X-Ray crystal structure of staurosporine: a new alkaloid from a Streptomyces strain

Furusaki, Akio; Hashiba, Nobuhiro; Matsumoto, Takeshi; Hirano, Atsushi; Iwai, Yuzuru; Ōmura, Satoshi

doi:10.1039/c39780000800

Cited by 118 publications

(52 citation statements)

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“…[26] Another class of important indole derivedm etabolites are the tjipanazoles, isolated from Tolypothrix tjipanasensis. [27] These compounds share the same indolo[2,3-a]carbazole core as antitumor compounds such as rebeccamycin, [28,29] staurosporine [30][31][32] or the synthetic enzastaurin (LY317615, antidiabetes activity). [33,34] The indolo [2,3-a]carbazole scaffold of the tjipanazoles is chlorinated to varying degrees and is glycosylated by different sugars.…”

Section: Active Inhibition Of Biofoulingmentioning

confidence: 99%

Cyanobacterial Natural Products for the Inhibition of Biofilm Formation and Biofouling

Gademann¹

2007

Chimia

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Biofouling is defined by the non-specific attachment of biological material (proteins, carbohydrates, prokaryotic cells and higher organisms) to surfaces upon their exposuret oa ny biological fluid. Biofouling is a serious problem in many areas ranging from marine technology,nuclear power plants, dentistry,food processing to biomedical implants. This process can be addressed either actively by chemical compounds inhibiting growth, settlement or biofilm formation, or passively by generating repellent or resistant surfaces. This highlight article gives an overview over different secondary metabolites from cyanobacteria useful in this context. Acandidate for active antifouling is nostocarboline, acarboline alkaloid from Nostoc.Ithas distinct and powerful activities against both prokaryotic and eukaryotic photosynthetic organisms. This compound is acandidate for the replacement of toxic tributyltin (TBT) antifouling coatings. Another passive strategy is presented utilizing the strong binding of anachelin to metal oxide surfaces. This anchor binds polyethyleneglycol (PEG) efficiently to surfaces and renders TiO 2 protein resistant. This anchor displays superior properties when compared to dopamine or DOPA, ak ey constituent in mussel adhesive proteins (MAP). Implications for biomaterials design arediscussed.

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Section: Active Inhibition Of Biofoulingmentioning

confidence: 99%

Cyanobacterial Natural Products for the Inhibition of Biofilm Formation and Biofouling

Gademann¹

2007

Chimia

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“…The staurosporines are a well-known class of protein kinase inhibitors (34) that were originally discovered from a Streptomyces sp. (13,34). The consistent production of specific classes of secondary metabolites by different Salinispora species was used to support the ecological importance of secondary metabolism and to link this functional trait to unresolved ecological differences among the species.…”

mentioning

confidence: 99%

Evolution of Secondary Metabolite Genes in Three Closely Related Marine Actinomycete Species

Freel

Nam

Fenical

et al. 2011

Appl Environ Microbiol

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The marine actinomycete genus Salinispora is composed of three closely related species. These bacteria are a rich source of secondary metabolites, which are produced in species-specific patterns. This study examines the distribution and phylogenetic relationships of genes involved in the biosynthesis of secondary metabolites in the salinosporamide and staurosporine classes, which have been reported for S. tropica and S. arenicola, respectively. The focus is on "Salinispora pacifica," the most recently discovered and phylogenetically diverse member of the genus. Of 61 S. pacifica strains examined, 15 tested positive for a ketosynthase (KS) domain linked to the biosynthesis of salinosporamide K, a new compound in the salinosporamide series. Compound production was confirmed in two strains, and the domain phylogeny supports vertical inheritance from a common ancestor shared with S. tropica, which produces related compounds in the salinosporamide series. There was no evidence for interspecies recombination among salA KS sequences, providing further support for the geographic isolation of these two salinosporamide-producing lineages. In addition, staurosporine production is reported for the first time for S. pacifica, with 24 of 61 strains testing positive for staD, a key gene involved in the biosynthesis of this compound. High levels of recombination were observed between staD alleles in S. pacifica and the cooccurring yet more distantly related S. arenicola, which produces a similar series of staurosporines. The distributions and phylogenies of the biosynthetic genes examined provide insight into the complex processes driving the evolution of secondary metabolism among closely related bacterial species.

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“…Indeed, PKC inhibitors interact with PKC at catalytic functional sites (ATP binding site), effector sites (regulatory C1 domain site), and protein substrate site (5). The first reported and widely used drug in the laboratory is staurosporine (6), which inhibits the PKC catalytic functional site. Staurosporine contains indolcarbazole as a key structure ( Fig.…”

Section: Pkc Inhibitorsmentioning

confidence: 99%

Direct effect of protein kinase C inhibitors on cardiovascular ion channels

Son

Hong²,

Kim³

et al. 2011

BMB Reports

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X-Ray crystal structure of staurosporine: a new alkaloid from a Streptomyces strain

Cited by 118 publications

References 0 publications

Cyanobacterial Natural Products for the Inhibition of Biofilm Formation and Biofouling

Cyanobacterial Natural Products for the Inhibition of Biofilm Formation and Biofouling

Evolution of Secondary Metabolite Genes in Three Closely Related Marine Actinomycete Species

Direct effect of protein kinase C inhibitors on cardiovascular ion channels

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