Setamycin, a new antibiotic.

Ōmura, Satoshi; Otoguro, Kazuhiko; Nishikiori, Takaaki; Ōiwa, Ruiko; Iwai, Yuzuru

doi:10.7164/antibiotics.34.1253

Cited by 46 publications

(26 citation statements)

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“…The producing strain, compound name, activities of the compounds, reported by year, are shown in Table 3. 1,10,[26][27][28][29][30][31][32][33][34][35][36][37][38][39][40][41][42] Setamycin possesses antitrichomonal and antifungal activities. Phosalacine possesses herbicidal activity.…”

Section: Diversity Of Biological Active Compounds Produced By Kitasatmentioning

confidence: 99%

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Genus Kitasatospora, taxonomic features and diversity of secondary metabolites

Takahashi

2017

J Antibiot

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The genus Kitasatospora was proposed in 1982. Although Kitasatospora strains resemble Streptomyces strains in morphology, they are clearly different in cell-wall composition, as they contain both LL-and meso-diaminopimelic acid. Aerial and submerged spores contain LL − , while vegetative and submerged mycelia contain mainly meso-in their cell walls. Currently, 23 species have been validly proposed. Members of the genus Kitasatospora form a tight cluster and represent a legitimate genus distinct from Streptomyces on the basis of phylogenetic analysis of 16S rRNA gene sequences. A variety of biologically active compounds have been found from Kitasatospora strains and structures of these compounds are extremely diverse. Genome sequences of 15 strains published so far are about 7-9 Mb in size and contain many genes governing secondary metabolites.

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Section: Diversity Of Biological Active Compounds Produced By Kitasatmentioning

confidence: 99%

“…1 Unlike most actinomycetes, KM-6054 produced submerged spores with mycelia in liquid culture. At first, the two kinds of cells were wondered whether contamination or not.…”

Section: Introductionmentioning

confidence: 99%

Genus Kitasatospora, taxonomic features and diversity of secondary metabolites

Takahashi

2017

J Antibiot

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“…3 They exhibit various biological activities, including antitumor, antifungal, antiparasitic and immunosuppressant activities. Among the macrolides, bafilomycins 4,5 and setamycin 6,7 are 16-membered macrolides that are reported to exhibit specific membrane ATPase inhibitory activity. 8 In the course of screening for anti-yeast compounds, we isolated a new bafilomycin analog named makinolide (1 in Figure 1a), along with the known macrolide JBIR À100 (2 in Figure 1a) 9,10 from newly isolated strain, Streptomyces sp.…”

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Isolation and structural determination of a new macrolide, makinolide, from the newly isolated Streptomyces sp. MK-30

et al. 2012

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Macrolides are a group of organic compounds that possess a macrolide ring (usually 14-, 15-or 16-membered) as the carbon skeleton. Most of the isolated macrolides are structurally diverse antibiotics such as erythromycin 1,2 and are produced by microorganisms such as the soil-dwelling bacterium Streptomyces via polyketide biosynthesis. 3 They exhibit various biological activities, including antitumor, antifungal, antiparasitic and immunosuppressant activities. Among the macrolides, bafilomycins 4,5 and setamycin 6,7 are 16-membered macrolides that are reported to exhibit specific membrane ATPase inhibitory activity. 8 In the course of screening for anti-yeast compounds, we isolated a new bafilomycin analog named makinolide (1 in Figure 1a), along with the known macrolide JBIR À100 (2 in Figure 1a) 9,10 from newly isolated strain, Streptomyces sp. MK-30. Herein, we describe the isolation and structural determination of makinolide (1).The new bacterial strain MK-30 was isolated from the soil of a tea field (Makinohara, Shizuoka, Japan) along with 32 other bacterial strains using ISP2 agar medium. With the aim of screening for antiyeast compounds, these strains were cultured with ISP2 agar media for 7 days. The spent culture media were extracted with acetone. Then, each acetone extract was subjected to anti-yeast activity screening against Saccharomyces cerevisiae (NBRC2376), and the strain MK-30 was found to produce a significant amount of anti-yeast substances.To identify the genetic position of the MK-30 strain, sequencing analysis was performed on the 16S ribosomal RNA (rRNA) coding gene. Using a typical polymerase chain reaction (PCR) method with universal primers for the bacterial 16S rRNA gene, the nearly complete length of the 16S rRNA gene was amplified. The sequence analysis was accomplished using an automated DNA sequencer with eight universal primers. From the obtained sequence, a phylogenetic tree was constructed using the multiple-alignment program ClustalX. It was determined that the genetic position of MK-30 is located in the genus Streptomyces (Supplementary Figure S1). The strain MK-30 is closely related to Streptomyces sahachiroi, with a high similarity of 99%. The 16S rDNA sequence of Streptomyces sp. MK-30 was deposited in the DDBJ database under the accession number AB691771.To isolate the anti-yeast compounds, the cultivation of the strain MK-30 was performed with 1 l of ISP2 agar media. After 7 days of cultivation, the spent agar culture media were extracted with an equal volume of acetone. After concentration, the acetone extract was subjected to open column chromatography using the synthetic hydrophobic resin CHP À20P and eluted with 20% MeOH, 60% MeOH and then MeOH. As the MeOH fraction showed potent activity, the MeOH fraction was repeatedly subjected to preparatory HPLC to yield the new macrolide makinolide (1, 3.3 mg) and the known macrolide JBIR À100 (2, 2.0 mg).Makinolide was isolated as a white amorphous powder. HR-ESI-MS analysis of 1 gave an [M þ Na] þ ion at m/z 822.44272, consi...

