16 , pp. 553-556
    • Leaf, T.1    Cadapan, L.2    Carreras, C.3    Regentin, R.4    Ou, S.5    Woo, E.6
  • 27
    • 0041829503 scopus 로고    scopus 로고
    • The chemistry of isothiazoles
    • Elgazwy A.S.S.H. The chemistry of isothiazoles. Tetrahedron 59 (2003) 7445-7463
    • (2003) Tetrahedron , vol.59 , pp. 7445-7463
    • Elgazwy, A.S.S.H.1
  • 28
    • 0033538591 scopus 로고    scopus 로고
    • Oxocarbenium ion cyclisations under non-acidic conditions: synthesis of tetrahydropyran analogues of the pseudomonic acids
    • Khan N., Xiao H., Zhang B., Cheng X., and Mootoo D.R. Oxocarbenium ion cyclisations under non-acidic conditions: synthesis of tetrahydropyran analogues of the pseudomonic acids. Tetrahedron 55 (1999) 8303-8312
    • (1999) Tetrahedron , vol.55 , pp. 8303-8312
    • Khan, N.1    Xiao, H.2    Zhang, B.3    Cheng, X.4    Mootoo, D.R.5
  • 29
    • 0034517964 scopus 로고    scopus 로고
    • 3H-[1,2]dithiolo[3,4-b]pyridine-3-thione and its derivatives synthesis and antimicrobial activity
    • Pregnolato M., Terreni M., Ubiali D., Pagani G., Borgna P., Pastoni F., et al. 3H-[1,2]dithiolo[3,4-b]pyridine-3-thione and its derivatives synthesis and antimicrobial activity. Farmaco 55 (2000) 669-679
    • (2000) Farmaco , vol.55 , pp. 669-679
    • Pregnolato, M.1    Terreni, M.2    Ubiali, D.3    Pagani, G.4    Borgna, P.5    Pastoni, F.6
  • 30
    • 0032915572 scopus 로고    scopus 로고
    • Fused 1,2-dithioles, V: carbenoid anions as intermediates in reactions of pyrrothines and their heteroanalogues
    • Schachtner J.E., Nienaber J., Stachel H.D., and Waisser K. Fused 1,2-dithioles, V: carbenoid anions as intermediates in reactions of pyrrothines and their heteroanalogues. Pharmazie 54 (1999) 335-340
    • (1999) Pharmazie , vol.54 , pp. 335-340
    • Schachtner, J.E.1    Nienaber, J.2    Stachel, H.D.3    Waisser, K.4
  • 33
    • 0043016207 scopus 로고    scopus 로고
    • Metal complexes of functionalized sulfur-containing ligands, Part XIX, synthesis and reactions of new pyrroloisothiazoles
    • Stachel H.D., Immerz-Winkler E., Poschenrieder H., Windt A., Weigand W., Drescher N., et al. Metal complexes of functionalized sulfur-containing ligands, Part XIX, synthesis and reactions of new pyrroloisothiazoles. Helv Chim Acta 86 (2003) 2471-2480
    • (2003) Helv Chim Acta , vol.86 , pp. 2471-2480
    • Stachel, H.D.1    Immerz-Winkler, E.2    Poschenrieder, H.3    Windt, A.4    Weigand, W.5    Drescher, N.6
  • 34
    • 53249153652 scopus 로고    scopus 로고
    • Webster JM, Li J, Chen G. Antineoplastic agents, U.S. Patent 6,583,171 (June 2003).
    • Webster JM, Li J, Chen G. Antineoplastic agents, U.S. Patent 6,583,171 (June 2003).
  • 35
    • 53249148481 scopus 로고    scopus 로고
    • Bouras N. Ph.D. thesis. Institut National Polytechnique, ENSAT-INP, Toulouse. Régulation de la production d'antibiotiques dithiolopyrrolones chez Saccharothrix algeriensis NRRL B-24137; 2005.
    • Bouras N. Ph.D. thesis. Institut National Polytechnique, ENSAT-INP, Toulouse. Régulation de la production d'antibiotiques dithiolopyrrolones chez Saccharothrix algeriensis NRRL B-24137; 2005.
  • 36
    • 0034705555 scopus 로고    scopus 로고
    • Improved secondary metabolite production in the genus Streptosporangium by optimization of the fermentation conditions
    • Pfefferle C., Theobald U., Gürtler H., and Fiedler H.P. Improved secondary metabolite production in the genus Streptosporangium by optimization of the fermentation conditions. J Biotechnol 80 (2000) 135-142
    • (2000) J Biotechnol , vol.80 , pp. 135-142
    • Pfefferle, C.1    Theobald, U.2    Gürtler, H.3    Fiedler, H.P.4
  • 37
    • 34248184648 scopus 로고    scopus 로고
    • Influence on dithiolopyrrolone antibiotic production by organic acids in Saccharothrix algeriensis NRRL B-24137
    • Bouras N., Mathieu F., Sabaou N., and Lebrihi A. Influence on dithiolopyrrolone antibiotic production by organic acids in Saccharothrix algeriensis NRRL B-24137. Proc Biochem 42 (2007) 925-933
    • (2007) Proc Biochem , vol.42 , pp. 925-933
    • Bouras, N.1    Mathieu, F.2    Sabaou, N.3    Lebrihi, A.4
  • 39
    • 0035130401 scopus 로고    scopus 로고
    • Production, isolation and structure determination of novel fluoroindolocarbazoles from Saccharothrix aerocolonigenes ATCC 39243
    • Lam K.S., Schroeder D.R., Veitch J.M., Colson K.L., Matson J.A., Rose W.C., et al. Production, isolation and structure determination of novel fluoroindolocarbazoles from Saccharothrix aerocolonigenes ATCC 39243. J Antibiot 54 (2001) 1-9
    • (2001) J Antibiot , vol.54 , pp. 1-9
    • Lam, K.S.1    Schroeder, D.R.2    Veitch, J.M.3    Colson, K.L.4    Matson, J.A.5    Rose, W.C.6
  • 41
    • 0027618546 scopus 로고
    • Biological variation of microbial metabolites by precursor-directed biosynthesis
    • Thiericke R., and Rohr J. Biological variation of microbial metabolites by precursor-directed biosynthesis. Nat Prod Rep 10 (1993) 265-289
    • (1993) Nat Prod Rep , vol.10 , pp. 265-289
    • Thiericke, R.1    Rohr, J.2


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