Fungal Pigments: Potential Coloring Compounds for Wide Ranging Applications in Textile Dyeing

Synthetic pigments/non-renewable coloring sources used normally in the textile industry release toxic substances into the environment, causing perilous ecological challenges. To be safer from such challenges of synthetic colorants, academia and industries have explored the use of natural colorants such as microbial pigments. Such explorations have created a fervent interest among textile stakeholders to undertake the dyeing of textile fabrics, especially with fungal pigments. The biodegradable and sustainable production of natural colorants from fungal sources stand as being comparatively advantageous to synthetic dyes. The prospective scope of fungal pigments has emerged in the opening of many new avenues in textile colorants for wide ranging applications. Applying the biotechnological processes, fungal pigments like carotenoids, melanins, flavins, phenazines, quinones, monascins, violacein, indigo, etc. could be extracted on an industrial scale. This review appraises the studies and applications of various fungal pigments in dyeing textile fabrics and is furthermore shedding light on the importance of toxicity testing, genetic manipulations of fungal pigments, and their future perspectives under biotechnological approaches.

[1]  Sumbal Sajid.  Applications of fungal pigments in Biotechnology , 2018, Pure and Applied Biology.

[2]  C. Ogbonna.  Production of food colourants by filamentous fungi , 2016 .

[3]  C. Townsend,et al.  Molecular Characterization of the Cercosporin Biosynthetic Pathway in the Fungal Plant Pathogen Cercospora nicotianae. , 2016, Journal of the American Chemical Society.

[4]  J. Frisvad,et al.  Combining UHPLC-High Resolution MS and Feeding of Stable Isotope Labeled Polyketide Intermediates for Linking Precursors to End Products. , 2015, Journal of natural products.

[5]  Q. Mgani,et al.  A review on source, chemistry, green synthesis and application of textile colorants , 2020 .

[6]  Fusheng Chen,et al.  Monasone Naphthoquinone Biosynthesis and Resistance in Monascus Fungi , 2020, mBio.

[7]  Fusheng Chen,et al.  Nature and nurture: confluence of pathway determinism with metabolic and chemical serendipity diversifies Monascus azaphilone pigments. , 2019, Natural product reports.

[8]  M. Gütschow,et al.  Biosynthetic Studies on Acetosellin and Structure Elucidation of a New Acetosellin Derivative , 2017, Planta Medica.

[9]  R. Cox,et al.  Classic fungal natural products in the genomic age: the molecular legacy of Harold Raistrick. , 2018, Natural product reports.

[10]  L. Dufossé,et al.  Fungal Pigments and Their Prospects in Different Industries , 2019, Microorganisms.

[11]  C. Shao,et al.  Harzianumnones A and B: two hydroxyanthraquinones from the coral-derived fungus Trichoderma harzianum , 2018, RSC advances.

[12]  Ulf Thrane,et al.  Fungal polyketide azaphilone pigments as future natural food colorants? , 2010, Trends in biotechnology.

[13]  Jueheng Wu,et al.  A Marine Anthraquinone SZ-685C Overrides Adriamycin-Resistance in Breast Cancer Cells through Suppressing Akt Signaling , 2012, Marine drugs.

[14]  U. Mortensen,et al.  Genes Linked to Production of Secondary Metabolites in Talaromyces atroroseus Revealed Using CRISPR-Cas9 , 2017, PloS one.

[15]  D. D. Santis,et al.  Assessment of the dyeing properties of pigments from Monascus purpureus , 2005 .

[16]  Aishwarya,et al.  Extraction of Natural Dyes from Fungus – An Alternate for Textile Dyeing , 2014 .

[17]  C. K. Venil,et al.  Multifaceted Applications of Microbial Pigments: Current Knowledge, Challenges and Future Directions for Public Health Implications , 2019, Microorganisms.

[18]  Inhyung Lee,et al.  Strain improvement by overexpression of the laeA gene in Monascus pilosus for the production of monascus-fermented rice. , 2013, Journal of microbiology and biotechnology.

[19]  J. Golbeck,et al.  The structure and function of quinones in biological solar energy transduction: a cyclic voltammetry, EPR, and hyperfine sub-level correlation (HYSCORE) spectroscopy study of model naphthoquinones. , 2013, The journal of physical chemistry. B.

