Fujianmycins A and B, new benz(a)anthraquinone antibiotics from a Streptomyces species.

Rickards, Rodney W.; Wu, Jen-Leih

doi:10.7164/antibiotics.38.513

Cited by 28 publications

(25 citation statements)

References 6 publications

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“…The coupling constant of 8.5 Hz from H-3 to H-4 also supports the trans relative configuration at C-3/C-4. 1 Compound 2b was also obtained as a yellowish oil. Compound 2b was found to have MS and NMR data similar to elmycin B, but as seen with 1a, the NMR shifts were not an exact match.…”

Section: Resultsmentioning

confidence: 99%

Angucyclinones from an Indonesian Streptomyces sp.

et al. 2007

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Six new angucyclinone polyketides named panglimycins A-F were isolated together with the three known metabolites (+)-fujianmycin A, (+)-ochromycinone, and emycin C from the bioassay-guided fractionation of the extract of the Indonesian Streptomyces strain ICBB8230. The new compounds are highly oxygenated angucyclinones that appear to be biosynthetically derived from ochromycinone or fujianmycin. Their structures were determined by X-ray crystal analysis, interpretation of 1D- and 2D-NMR spectra, and comparison of the data with those of structurally related known natural products. Despite structural similarities to angucyclinones with antibiotic activities, the panglimycins did not exhibit any growth inhibition when tested against several bacteria and fungi.

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Section: Resultsmentioning

confidence: 99%

Angucyclinones from an Indonesian Streptomyces sp.

et al. 2007

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“…Rubiginones A and C were isolated from the fermentation broth of Streptomyces griseorubiginosus and exhibited potentiation of vincristine‐induced cytotoxicity against multidrug‐resistant tumor cells 2. Rubiginone A 2 , also named fujianmycin B3 or SNA‐8073‐B,4 is claimed to be useful in the treatment of AIDS and Alzheimer's disease 5. The absolute stereochemistry of all rubiginones has been determined by the O ‐methylmandelate method 6…”

Section: Methodsmentioning

confidence: 99%

Enantioselective Total Synthesis of Angucyclinone-Type Antibiotics Rubiginones A2 and C2

et al. 2002

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Synthese von Antibiotika mit breitem Einsatzgebiet: Bei der Totalsynthese der C4‐oxygenierten Antibiotika Rubiginon A2 (+)‐3 und Rubiginon C2 (−)‐4 vom Angucyclin‐Typ wurde zunächst in neun Stufen und mit einer Gesamtausbeute von 26 % aus dem Sulfinyl‐substituierten p‐Chinol 1 das enantiomerenreine Vinylcyclohexen 2 hergestellt. Das Vierring‐Gerüst wurde durch die Diels‐Alder‐Reaktion eines racemischen Sulfinyl‐substituierten Methyljuglons mit 2 aufgebaut.

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“…BIOTEC Culture Collection (BCC) 21906 led to the isolation of three new angucyclines saccharosporones A (1), B (2) and C (3), ( Figure 1) and several known metabolites, including ochromycinone (4), 3,4 ( þ )-rubiginone B 2 (5), 5 tetrangulol methyl ether (6) 6,7 and fujianmycin A. 8 In this paper, we report the isolation, structure elucidation and biological activities of these new angucyclinone polyketides.…”

Section: Introductionmentioning

confidence: 99%

Saccharosporones A, B and C, cytotoxic antimalarial angucyclinones from Saccharopolyspora sp. BCC 21906

et al. 2013

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Three new angucyclinones, saccharosporones A, B and C, together with (+)-ochromycinone, (+)-rubiginone B2, tetrangulol methyl ether and fujianmycin A, were obtained from fermentation of the terrestrial actinomycete of the genus Saccharopolyspora BCC 21906 isolated from a soil collected in Chanthaburi Province, Thailand. Structures of the new compounds and their relative configurations were assigned by NMR spectral data interpretation. Saccharosporones A and B exhibited antimalarial activity against Plasmodium falciparum K1 with IC50 values of 4.1 and 3.9 μM. Both metabolites also possessed cytotoxic activities against cancer cell lines (KB, MCF-7 and NCI-H187) and nonmalignant Vero cell, while saccharosporone C only showed cytotoxic activity against NCI-H187.

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Fujianmycins A and B, new benz(a)anthraquinone antibiotics from a Streptomyces species.

Cited by 28 publications

References 6 publications

Angucyclinones from an Indonesian Streptomyces sp.

Angucyclinones from an Indonesian Streptomyces sp.

Enantioselective Total Synthesis of Angucyclinone-Type Antibiotics Rubiginones A2 and C2

Saccharosporones A, B and C, cytotoxic antimalarial angucyclinones from Saccharopolyspora sp. BCC 21906

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