메뉴 건너뛰기




Volumn 62, Issue 11, 2009, Pages 621-624

6-Hydroxymethyl-1-phenazine-carboxamide and 1,6-phenazinedimethanol from a marine bacterium, Brevibacterium sp. KMD 003, associated with marine purple vase sponge

Author keywords

1,6 phenazinedimethanol; 6 Hydroxymethyl 1 phenazine carboxamide; Antibacterial activity; Brevibacterium; Phenazine; Sponge

Indexed keywords

1,6 PHENAZINEDIMETHANOL; 6 HYDROXYMETHYL 1 PHENAZINE CARBOXAMIDE; PHENAZINE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 72449163516     PISSN: 00218820     EISSN: None     Source Type: Journal    
DOI: 10.1038/ja.2009.92     Document Type: Article
Times cited : (32)

References (35)
  • 1
    • 14644436384 scopus 로고    scopus 로고
    • Diverse metabolites of coral reef organisms
    • Tanaka, J. et al. Diverse metabolites of coral reef organisms. Pure Appl. Chem. 77, 83-89 (2005).
    • (2005) Pure Appl. Chem. , vol.77 , pp. 83-89
    • Tanaka, J.1
  • 2
    • 0029881735 scopus 로고    scopus 로고
    • Three novel anti-microfouling nitroalkyl pyridine alkaloids from the okunawan marine sponge Callyspongia sp
    • Wang, G. Y. S. et al. Three novel anti-microfouling nitroalkyl pyridine alkaloids from the okunawan marine sponge Callyspongia sp. Tetrahedron Lett. 37, 1813-1816 (1996).
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1813-1816
    • Wang, G.Y.S.1
  • 3
    • 0031027786 scopus 로고    scopus 로고
    • Three novel C21 polyacetylenes from the marine sponge Callyspongia sp
    • Umeyama, A., Nagano, C. & Arihara, S. Three novel C21 polyacetylenes from the marine sponge Callyspongia sp. J. Nat. Prod. 60, 131-133 (1997).
    • (1997) J. Nat. Prod. , vol.60 , pp. 131-133
    • Umeyama, A.1    Nagano, C.2    Arihara, S.3
  • 4
    • 33750888881 scopus 로고    scopus 로고
    • Sulfated meroterpenoids from the Brazilian sponge Callyspongia sp. are inhibitors of the antileishmaniasis target adenosine phosphoribosyl transferase
    • Gray, C. A. et al. Sulfated meroterpenoids from the Brazilian sponge Callyspongia sp. are inhibitors of the antileishmaniasis target adenosine phosphoribosyl transferase. J. Org. Chem. 71, 8685-8690 (2006).
    • (2006) J. Org. Chem. , vol.71 , pp. 8685-8690
    • Gray, C.A.1
  • 5
    • 38349065387 scopus 로고    scopus 로고
    • Niphatoxin C, a cytotoxic tripyridine alkaloid from Callyspongia sp
    • (a)Buchanan, M. S. et al. Niphatoxin C, a cytotoxic tripyridine alkaloid from Callyspongia sp. J. Nat. Prod. 70, 2040-2041 (2007).
    • (2007) J. Nat. Prod. , vol.70 , pp. 2040-2041
    • Buchanan, M.S.1
  • 6
    • 0027434159 scopus 로고
    • A new EGF-active polymeric pyridinium alkaloid from the sponge Callyspongia fibrosa
    • (b) Davies-Coleman, M.T. et al. A new EGF-active polymeric pyridinium alkaloid from the sponge Callyspongia fibrosa. J.Org. Chem. 58, 5925-5930 (1993).
    • (1993) J.Org. Chem. , vol.58 , pp. 5925-5930
    • Davies-Coleman, M.T.1
  • 7
    • 0029881735 scopus 로고    scopus 로고
    • Three novel anti-microfouling nitroalkyl pyridine alkaloids from the Okinawan marine sponge Callyspongia sp
    • (c) Wang, G.-Y.-S., Kuramoto, M. & Uemura, D. Three novel anti-microfouling nitroalkyl pyridine alkaloids from the Okinawan marine sponge Callyspongia sp. Tetrahedron Lett. 37, 1813-1816 (1996).