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“…A soil isolate, strain KM-6054, produces the new antibiotic setamycin which is active against trichomonads and gram-positive bacteria (1). The morphological and cultural characteristics of the strain resemble those of strains of the genus Streptomyces when grown on agar media.…”

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confidence: 99%

Relationship between cell morphology and the types of diaminopimelic acid in Kitasatosporia setalba.

Takahashi

Iwai

Ōmura

1983

J. Gen. Appl. Microbiol.

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The relationship between cell morphology and the type of 2,6-diaminopimelic acid (A2pm) in Kitasatosporia setalba was studied in a submerged culture. When a strain of K. setalba was cultivated in a liquid culture with shaking, it produced two kinds of cells, spore-like cells and filamentous mycelia, which are morphologically distinct from each other. The former contained LL-A2pm, and the latter meso-A2pm. A time course study in a submerged culture inoculated with the spore-like cells demonstrated that each type of A2pm detected in K. setalba is clearly associated with one of the two forms of cell.A soil isolate, strain KM-6054, produces the new antibiotic setamycin which is active against trichomonads and gram-positive bacteria (1). The morphological and cultural characteristics of the strain resemble those of strains of the genus Streptomyces when grown on agar media. However, strain KM-6054 could not be classified in any of the known genera of the order Actinomycetales, because the cell wall type (2), which is one of the most important criteria in the classification of genera of actinomycetes, was a new one containing both LL-and meso-2, 6-diaminopimelic acid (A2pm) as well as glycine and galactose. The strain was fully characterized and determined to belong to a new genus, for which the name Kitasatosporia has been proposed and the type species of Kitasatosporia is Kitasatosporia setalba OMURA, TAKAHASHI, IWAI and TANAKA (3).We reported that different isomers of A2pm were detected separately in aerial and in vegetative mycelia of K. setalba grown on an agar medium: the former contains LL-A2pm, while the latter contains meso-A2pm as the main component (4). In a further study with a submerged culture of K. setalba, spore-like cells and filamentous mycelia, were observed, which are morphologically distinguishable from each other. It was of interest to determine whether the cell types contain different two kinds of A2pm. In fact LL-A2pm is contained in the spore-like cells, while mainly meso-A2pm is contained in the filamentous mycelia. 459

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Setamycin, a new antibiotic.

Cited by 46 publications

References 1 publication

Genus Kitasatospora, taxonomic features and diversity of secondary metabolites

Genus Kitasatospora, taxonomic features and diversity of secondary metabolites

Isolation and structural determination of a new macrolide, makinolide, from the newly isolated Streptomyces sp. MK-30

Relationship between cell morphology and the types of diaminopimelic acid in Kitasatosporia setalba.

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