Isolation and structure elucidation of tumescenamides A and B, two peptides produced by Streptomyces tumescens YM23-260

Motohashi, Ken; Toda, Takashi; Sue, Masayuki; Furihata, Kazuo; Shizuri, Yoshikazu; Matsuo, Yoshihide; Kasai, Hiroaki; Shin‐ya, Kazuo; Takagi, Motoki; Izumikawa, Miho; Horikawa, Yukio; Seto, Haruo

doi:10.1038/ja.2010.73

Cited by 20 publications

(17 citation statements)

References 13 publications

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“…Tumescenamides A and B are cyclic depsipeptides isolated from the marine bacterium Streptomyces tumescens YM23-260. The two tumescenamides differed in the replacement of 2,4-dimethylheptanoyl residue at α-NH 2 position in tumescenamide A with a 2,4,6-trimethylnonanoyl residue in tumescenamide B. Tumescenamide A induced reporter gene-expression under controlled insulin degrading enzyme (IDE) promoter and hence could be a promising candidate for the treatment of Alzheimer’s disease [316]. Tumescenamide C is another cyclic lipodepsipeptide that was isolated from the broth of Streptomyces sp.…”

Section: Bioactive Peptides From Various Marine Sourcesmentioning

confidence: 99%

Marine natural product peptides with therapeutic potential: Chemistry, biosynthesis, and pharmacology

Gogineni

Hamann

2018

Biochimica et Biophysica Acta (BBA) - General Subjects

125

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The oceans are a uniquely rich source of bioactive metabolites, of which sponges have been shown to be among the most prolific producers of diverse bioactive secondary metabolites with valuable therapeutic potential. Much attention has been focused on marine bioactive peptides due to their novel chemistry and diverse biological properties. As summarized in this review, marine peptides are known to exhibit various biological activities such as antiviral, anti-proliferative, antioxidant, anti-coagulant, anti-hypertensive, anti-cancer, antidiabetic, antiobesity, and calcium-binding activities. This review focuses on the chemistry and biology of peptides isolated from sponges, bacteria, cyanobacteria, fungi, ascidians, and other marine sources. The role of marine invertebrate microbiomes in natural products biosynthesis is discussed in this review along with the biosynthesis of modified peptides from different marine sources. The status of peptides in various phases of clinical trials is presented, as well as the development of modified peptides including optimization of PK and bioavailability.

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Section: Bioactive Peptides From Various Marine Sourcesmentioning

confidence: 99%

Marine natural product peptides with therapeutic potential: Chemistry, biosynthesis, and pharmacology

Gogineni

Hamann

2018

Biochimica et Biophysica Acta (BBA) - General Subjects

125

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“…Two peptides, tumescenamides A and B, were isolated from the fermentation broth of a marine species of Streptomyces tumescens YM23-260 (Motohashi et al, 2010). Tumescenamide A induced reporter gene expression under the control of the insulin-degrading enzyme promoter.…”

Section: Branched Saturated and Unsaturated Fatty Acidsmentioning

confidence: 99%

Paradigm Shifts in Fungal Secondary Metabolite Research: Unusual Fatty Acids Incorporated into Fungal Peptides

Dembitsky¹

2017

Int. J. Curr. Res. Biosci. Plant Biol.

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A b s t r a c t A r t i c l e I n f oThis review is a comprehensive survey of unique, unusual, and rare fatty acids incorporated into natural marine and terrestrial peptides obtained from fungi, fungal endophytes, lichenized ascomycetes, basidiomycetes, and actinomycetes. Lots of fungal peptides display important biological activities of interest, which includes antitumor, antibacterial, antimicrobial, antifungal, phototoxic, HIV inhibitory, immunosuppressive properties, and other pharmacological activities. There is no doubt that they are of great importance, especially in medicinal chemistry and/or pharmaceutical application. This review presents structures of more than 150 fatty acids, incorporated into marine and terrestrial fungal lipopeptides.

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“…Tumescenamides A (27) and B were isolated from S. tumescens YM23-260 fermentation broth ( Figure 17). Tumescenamide A was shown to induce upregulation of the insulin-degrading enzyme (IDE) and can be a promising compound in Alzheimer's disease treatment [112].…”

Section: Other Activitiesmentioning

confidence: 99%

Biologically active secondary metabolites from Actinomycetes

Solecka¹,

Zajko²,

Postek³

et al. 2012

Open Life Sciences

113

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AbstractSecondary metabolites obtained from Actinomycetales provide a potential source of many novel compounds with antibacterial, antitumour, antifungal, antiviral, antiparasitic and other properties. The majority of these compounds are widely used as medicines for combating multidrug-resistant Gram-positive and Gram-negative bacterial strains. Members of the genus Streptomyces are profile producers of previously-known secondary metabolites. Actinomycetes have been isolated from terrestrial soils, from the rhizospheres of plant roots, and recently from marine sediments. This review demonstrates the diversity of secondary metabolites produced by actinomycete strains with respect to their chemical structure, biological activity and origin. On the basis of this diversity, this review concludes that the discovery of new bioactive compounds will continue to pose a great challenge for scientists.

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Isolation and structure elucidation of tumescenamides A and B, two peptides produced by Streptomyces tumescens YM23-260

Cited by 20 publications

References 13 publications

Marine natural product peptides with therapeutic potential: Chemistry, biosynthesis, and pharmacology

Marine natural product peptides with therapeutic potential: Chemistry, biosynthesis, and pharmacology

Paradigm Shifts in Fungal Secondary Metabolite Research: Unusual Fatty Acids Incorporated into Fungal Peptides

Biologically active secondary metabolites from Actinomycetes

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