    • (1996) Tetrahedron Lett. , vol.37 , pp. 1813-1816
    • Wang, G.-Y.-S.1    Kuramoto, M.2    Uemura, D.3
  • 8
    • 0038542246 scopus 로고    scopus 로고
    • Callyspongamide A, a new cytotoxic polyacetylenic amide from the Red Sea sponge Callyspongia fistularis
    • (a)Youssef, D. T. A. Van Soest, R. W. M. & Fusetani, N. Callyspongamide A, a new cytotoxic polyacetylenic amide from the Red Sea sponge Callyspongia fistularis. J. Nat. Prod. 66, 861-862 (2003). (Pubitemid 36782099)
    • (2003) Journal of Natural Products , vol.66 , Issue.6 , pp. 861-862
    • Youssef, D.T.A.1    Van Soest, R.W.M.2    Fusetani, N.3
  • 9
    • 0036300641 scopus 로고    scopus 로고
    • Callyspongynic acid, a polyacetylenic acid which inhibits a glucosidase, from the marine sponge Callyspongia truncate
    • (b) Nakao, Y., Uehara, T., Matunaga, S., Fusetani, N. & Van Soest, R.W.M. Callyspongynic acid, a polyacetylenic acid which inhibits a glucosidase, from the marine sponge Callyspongia truncate. J. Nat. Prod. 65, 922-924 (2002).
    • (2002) J. Nat. Prod. , vol.65 , pp. 922-924
    • Nakao, Y.1    Uehara, T.2    Matunaga, S.3    Fusetani, N.4    Van Soest, R.W.M.5
  • 10
    • 0030458385 scopus 로고    scopus 로고
    • Callyspongins A and B: Novel polyacetylene sulfates from the marine sponge Callyspongia truncata that inhibit fertilization of starfish gametes
    • (c) Uno, M., Ohta, S., Ohta, E. & Ikegami, S. Callyspongins A and B: Novel polyacetylene sulfates from the marine sponge Callyspongia truncata that inhibit fertilization of starfish gametes. J. Nat. Prod. 59, 1146-1148 (1996).
    • (1996) J. Nat. Prod. , vol.59 , pp. 1146-1148
    • Uno, M.1    Ohta, S.2    Ohta, E.3    Ikegami, S.4
  • 11
    • 0036196280 scopus 로고    scopus 로고
    • Phoriospongin A and B: Two new nematocidal depsipeptides from the Australian marine sponges Phoriospongia sp. and Callyspongia bilamellata
    • (a)Capon, R. J. et al. Phoriospongin A and B: two new nematocidal depsipeptides from the Australian marine sponges Phoriospongia sp. and Callyspongia bilamellata. J. Nat. Prod. 65, 358-363 (2002).
    • (2002) J. Nat. Prod. , vol.65 , pp. 358-363
    • Capon, R.J.1
  • 12
    • 4043119201 scopus 로고    scopus 로고
    • Callynormine A, a new marine cyclic peptide of a novel class
    • (b) Berer, N., Rudi, A., Goldberg, I., Benayahu, Y. & Kashman, Y. Callynormine A, a new marine cyclic peptide of a novel class. Org. Lett. 6, 2543-2545 (2004).
    • (2004) Org. Lett. , vol.6 , pp. 2543-2545
    • Berer, N.1    Rudi, A.2    Goldberg, I.3    Benayahu, Y.4    Kashman, Y.5
  • 13
    • 33750888881 scopus 로고    scopus 로고
    • Sulfated meroterpenoids from the Brazilian sponge Callyspongia sp. are inhibitors of the antileishmaniasis target adenosine phosphoribosyl transferase
    • Gray,C.A. et al. Sulfated meroterpenoids from the Brazilian sponge Callyspongia sp. are inhibitors of the antileishmaniasis target adenosine phosphoribosyl transferase. J. Org. Chem. 71, 8685-8690 (2006).
