Auxarthrol A and auxarthrol B: two new tetrahydoanthraquinones from Auxarthron umbrinum

Alvi, Khisal A.; Rabenstein, John

doi:10.1007/s10295-003-0106-5

Cited by 22 publications

(19 citation statements)

References 12 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Related tetrahydroanthraquinone derivatives were produced by fungi such as Alternaria eichhorniae [10], Alternaria porri [15], Alternaria solani [12, 16ϳ19], Auxarthron umbrinum [20], Chrysosporium queenslandicum [21], Dactylaria lutea [22,23], Dermocybe sp. [24], Phomopsis juniperovora [25], Pleospora sp.…”

Section: Resultsmentioning

confidence: 99%

Tetrahydrobostrycin and 1-Deoxytetrahydrobostrycin, Two New Hexahydroanthrone Derivatives, from a Marine-derived Fungus Aspergillus sp.

Nakazawa

Ukai

et al. 2008

J Antibiot

View full text Add to dashboard Cite

Two new hexahydroanthrones, tetrahydrobostrycin (1) and 1-deoxytetrahydrobostrycin (2), were isolated from a marine-derived fungus Aspergillus sp. strain 05F16 collected at the coral reef of Manado, Indonesia, together with bostrycin and abscisic acid. The structures of new compounds were determined on the basis of their spectral data. Compound 1 showed weak antibacterial activity against Staphylococcus aureus and Escherichia coli and 2 against S. aureus.

show abstract

Section: Resultsmentioning

confidence: 99%

Tetrahydrobostrycin and 1-Deoxytetrahydrobostrycin, Two New Hexahydroanthrone Derivatives, from a Marine-derived Fungus Aspergillus sp.

Nakazawa

Ukai

et al. 2008

J Antibiot

View full text Add to dashboard Cite

show abstract

“…The ESIMS suggested its molecular formula as C 16 H 16 O 8 based on its protonated molecular ion at m/z 5 337.0917. Our analyses using 1 H and 13 C as well as 2D HMBC and HSQC spectra disclosed a 2-methyl-1,2,3,4-tetrahydroanthracene-9,10-dione framework carrying four adjacent hydroxy groups at the cyclohexane moiety. Although the NOE experiments did not provide conclusive correlations, the X-ray crystallographic analysis of 1 clearly established the relative stereochemistry as (1R*,2S*,3R*,4S*)-form ( Fig.…”

Section: Discussion Stereochemical Confirmation Of Altersolanol a (1)mentioning

confidence: 99%

“…When 13 C NMR spectra were measured in D 2 O, the chemical shifts were not corrected but default data are used. Assignments of the 13 C NMR signals were performed by hetero-nuclear multiple-bond connectivity (HMBC) and hetero-nuclear single quantum coherence (HSQC) spectra if necessary. Infrared (IR) spectra were obtained with a HORIBA FT-720 Fourier transform infrared spectrometer on a KBr cell.…”

Section: Materials and Methods Instrumentsmentioning

confidence: 99%

“…In this case, 1 H and 13 C NMR spectra were measured in CD 3 OD, signals CHD 2 OD and 13 CD 3 OD were used as the references 3.30 ppm and 49.0 ppm, respectively. When 13 C NMR spectra were measured in D 2 O, the chemical shifts were not corrected but default data are used. Assignments of the 13 C NMR signals were performed by hetero-nuclear multiple-bond connectivity (HMBC) and hetero-nuclear single quantum coherence (HSQC) spectra if necessary.…”

Section: Materials and Methods Instrumentsmentioning

confidence: 99%

See 1 more Smart Citation

Absolute stereochemistry of altersolanol a and alterporriols

et al. 2011

View full text Add to dashboard Cite

The absolute stereochemistry of altersolanol A (1) was established by observing a positive exciton couplet in the circular dichroism (CD) spectrum of the C3,C4-O-bis(2-naphthoyl) derivative 10 and by chemical correlations with known compound 8. Before the discussion, the relative stereochemistry of 1 was confirmed by X-ray crystallographic analysis. The shielding effect at C7'-OMe group by C1-O-benzoylation established the relative stereochemical relationship between the C8-C8' axial bonding and the C1-C4/C1'-C4' polyol moieties of alterporriols E (3), an atropisomer of the C8-C8' dimer of 1. As 3 could be obtained by dimerization of 1 in vitro, the absolute configuration of its central chirality elements (C1-C4) must be identical to those of 1. Spectral comparison between the experimental and theoretical CD spectra supported the above conclusion. Axial stereochemistry of novel C4-O-deoxy dimeric derivatives, alterporriols F (4) and G (5), were also revealed by comparison of their CD spectra to those of 2 and 3.

show abstract

“…This class forms the basis of many of the modern synthetic dyes and is reported in the Colour Index as one of the most important group of organic dyes (Hobson and Wales, 1998). Moreover, anthraquinonic structures have been isolated from a number of fungi including Drechslera S. Ito, Trichoderma Pers., Aspergillus Link and Curvularia Boedijn strains, and could serve as basis for development of a future generation of new natural and/or semisynthetic dyes (Alvi and Rabenstein, 2004). Acid blue 62 was chosen as a model for evaluating the Cuban strains and all strains studied were able to decolourise this dye.…”

Section: Discussionmentioning

confidence: 99%

Autochthonous white rot fungi from the tropical forest: Potential of Cuban strains for dyes and textile industrial effluents decolourisation

Sánchez-López¹,

Vanhulle²,

Mertens³

et al. 2008

Afr. J. Biotechnol.

View full text Add to dashboard Cite

Nineteen strains of wood-inhabiting pores fungi, representing thirteen species and ten genera, collected from both natural and "anthropic" (urban) ecosystems in Cuba were tested for their ability to decolourise the industrial anthraquinonic dye Acid Blue 62 (AB 62) in laboratory conditions, in both solid and liquid media. On the basis of their decolourisation rate and growth inhibition, seven strains viz. Tinctoporellus epimiltinus, Trametes maxima, Perenniporia tephropora, Coriolopsis rigida, Hexagonia tenuis, Pachykytospora alabamae and Hexagonia hydnoides were selected for further studies. All the strains were able to decolourise partially or completely the AB62 dye added to Malt extract. Almost total decolourisation was obtained with T. maxima. Decolourising activity was also shown with an industrial textile effluent, containing Remazol Yellow RGB, Remazol Red RR, and Remazol Black B 133. Production of laccase, a ligninolytic enzyme possibly involved in decolourisation, was stimulated by AB 62 for all the strains tested; T. maxima showing the highest production. Lignin peroxidase and manganese peroxidase were not produced under the experimental conditions used. T. maxima could represent a potential candidate for biotechnological applications. The exploitation of local biodiversity in tropical area appears as a potentially productive approach for identifying promising microbial strains for industrial use.

show abstract

Auxarthrol A and auxarthrol B: two new tetrahydoanthraquinones from Auxarthron umbrinum

Cited by 22 publications

References 12 publications

Tetrahydrobostrycin and 1-Deoxytetrahydrobostrycin, Two New Hexahydroanthrone Derivatives, from a Marine-derived Fungus Aspergillus sp.

Tetrahydrobostrycin and 1-Deoxytetrahydrobostrycin, Two New Hexahydroanthrone Derivatives, from a Marine-derived Fungus Aspergillus sp.

Absolute stereochemistry of altersolanol a and alterporriols

Autochthonous white rot fungi from the tropical forest: Potential of Cuban strains for dyes and textile industrial effluents decolourisation

Contact Info

Product

Resources

About