Formamicin, a Novel Antifungal Antibiotic Produced by a Strain of Saccharothrix sp. I. Taxonomy, Production, Isolation and Biological Properties.

Igarashi, Masayuki; Kinoshita, Naoko; Ikeda, Takako; Nakagawa, Eiko; Hamada, Masa; Takeuchi, Tomio

doi:10.7164/antibiotics.50.926

Cited by 28 publications

(16 citation statements)

References 23 publications

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“…Examples include bafilomycin-A1-rhamnoside (α-L-rhamnose, 46a ) 714 leucanicidin (2′-methoxy-α-L-rhamnose, 46e ) 715 and formamicin (β-D-olivose, 53 ). 716,717 …”

Section: Macrolides and Macrolactamsmentioning

confidence: 99%

A comprehensive review of glycosylated bacterial natural products

et al. 2015

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A systematic analysis of all naturally-occurring glycosylated bacterial secondary metabolites reported in the scientific literature up through early 2013 is presented. This comprehensive analysis of 15 940 bacterial natural products revealed 3426 glycosides containing 344 distinct appended carbohydrates and highlights a range of unique opportunities for future biosynthetic study and glycodiversification efforts.

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“…Examples include bafilomycin-A1-rhamnoside (α-L-rhamnose, 46a ) 714 leucanicidin (2′-methoxy-α-L-rhamnose, 46e ) 715 and formamicin (β-D-olivose, 53 ). 716,717 …”

Section: Macrolides and Macrolactamsmentioning

confidence: 99%

A comprehensive review of glycosylated bacterial natural products

et al. 2015

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“…74 This glycoside showed potent cytotoxicity against a panel of cancer cell lines with IC 50 values ranging from 0.15-0.13 ng mL À1 . 75 The coupling of 2-iodo-glycosyl uoride 14 with the intricate macrolide 15 was effected in the presence of SnCl 2 (102 equiv.) and AgClO 4 (13 equiv.…”

Section: Syntheses With Glycosyl Fluoridesmentioning

confidence: 99%

O-Glycosylation methods in the total synthesis of complex natural glycosides

2015

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The total syntheses of 33 complex natural O-glycosides, such as the glycosides of macrocyclic lactones/lactams, enediynes, angucyclines, and anthracyclines, are highlighted, with a major focus being placed on the O-glycosylation reactions which connect the saccharides and the aglycones. These successful O-glycosylation reactions employ such donors as glycosyl bromides, fluorides, iodides, trichloroacetimidates, N-phenyl trifluoroacetimidates, thioglycosides, sulfoxides, heteroaryl thioglycosides, 1-hydroxyl sugars, 1-O-acetates, and ortho-alkynylbenzoates. Each synthesis is depicted starting from the O-glycosylation of the aglycone (or its precursor); the glycosylation conditions and outcomes (yields and stereoselectivities) are discussed, and the subsequent transformations toward the final target, including the elongation of the glycan, the elaboration of the aglycone, and the protecting group manipulations are also given in detail.

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“…Because these compounds can cause economic loss and may affect human health, many approaches have been used to control fungal contamination. Although the approaches are usually based on heat or chemical treatment, antifungal agents produced by microorganisms may alternatively be focused on as biocontrol agents (Igarashi et al 1997). We previously demonstrated that Candida maltosa NP9 from a commercial Iranian cheese generates volatile isoamyl acetate and isoamyl alcohol, which inhibit the spore germination of Aspergillus brasiliensis NBRC9455 (Ando et al 2012, 2015).…”

Section: Introductionmentioning

confidence: 99%

Antifungal peptidic compound from the deep-sea bacterium Aneurinibacillus sp. YR247

Kurata

Yamaura

Tanaka

et al. 2017

World J Microbiol Biotechnol

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Aneurinibacillus: sp. YR247 was newly isolated from the deep-sea sediment inside the Calyptogena community at a depth of 1171 m in Sagami Bay. The strain exhibited antifungal activity against the filamentous fungus Aspergillus brasiliensis NBRC9455. A crude extract prepared from the YR247 cells by ethanol extraction exhibited broad antimicrobial activities. The antifungal compound is stable at 4–70 °C and pH 2.0–12.0. After treatment with proteinase K, the antifungal activity was not detected, indicating that the antifungal compound of strain YR247 is a peptidic compound. Electrospray ionization mass spectrometry of the purified antifungal compound indicated that the peptidic compound has an average molecular weight of 1167.9. The molecular weight of the antifungal compound from strain YR247 is different from those of antimicrobial peptides produced by the related Aneurinibacillus and Bacillus bacteria. The antifungal peptidic compound from the deep-sea bacterium Aneurinibacillus sp. YR247 may be useful as a biocontrol agent.

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Formamicin, a Novel Antifungal Antibiotic Produced by a Strain of Saccharothrix sp. I. Taxonomy, Production, Isolation and Biological Properties.

Cited by 28 publications

References 23 publications

A comprehensive review of glycosylated bacterial natural products

A comprehensive review of glycosylated bacterial natural products

O-Glycosylation methods in the total synthesis of complex natural glycosides

Antifungal peptidic compound from the deep-sea bacterium Aneurinibacillus sp. YR247

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