Isolation of nonactic acids fromStreptomyces griseus fermentation broth by thin-layer and high-performance liquid chromatography

Přikrylová, Věra; Beran, M.; Sedmera, Petr; Jizba, J.

doi:10.1007/bf02814647

Cited by 18 publications

(19 citation statements)

References 11 publications

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“…Its molecular weight (230 Dalton), the H NMR pattern and the identity of the spectroscopic data with those of the synthetic one [233] confirmed the structure. Compound 145b is reported here as a natural product for the first time.…”

Section: Homononactic Acid Methyl Estersupporting

confidence: 55%

“…The compound was further confirmed by comparing the spectroscopic data with the literature [233] as well as by H,H COSY correlations ( Figure 82). …”

Section: Homononactic Acidmentioning

confidence: 63%

“…So, the three chiral centres of 143a were assigned to have a Based on detailed spectroscopic data, compound 144a was elucidated as a hydrogenated derivative of 143a, i.e. nonactic acid (144a), which was as further confirmed by H,H COSY, HMQC and HMBC correlations ( Figure 81) and literature data [233] .…”

Section: Gram-negative Bacteria Escherichia Coli the Extract Was Weamentioning

confidence: 70%

“…Nonactic acid and homononactic acid were isolated as mixtures of pure (+)-and (-)-enantiomers, but also as racemates or with an excess of the (+)-enantiomers. 2-Epi-homononactic acid was described as the (-)-enantiomer [233] .…”

Section: Dinactin; Werramycin-bmentioning

confidence: 99%

See 3 more Smart Citations

A new 16-membered tetraene macrolide JBIR-100 from a newly identified Streptomyces species

Ueda¹,

Hashimoto²,

Yamamura³

et al. 2011

J Antibiot

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Section: Homononactic Acid Methyl Estersupporting

confidence: 55%

“…The compound was further confirmed by comparing the spectroscopic data with the literature [233] as well as by H,H COSY correlations ( Figure 82). …”

Section: Homononactic Acidmentioning

confidence: 63%

Section: Gram-negative Bacteria Escherichia Coli the Extract Was Weamentioning

confidence: 70%

Section: Dinactin; Werramycin-bmentioning

confidence: 99%

See 2 more Smart Citations

A new 16-membered tetraene macrolide JBIR-100 from a newly identified Streptomyces species

Ueda¹,

Hashimoto²,

Yamamura³

et al. 2011

J Antibiot

View full text Add to dashboard Cite

“…After repeated crystallization of the major part of the nonactin, monactin, dinactin, and trinactin mixture derived from S. globisporus, [7] the mother liquors were separated by semipreparative normal and reversed phase HPLC. A total of four compounds were obtained.…”

Section: Resultsmentioning

confidence: 99%

Four New Derivatives of Trihomononactic Acids from Streptomyces globisporus

et al. 2004

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Antifungal Actinomycete Metabolites Discovered in a Differential Cell-Based Screening Using a Recombinant TOPO1 Deletion Mutant Strain

Stadler

Bauch

Henkel

et al. 2001

Arch. Pharm. Pharm. Med. Chem.

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In the course of a natural product screening for inhibitors of fungal topoisomerase 1 (TOPO 1), extracts from the actinomycete strains WS 1410 and BS 1465 exhibited promising activities. Bioguided fractionation of the culture broth by preparative HPLC methods yielded the collismycins A (1) and B (2) as active principles of strain WS 1410. Out of the mycelial extracts of strain BS 1465 the bioactive new natural products, cyclo‐homononactic acid (3) and cyclo‐nonactic acid (5) and the structurally related but inactive homononactic acid (4), were isolated. Both collismycin isomers inhibited the recombinant yeast strains ScAL 141 and ScAL 143 (TOPO 1 deletion mutant) in a non‐specific manner with an MIC in the range of 2 μg/ml. The novel cyclo‐homononactic acid (3) and cyclo‐nonactic acid (5) showed higher selectivity towards the wild type strain (MIC = 2 μg/ml as compared to 10μmg/ml for the deletion mutant). All compounds obviously address a target other than TOPO 1 since they do not exhibit activities in a concurrent TOPO 1 enzyme assay.

show abstract

Isolation of nonactic acids fromStreptomyces griseus fermentation broth by thin-layer and high-performance liquid chromatography

Cited by 18 publications

References 11 publications

A new 16-membered tetraene macrolide JBIR-100 from a newly identified Streptomyces species

A new 16-membered tetraene macrolide JBIR-100 from a newly identified Streptomyces species

Four New Derivatives of Trihomononactic Acids from Streptomyces globisporus

Antifungal Actinomycete Metabolites Discovered in a Differential Cell-Based Screening Using a Recombinant TOPO1 Deletion Mutant Strain

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