    • (2006) J. Org. Chem. , vol.71 , pp. 8685-8690
    • Gray, C.A.1
  • 14
    • 0030969012 scopus 로고    scopus 로고
    • Callystatin A, a potent cytotoxic polyketide from the marine sponge, Callyspongia truncate
    • Kobayashi, M., Higuchi, K., Murakami, N., Tajima, H. & Aoki, S. Callystatin A, a potent cytotoxic polyketide from the marine sponge, Callyspongia truncata. Tetrahedron Lett. 38, 2859-2862 (1997).
    • (1997) Tetrahedron Lett. , vol.38 , pp. 2859-2862
    • Kobayashi, M.1    Higuchi, K.2    Murakami, N.3    Tajima, H.4    Aoki, S.5
  • 15
    • 64249163233 scopus 로고    scopus 로고
    • Food-grade pigments from Streptomyces sp. isolated from the marine sponge Callyspongia diffusa
    • Dharmaraj, S., Ashokkumar, B. & Dhevendaran, K. Food-grade pigments from Streptomyces sp. isolated from the marine sponge Callyspongia diffusa. Food Res. Int. 42, 487-492 (2009).
    • (2009) Food Res. Int. , vol.42 , pp. 487-492
    • Dharmaraj, S.1    Ashokkumar, B.2    Dhevendaran, K.3
  • 16
    • 0035013006 scopus 로고    scopus 로고
    • New macrolides and furan carboxylic acid derivative from the spongederived fungus Cladosporium herbarum
    • Jadulco, R. et al. New macrolides and furan carboxylic acid derivative from the spongederived fungus Cladosporium herbarum. J. Nat. Prod. 64, 527-530 (2001).
    • (2001) J. Nat. Prod. , vol.64 , pp. 527-530
    • Jadulco, R.1
  • 17
    • 0030730621 scopus 로고    scopus 로고
    • Biological and mechanistic activities of phenazine antibiotics produced by culture LL-14I352
    • Singh, M. P. et al. Biological and mechanistic activities of phenazine antibiotics produced by culture LL-14I352. J. Antibiot. 50, 785-787 (1997).
    • (1997) J. Antibiot. , vol.50 , pp. 785-787
    • Singh, M.P.1
  • 18
    • 33845676610 scopus 로고    scopus 로고
    • Investigations intothe in vitro antimicrobial activity and mode of action of the phenazine antibiotic D-alanylgriseoluteic acid
    • Giddens, S. R. & Bean, D. C. Investigations intothe in vitro antimicrobial activity and mode of action of the phenazine antibiotic D-alanylgriseoluteic acid. Int. J. Antimicrob. Agents 29, 93-97 (2007).
    • (2007) Int. J. Antimicrob. Agents , vol.29 , pp. 93-97
    • Giddens, S.R.1    Bean, D.C.2
  • 19
    • 1842558791 scopus 로고    scopus 로고
    • Phenazine natural products: Biosynthesis, synthetic analogues, and biological activity
    • Laursen, J. B. & Nielsen, J. Phenazine natural products: biosynthesis, synthetic analogues, and biological activity. Chem. Rev. 104, 1663-1685 (2004).
    • (2004) Chem. Rev. , vol.104 , pp. 1663-1685
    • Laursen, J.B.1    Nielsen, J.2
  • 20
    • 1242271971 scopus 로고    scopus 로고
    • Antimalarial activity of phenazines from lapachol b-lapachone and its derivatives against Plasmodium falciparum in vitro and Plasmodium berghei in vivo
    • de Andrade-Neto, V. F. et al. Antimalarial activity of phenazines from lapachol b-lapachone and its derivatives against Plasmodium falciparum in vitro and Plasmodium berghei in vivo. Bioorg. Med. Chem. Lett. 14, 1145-1149 (2004).