[20]  D. Lachenmeier,et al.  NMR evaluation of total statin content and HMG-CoA reductase inhibition in red yeast rice (Monascus spp.) food supplements , 2012, Chinese Medicine.

[21]  Genevieve Weber,et al.  Pigments extracted from the wood‐staining fungi Chlorociboria aeruginosa, Scytalidium cuboideum, and S. ganodermophthorum show potential for use as textile dyes , 2014 .

[22]  Adriano Brandelli,et al.  Pigment Production by Filamentous Fungi on Agro-Industrial Byproducts: an Eco-Friendly Alternative , 2013, Applied Biochemistry and Biotechnology.

[23]  Bin Yang,et al.  Recent advances in the chemistry and biology of azaphilones , 2020, RSC advances.

[24]  F. Shahidi,et al.  Investigating the influence of pH, temperature and agitation speed on yellow pigment production by Penicillium aculeatum ATCC 10409 , 2015, Natural product research.

[25]  J. Frisvad,et al.  Exploring fungal biodiversity for the production of water-soluble pigments as potential natural food colorants. , 2005, Current opinion in biotechnology.

[26]  P. Cooper,et al.  Ability of three yellow pigment producing fungi to colour wood under controlled conditions , 2014 .

[27]  J. Avalos,et al.  Biological roles of fungal carotenoids , 2015, Current Genetics.

[28]  Xuefu You,et al.  Peniazaphilin A, a new azaphilone derivative produced by Penicillium sp. CPCC 400786 , 2018, The Journal of Antibiotics.

[29]  T. Zhu,et al.  Penicitols A-C and penixanacid A from the mangrove-derived Penicillium chrysogenum HDN11-24. , 2015, Journal of Natural Products.

[30]  R. El-Mohamedy,et al.  Dyeing of wool with natural anthraquinone dyes from Fusarium oxysporum , 2007 .

[31]  S. Alqasoumi,et al.  Anti‐leishmanial Activities of Extracts and Isolated Compounds from Drechslera rostrata and Eurotium tonpholium , 2014, Phytotherapy research : PTR.

[32]  Changhong Liu,et al.  Deep-Sea Fungi Could Be the New Arsenal for Bioactive Molecules , 2019, Marine drugs.

[33]  S. Wesselborg,et al.  Azaphilone pigments and macrodiolides from the coprophilous fungus Coniella fragariae. , 2019, Fitoterapia.

[34]  Xiao-yong Zhang,et al.  Anti-HSV-1, antioxidant and antifouling phenolic compounds from the deep-sea-derived fungus Aspergillus versicolor SCSIO 41502. , 2017, Bioorganic & medicinal chemistry letters.

[35]  Arumugam Gnanamani,et al.  Asperyellone – a suitable coloring agent for protein based textile fabrics: an approach on production, characterization and application , 2019, Journal of Textile Engineering & Fashion Technology.

[36]  L. Dufossé,et al.  Production and New Extraction Method of Polyketide Red Pigments Produced by Ascomycetous Fungi from Terrestrial and Marine Habitats , 2017, Journal of fungi.

[37]  Jyoti Singh,et al.  MICROBIAL PIGMENTS: PRODUCTION AND THEIR APPLICATIONS IN VARIOUS INDUSTRIES , 2015 .

[38]  Xueli Zhang,et al.  Balanced activation of IspG and IspH to eliminate MEP intermediate accumulation and improve isoprenoids production in Escherichia coli. , 2017, Metabolic engineering.

[39]  R. Vidyalakshmi,et al.  Effect of Carbon and Nitrogen Sources on Stimulation of Pigment Production by Monascus purpureus on Jackfruit Seeds , 2011 .

[40]  K. Kadirvelu,et al.  Bio-production of novel water-soluble yellow pigment from Aspergillus sp. and exploring its sustainable textile applications , 2018, 3 Biotech.

[41]  V. Cifuentes,et al.  Enhancement of carotenoid production by disrupting the C22-sterol desaturase gene (CYP61) in Xanthophyllomyces dendrorhous , 2012, BMC Microbiology.

[42]  Vicente A. Hernandez,et al.  Fungal dyes for textile applications: testing of industrial conditions for wool fabrics dyeing , 2019 .

[43]  M. Yusuf,et al.  Natural Colorants: Historical, Processing and Sustainable Prospects , 2017, Natural Products and Bioprospecting.

