The mode of action of nanaomycin A in gram-positive bacteria.

Marumo, Hirofuto; Kitaura, Kozo; Morimoto, Makoto; Tanaka, Haruo; Ōmura, Satoshi

doi:10.7164/antibiotics.33.885

Cited by 21 publications

(12 citation statements)

References 10 publications

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“…Many microbial quinone compounds exhibit antimicrobial activity with a specific mode of action. Nanaomycin and altersolanol, also quinone antibiotics, have been reported to inhibit various macromolecular syntheses by a secondary effect of the action on respiratory electron transport (Marumo et al 1980;Haraguchi et al 1992).…”

Section: Discussionmentioning

confidence: 99%

Respiratory stimulation and generation of superoxide radicals in Pseudomonas aeruginosa by fungal naphthoquinones

Haraguchi

Yokoyama

Oike

et al. 1997

Archives of Microbiology

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The mechanism of action of antimicrobial naphthoquinones from the fungus Fusarium was studied by using Pseudomonas aeruginosa. Bostricoidin, methyl ether fusarubin, and fusarubin stimulated the oxygen consumption of bacterial cells and induced cyanide-insensitive oxygen consumption. These activities of the tested compounds were also observed in bacterial membrane preparations in a dose-dependent manner. Naphthoquinones stimulated the generation of superoxide anion and hydrogen peroxide. The naphthoquinone effectively acted as the electron acceptors for bacterial diaphorase, which could explain the antibacterial activity of Fusarium naphthoquinones since electron acceptors lead to the stimulation of respiratory activity and the generation of oxygen radical species.

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Section: Discussionmentioning

confidence: 99%

Respiratory stimulation and generation of superoxide radicals in Pseudomonas aeruginosa by fungal naphthoquinones

Haraguchi

Yokoyama

Oike

et al. 1997

Archives of Microbiology

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“…The reduced form of nanaomycin A is quickly autooxidized by molecular oxygen producing singlet molecular oxygen (O 2 − ). The ability to produce O 2 − is related to the antimicrobial activity of nanaomycin A (29,30). The chemical structure of nanaomycin A is depicted in Fig.…”

Section: Introductionmentioning

confidence: 99%

Nanaomycin A Selectively Inhibits DNMT3B and Reactivates Silenced Tumor Suppressor Genes in Human Cancer Cells

Kuck

Caulfield

Lyko

et al. 2010

Molecular Cancer Therapeutics

156

116

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Enzymes involved in the epigenetic regulation of the genome represent promising starting points for therapeutic intervention by small molecules, and DNA methyltransferases (DNMT) are emerging targets for the development of a new class of cancer therapeutics. In this work, we present nanaomycin A, initially identified by a virtual screening for inhibitors against DNMT1, as a compound inducing antiproliferative effects in three different tumor cell lines originating from different tissues. Nanaomycin A treatment reduced the global methylation levels in all three cell lines and reactivated transcription of the RASSF1A tumor suppressor gene. In biochemical assays, nanaomycin A revealed selectivity toward DNMT3B. To the best of our knowledge, this is the first DNMT3B-selective inhibitor identified to induce genomic demethylation. Our study thus establishes the possibility of selectively inhibiting individual DNMT enzymes. Mol Cancer Ther; 9(11); 3015-23.

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“…In common quinone antibiotics, O 2 À is produced by univalent electron transfer from the reduced quinones or semiquinone radicals (15,16). Nanaomycin A is known to inhibit the biosynthesis of protein, DNA, RNA and cell-wall peptidoglycan (17).…”

Section: Resultsmentioning

confidence: 99%

New compounds, nanaomycin F and G, discovered by physicochemical screening from a culture broth of Streptomyces rosa subsp. notoensis OS-3966

Nakashima

Boonsnongcheep

Kimura

et al. 2015

Journal of Bioscience and Bioengineering

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The mode of action of nanaomycin A in gram-positive bacteria.

Cited by 21 publications

References 10 publications

Respiratory stimulation and generation of superoxide radicals in Pseudomonas aeruginosa by fungal naphthoquinones

Respiratory stimulation and generation of superoxide radicals in Pseudomonas aeruginosa by fungal naphthoquinones

Nanaomycin A Selectively Inhibits DNMT3B and Reactivates Silenced Tumor Suppressor Genes in Human Cancer Cells

New compounds, nanaomycin F and G, discovered by physicochemical screening from a culture broth of Streptomyces rosa subsp. notoensis OS-3966

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