    • (2004) Bioorg. Med. Chem. Lett. , vol.14 , pp. 1145-1149
    • De Andrade-Neto, V.F.1
  • 21
    • 33644907519 scopus 로고    scopus 로고
    • Rethinking 'secondary' metabolism: Physiological roles for phenazine antibiotics
    • Price-Whelan, A., Dietrich, L. E. P. & Newman, D. K. Rethinking 'secondary' metabolism: Physiological roles for phenazine antibiotics. Nat. Chem. Biol. 2, 71-78 (2006).
    • (2006) Nat. Chem. Biol. , vol.2 , pp. 71-78
    • Price-Whelan, A.1    Dietrich, L.E.P.2    Newman, D.K.3
  • 22
    • 2942527247 scopus 로고    scopus 로고
    • Identification of a novel Brevibacterium species isolated from humans and description of Brevibacterium sanguinis sp. Nov
    • Wauters, G. et al. Identification of a novel Brevibacterium species isolated from humans and description of Brevibacterium sanguinis sp. nov. J. Clin. Microbiol. 42, 2829-2832 (2004).
    • (2004) J. Clin. Microbiol. , vol.42 , pp. 2829-2832
    • Wauters, G.1
  • 23
    • 9744281858 scopus 로고    scopus 로고
    • Brevibacterium celere sp. nov., isolated from degraded thallus of a brown alga
    • Ivanova, E. P. et al. Brevibacterium celere sp. nov., isolated from degraded thallus of a brown alga. Int. J. Syst. Evol. Microbiol. 54, 2107-2111 (2004).
    • (2004) Int. J. Syst. Evol. Microbiol. , vol.54 , pp. 2107-2111
    • Ivanova, E.P.1
  • 24
    • 0343442723 scopus 로고
    • 1,6-phenazinediol-5-oxide from microorganisms
    • Gerber, N. N. & Lechevalier, M. P. 1,6-phenazinediol-5-oxide from microorganisms. Biochemistry 4, 176-180 (1965).
    • (1965) Biochemistry , vol.4 , pp. 176-180
    • Gerber, N.N.1    Lechevalier, M.P.2
  • 25
    • 51149217919 scopus 로고
    • Structure of the pigment of Chromobacterium iodinum
    • Clemo, G. R. & Daglish, A. F. Structure of the pigment of Chromobacterium iodinum.Nature 162, 776 (1948).
    • (1948) Nature , vol.162 , pp. 776
    • Clemo, G.R.1    Daglish, A.F.2
  • 26
    • 72449146163 scopus 로고
    • The constitution of the pigments of Brevibacterium crystalloiodinum, Sasaki, Yoshida et Sasaki
    • Irie, T., Kurosawa, E. & Nagaoka, J. The constitution of the pigments of Brevibacterium crystalloiodinum, Sasaki, Yoshida et Sasaki. Bull. Chem. Soc. Jpn. 33, 1057-1059 (1960).
    • (1960) Bull. Chem. Soc. Jpn. , vol.33 , pp. 1057-1059
    • Irie, T.1    Kurosawa, E.2    Nagaoka, J.3
  • 27
    • 41649111954 scopus 로고    scopus 로고
    • Redox reactions of phenazine antibiotics with ferric (Hydr)oxides and molecular oxygen
    • (a)Wang, Y. & Newman, D. K. Redox reactions of phenazine antibiotics with ferric (Hydr)oxides and molecular oxygen. Environ. Sci. Technol. 42, 2380-2386 (2008).
    • (2008) Environ. Sci. Technol. , vol.42 , pp. 2380-2386
    • Wang, Y.1    Newman, D.K.2
  • 28
    • 2342488714 scopus 로고    scopus 로고
    • Phenazines and other redoxactive antibiotics promote microbial mineral reduction
    • (b) Hernandez, M.E., Kappler, A. & Newman, D.K. Phenazines and other redoxactive antibiotics promote microbial mineral reduction. Appl. Environ. Microbiol. 70, 921-928 (2004).