[44]  S. Robinson,et al.  Wood-Rotting Fungal Pigments as Colorant Coatings on Oil-Based Textile Dyes , 2017 .

[45]  C. Freire,et al.  Synthesis and biological evaluation of substituted α- and β-2,3-dihydrofuran naphthoquinones as potent anticandidal agents , 2010 .

[46]  Md. Habibur Rahaman,et al.  Extraction and optimisation of red pigment production as secondary metabolites from Talaromyces verruculosus and its potential use in textile industries , 2017 .

[47]  Z. Shao,et al.  Chlorinated Azaphilone Pigments with Antimicrobial and Cytotoxic Activities Isolated from the Deep Sea Derived Fungus Chaetomium sp. NA-S01-R1 , 2018, Marine drugs.

[48]  E. Hinsch,et al.  Colorfastness of Extracted Wood-staining Fungal Pigments on Fabrics: a new potential for textile dyes , 2015 .

[49]  Congqiang Zhang.  Biosynthesis of Carotenoids and Apocarotenoids by Microorganisms and Their Industrial Potential , 2018, Progress in Carotenoid Research.

[50]  I. Srianta,et al.  Production of Monascus pigments on durian seed: effect to supplementation of carbon source , 2012 .

[51]  V. Adam,et al.  Noteworthy Secondary Metabolites Naphthoquinones - their Occurrence, Pharmacological Properties and Analysis , 2009 .

[52]  R. Wrolstad,et al.  Alternatives to those artificial FD&C food colorants. , 2012, Annual review of food science and technology.

[53]  W. Eisenreich,et al.  The non-mevalonate pathway of isoprenoids: genes, enzymes and intermediates. , 2001, Current opinion in chemical biology.

[54]  Fusheng Chen,et al.  Edible Filamentous Fungi from the Species Monascus: Early Traditional Fermentations, Modern Molecular Biology, and Future Genomics , 2015 .

[55]  I. Chen,et al.  Chemical Constituents of the Endophytic Fungus Hypoxylon sp. 12F0687 Isolated from Taiwanese Ilex formosana , 2015 .

[56]  U. Mortensen,et al.  Reconstruction of the biosynthetic pathway for the core fungal polyketide scaffold rubrofusarin in Saccharomyces cerevisiae , 2013, Microbial Cell Factories.

[57]  L. Dufossé,et al.  Filamentous fungi are large-scale producers of pigments and colorants for the food industry. , 2014, Current opinion in biotechnology.

[58]  K. Nielsen,et al.  Chrysogine Biosynthesis Is Mediated by a Two-Module Nonribosomal Peptide Synthetase. , 2017, Journal of natural products.

[59]  J. V. B. Souza,et al.  Antifungal activity of synthetic naphthoquinones against dermatophytes and opportunistic fungi: preliminary mechanism-of-action tests , 2014, Annals of Clinical Microbiology and Antimicrobials.

[60]  L. Dufossé,et al.  Pigments and colorants from filamentous fungi , 2016 .

[61]  Jin-Ming Gao,et al.  Azaphilones: chemistry and biology. , 2013, Chemical reviews.

[62]  Jorge C. Oliveira,et al.  Assessment of the Dyeing Properties of the Pigments Produced by Talaromyces spp. , 2017, Journal of fungi.

[63]  K. Steube,et al.  New natural products from the sponge-derived fungus Aspergillus niger. , 2004, Journal of natural products.

[64]  Laurent Dufossé.  Pigments , Microbial ☆ , 2017 .

[65]  J. Doudna,et al.  The new frontier of genome engineering with CRISPR-Cas9 , 2014, Science.

[66]  Xiaobing Wang,et al.  Citrifurans A-D, Four Dimeric Aromatic Polyketides with New Carbon Skeletons from the Fungus Aspergillus sp. , 2017, Organic letters.

[67]  Ulf Thrane,et al.  Identification of potentially safe promising fungal cell factories for the production of polyketide natural food colorants using chemotaxonomic rationale , 2009, Microbial cell factories.

[68]  A. Casadevall,et al.  Synthesis and assembly of fungal melanin , 2011, Applied Microbiology and Biotechnology.

[69]  P. D. Donohoue,et al.  Advances in Industrial Biotechnology Using CRISPR-Cas Systems. , 2017, Trends in biotechnology.

