Investigations towards the synthesis of xylindein, a blue-green pigment from the fungus Chlorociboria aeruginosa

Donner, Christopher D.; Cuzzupe, Anthony N.; Falzon, Cheryl L.; Gill, Melvyn

doi:10.1016/j.tet.2012.02.009

Cited by 24 publications

(20 citation statements)

References 16 publications

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“…In contrast, the pigment produced by Chlorociboria spp. has been extracted with stronger solvents such as chloroform, DCM, dimethyl ether, ether, ethyl acetate, methyl ether, and light petroleum . Moreover, there is only one instance of extraction of S. cuboideum – with chloroform and methanol .…”

Section: Resultsmentioning

confidence: 99%

Method of extraction and resolubilisation of pigments from Chlorociboria aeruginosa and Scytalidium cuboideum, two prolific spalting fungi

Robinson

Hinsch

Weber

et al. 2014

Coloration Technology

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Twelve solvents were tested for their ability to extract the pigments of Chlorociboria aeruginosa and Scytalidium cuboideum, two fungi used primarily for the spalting of decorative wood. Solvents were assessed on the basis of the saturation of pigment produced, their ability to diffuse through filter paper, and whether they reacted with the extracted pigments. Solvents that performed well in extraction testing were then tested to determine whether they could also dissolve the extracted pigment once dried. Of the solvents tested, only dichloromethane was capable of quick, non‐reactive extraction with filter paper diffusion, as well as being able fully to redissolve dried pigment extracted from C. aeruginosa. The results of this study show dichloromethane to be an ideal solvent for extracting and applying fungal pigments that offers new possibilities for spalting in which fungi do not need to be grown directly on a substrate in order to produce pigmented wood.

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Section: Resultsmentioning

confidence: 99%

Method of extraction and resolubilisation of pigments from Chlorociboria aeruginosa and Scytalidium cuboideum, two prolific spalting fungi

Robinson

Hinsch

Weber

et al. 2014

Coloration Technology

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“…Moreover, the unpredictability of oxidative cleavage of olefins to aldehydes and the additive protection/deprotection for hydroxyl group in 20 put us in a dilemma. At this juncture, the reductive deoxygenation of lactol to benzopyran achieved by exposure to NaBH 4 [ 23 ] or triethylsilane (Et 3 SiH) [ 24 ] in the presence of TFA attracted our attention. Thus we could continue and complete the expected total synthesis of acortatarin A as illustrated in Scheme 6 .…”

Section: Resultsmentioning

confidence: 99%

Cascade N-Alkylation/Hemiacetalization for Facile Construction of the Spiroketal Skeleton of Acortatarin Alkaloids with Therapeutic Potentiality in Diabetic Nephropathy

Cao

Sun

et al. 2014

Nat. Prod. Bioprospect.

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Graphical AbstractThe Acortatarin alkaloids exhibit a promising perspective against diabetic nephropathy and other ROS-linked diseases. Facile construction of the dioxaspirocycle motif was realized through tandem N-alkylation/hemiacetalization between pyrrole units and the corresponding halo alcohols, which were derived in turn from convenient halomethylation of chiral lactones in natural carbohydrates pool.Electronic supplementary materialThe online version of this article (doi:10.1007/s13659-014-0049-8) contains supplementary material, which is available to authorized users.

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“…aeruginascens is a sequential wood decomposer, i.e., a soft rot fungus, colonizing different deciduous tree species (hardwood), with a worldwide distribution (1). Chemical derivatization and spectroscopic analyses of the bluish-green pigment xylindein revealed its absolute configuration and its tautomeric structure as a dimeric naphthoquinone (2), and most of its total synthesis has been reported (3). The chemical characteristics of xylindein, like stability or insolubility, in common organic solvents, as well as its electronic properties (4), make xylindein an interesting subject of biotechnological research.…”

Section: Announcementmentioning

confidence: 99%

Draft Genome Sequence of the Wood-Staining Ascomycete Chlorociboria aeruginascens DSM 107184

Büttner

Liers

Gebauer

et al. 2019

Microbiol Resour Announc

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Investigations towards the synthesis of xylindein, a blue-green pigment from the fungus Chlorociboria aeruginosa

Cited by 24 publications

References 16 publications

Method of extraction and resolubilisation of pigments from Chlorociboria aeruginosa and Scytalidium cuboideum, two prolific spalting fungi

Method of extraction and resolubilisation of pigments from Chlorociboria aeruginosa and Scytalidium cuboideum, two prolific spalting fungi

Cascade N-Alkylation/Hemiacetalization for Facile Construction of the Spiroketal Skeleton of Acortatarin Alkaloids with Therapeutic Potentiality in Diabetic Nephropathy

Draft Genome Sequence of the Wood-Staining Ascomycete Chlorociboria aeruginascens DSM 107184

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