Nanaomycins a and B*, New Antibiotics Produced by a Strain of Streptomyces

Ōmura, Satoshi; Tanaka, Haruo; Koyama, Y; Ōiwa, Ruiko; Katagiri, Michiko; Awaya, Juichi; Nagai, Toshiaki; Hata, Tōju

doi:10.7164/antibiotics.27.363

Cited by 93 publications

(29 citation statements)

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“…1), a shunt product of the actinorhodin biosynthetic pathway in the S. coelicolor A3(2) B135 (actVB) mutant (12). Streptomyces rosa produces the nanaomycins, chiral isomers of actinorhodin precursors (33). O mura et al (34) described an enzyme, nanaomycin D reductase, which converts nanaomycin D (lactone) to A (carboxylic acid).…”

Section: Discussionmentioning

confidence: 99%

Production of actinorhodin-related "blue pigments" by Streptomyces coelicolor A3(2)

et al. 1996

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The genetically well-known strain Streptomyces coelicolor A3(2) produces the pH indicator (red/blue) antibiotic actinorhodin, but not all the ''blue pigment'' produced by this strain is actinorhodin. When the organism was subjected to various nutrient limitations (ammonium, nitrate, phosphate, or trace elements), and also during growth cessation caused by a relatively low medium pH, blue pigment production was initiated but the pigment and its location varied. At pH 4.5 to 5.5, significant formation of actinorhodin occurred and was located exclusively intracellularly. At pH 6.0 to 7.5 a different blue pigment was produced intracellularly as well as extracellularly. It was purified and identified as ␥-actinorhodin (the lactone form of actinorhodin). Analysis of act mutants of S. coelicolor A3(2) confirmed that both pigments are derived from the act biosynthetic pathway. Mutants with lesions in actII-ORF2, actII-ORF3, or actVA-ORF1, previously implicated or suggested to be involved in actinorhodin export, were impaired in production of ␥-actinorhodin, suggesting that synthesis of ␥-actinorhodin from actinorhodin is coupled to its export from the cell. However, effects on the level of actinorhodin production were also found in some mutants.

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Section: Discussionmentioning

confidence: 99%

Production of actinorhodin-related "blue pigments" by Streptomyces coelicolor A3(2)

et al. 1996

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“…Asukamycin was also found to have anticoccidial activity. Furthermore, frenolicin B [40,41], and nanaomycins A and D [42,43], formerly isolated in our group from Streptomyces strains as antimycoplasmal and antibacterial compounds, respectively, were recently found to also show PFTase inhibitory activities [44] (for their structures see Fig. 7).…”

Section: Pftase Inhibitors Discovered By Our Screening Programmentioning

confidence: 99%

Search for Protein Farnesyltransferase Inhibitors of Microbial Origin: Our Strategy and Results as well as the Results Obtained by Other Groups

Iwasaki

Ōmura

2007

J Antibiot

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Mutant ras oncogenes are associated with various human tumors, being found in approximately 25% of all human cancers. Since its identification, the enzyme Ras protein farnesyltransferase (PFTase), which catalyzes the initial step of Ras-processing, has been viewed as a most promising target for cancer therapy. Consequently, a number of synthetic and natural small molecules have been searched and developed according to this concept during the 1990s. Among these, microbial metabolites have provided diverse structural classes of compounds which exhibit PFTase inhibitory activity. This article reviews our work on PFTase inhibitors originating from microbial metabolites, and the results of similar works carried out by several other research groups.

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“…Pyranonaphthoquinone antibiotics (1$3) have been shown to possess significant antimicrobial activities and potential antitumor activities [5][6][7]. We have already reported the first total syntheses of related antibiotics such as nanaomycin D (1) [8], kalafungin (2) [9,10], and BE-52534B (3) [11] (Fig.…”

Section: The Total Syntheses Of Nanaomycin D and Kalafunginmentioning

confidence: 99%

Total syntheses of bioactive natural products from carbohydrates

Tatsuta

Hosokawa

2006

Science and Technology of Advanced Materials

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Total syntheses of bioactive natural products recently accomplished in our laboratories are described. They are classified by structures of target molecules and are focused on our original approach to their own structures. The target molecules include nanaomycin, kalafungin, BE-54238B, tetracycline, rosmarinecine, thienamycin, luminacines C 1 and C 2 , tetrodecamycin, cochleamycin A, and tubelactomicin A, which have been synthesized as optically pure form from carbohydrates.

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Nanaomycins a and B*, New Antibiotics Produced by a Strain of Streptomyces

Cited by 93 publications

References 0 publications

Production of actinorhodin-related "blue pigments" by Streptomyces coelicolor A3(2)

Production of actinorhodin-related "blue pigments" by Streptomyces coelicolor A3(2)

Search for Protein Farnesyltransferase Inhibitors of Microbial Origin: Our Strategy and Results as well as the Results Obtained by Other Groups

Total syntheses of bioactive natural products from carbohydrates

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