    • (2004) Appl. Environ. Microbiol. , vol.70 , pp. 921-928
    • Hernandez, M.E.1    Kappler, A.2    Newman, D.K.3
  • 29
    • 0029880010 scopus 로고    scopus 로고
    • Metabolites from an Antarctic sponge-associated bacterium, Pseudomonas aeruginosa
    • Jayatilake, G. S., Thornton, M. P., Leonard, A. C., Grimwade, J. E. & Baker, B. J.Metabolites from an Antarctic sponge-associated bacterium, Pseudomonas aeruginosa.J. Nat. Prod. 59, 293-296 (2006).
    • (2006) J. Nat. Prod. , vol.59 , pp. 293-296
    • Jayatilake, G.S.1    Thornton, M.P.2    Leonard, A.C.3    Grimwade, J.E.4    Baker, B.J.5
  • 30
    • 41949095282 scopus 로고    scopus 로고
    • Altering the ratio of phenazines in Pseudomonas chlororaphis (aureofaciens) Strain 30-84: Effects on biofilm formation and pathogen inhibition
    • Maddula, V. S. R. K., Pierson, E. A. & Pierson, L. S. Altering the ratio of phenazines in Pseudomonas chlororaphis (aureofaciens) Strain 30-84: effects on biofilm formation and pathogen inhibition. J. Bacteriol. 190, 2759-2766 (2008).
    • (2008) J. Bacteriol. , vol.190 , pp. 2759-2766
    • Maddula, V.S.R.K.1    Pierson, E.A.2    Pierson, L.S.3
  • 31
    • 0022602903 scopus 로고
    • Characterization of an antibiotic produced by a strain of Pseudomonas fluorescens inhibitory to Gaeuman nomyces graminis var. tritici and Pythium spp
    • Gurusiddaiah, S., Weller, D. M., Sarkar, A. & Cook, R. J. Characterization of an antibiotic produced by a strain of Pseudomonas fluorescens inhibitory to Gaeuman nomyces graminis var. tritici and Pythium spp. Antimicrob. Agents Chemother. 29, 488-495 (1986).
    • (1986) Antimicrob. Agents Chemother. , vol.29 , pp. 488-495
    • Gurusiddaiah, S.1    Weller, D.M.2    Sarkar, A.3    Cook, R.J.4
  • 32
    • 0035685204 scopus 로고    scopus 로고
    • Functional analysis of genes for biosynthesis of pyocyanin and phenazine-1-carboxamide from Pseudomonas aeruginosa PAO1
    • Mavrodi, D. V. et al. Functional analysis of genes for biosynthesis of pyocyanin and phenazine-1-carboxamide from Pseudomonas aeruginosa PAO1. J. Bacteriol. 183, 6454-6465 (2001).
    • (2001) J. Bacteriol. , vol.183 , pp. 6454-6465
    • Mavrodi, D.V.1
  • 33
    • 24744444302 scopus 로고    scopus 로고
    • Pyocyanin and its precursor phenazine-1-carboxylic acid increase IL-8 and intercellular adhesion molecule-1 expression in human airway epithelial cells by oxidant-dependent mechanisms
    • Look, D. C. et al. Pyocyanin and its precursor phenazine-1-carboxylic acid increase IL-8 and intercellular adhesion molecule-1 expression in human airway epithelial cells by oxidant-dependent mechanisms. J. Immunol. 175, 4017-4023 (2005).
    • (2005) J. Immunol. , vol.175 , pp. 4017-4023
    • Look, D.C.1
  • 34
    • 1842362290 scopus 로고
    • Complete nucleotide sequence of a 16S ribosomal RNA gene from Escherichia coli
    • Brosius, J., Palmer, M. L., Kennedy, P. J. & Noller, H. F. Complete nucleotide sequence of a 16S ribosomal RNA gene from Escherichia coli. Proc. Natl. Acad. Sci. USA 75, 4801-4805 (1978).
    • (1978) Proc. Natl. Acad. Sci. USA , vol.75 , pp. 4801-4805
    • Brosius, J.1    Palmer, M.L.2    Kennedy, P.J.3    Noller, H.F.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.