[70]  Carmen Sánchez,et al.  Lignocellulosic residues: biodegradation and bioconversion by fungi. , 2009, Biotechnology advances.

[71]  L. Dufossé,et al.  Pigments in food, more than colours… , 2005 .

[72]  Y. A. Youssef,et al.  Production of textile reddish brown dyes by fungi , 2011 .

[73]  N. Boonyuen,et al.  Cytotoxic tropolones from the fungus Nemania sp. BCC 30850 , 2017 .

[74]  Patrik R. Lennartsson,et al.  Filamentous ascomycetes fungi as a source of natural pigments , 2017, Fungal Biology and Biotechnology.

[75]  A. Driessen,et al.  Pathway for the Biosynthesis of the Pigment Chrysogine by Penicillium chrysogenum , 2017, Applied and Environmental Microbiology.

[76]  L. Dufossé,et al.  Isolation of two novel purple naphthoquinone pigments concomitant with the bioactive red bikaverin and derivates thereof produced by Fusarium oxysporum , 2018, Biotechnology progress.

[77]  Wenjun Li,et al.  Fungal and Bacterial Pigments: Secondary Metabolites with Wide Applications , 2017, Front. Microbiol..

[78]  O. Kayser,et al.  Antibacterial Azaphilones from an Endophytic Fungus, Colletotrichum sp. BS4. , 2016, Journal of natural products.

[79]  Hongxin Liu,et al.  Perangustols A and B, a pair of new azaphilone epimers from a marine sediment-derived fungus Cladosporium perangustm FS62 , 2016, Journal of Asian natural products research.

[80]  G. Thilagavathi,et al.  Natural dye production from Thermomyces sp fungi for textile application , 2013 .

[81]  J. Varga,et al.  Identification and nomenclature of the genus Penicillium , 2014, Studies in mycology.

[82]  A. Medentsev,et al.  Naphthoquinone metabolites of the fungi. , 1998, Phytochemistry.

[83]  Fusheng Chen,et al.  Monascus pigments , 2012, Applied Microbiology and Biotechnology.

[84]  A. Driessen,et al.  CRISPR/Cas9 Based Genome Editing of Penicillium chrysogenum. , 2016, ACS synthetic biology.

[85]  Molecular pathways related to the control of proliferation and cell death in 786-O cells treated with plumbagin , 2019, Molecular Biology Reports.

[86]  L. Dufossé,et al.  Anthraquinones and Derivatives from Marine-Derived Fungi: Structural Diversity and Selected Biological Activities , 2016, Marine drugs.

[87]  S. Chiba,et al.  Magenta pigment produced by fungus. , 2006, The Journal of general and applied microbiology.

[88]  H. Pfander.  Carotenoids: An Overview , 1993 .

[89]  D. Hill,et al.  Is there a future for natural dyes , 2008 .

[90]  C. Barrow,et al.  Microbial Pigments in the Food Industry—Challenges and the Way Forward , 2019, Front. Nutr..

[91]  Deepshikha Sharma.  PIGMENT PRODUCTION FROM TRICHODERMA SPP . FOR DYEING OF SILK AND WOOL , 2013 .

[92]  H. Pfander.  [1] Carotenoids: An overview , 1992 .

[93]  Zhiyong Li,et al.  New Metabolites From the Co-culture of Marine-Derived Actinomycete Streptomyces rochei MB037 and Fungus Rhinocladiella similis 35 , 2019, Front. Microbiol..

[94]  E. Hinsch,et al.  Mechanical Color Reading of Wood-Staining Fungal Pigment Textile Dyes: An Alternative Method for Determining Colorfastness , 2016 .

[95]  Kui-jae Lee,et al.  Dyeing of cotton yarn with five water soluble fungal pigments obtained from five fungi , 2010 .

[96]  M. M. Ogusku,et al.  Bioprospecting of Amazon soil fungi with the potential for pigment production , 2014 .

[97]  S. Erdal,et al.  Use of waste chicken feathers as peptone for production of carotenoids in submerged culture of Rhodotorula glutinis MT-5 , 2011 .

[98]  J. Sakayaroj,et al.  Xylariphilone: a new azaphilone derivative from the seagrass-derived fungus Xylariales sp. PSU-ES163 , 2016, Natural product research.

[99]  N. Ayoub,et al.  Azaphilones: a class of fungal metabolites with diverse biological activities , 2010, Phytochemistry Reviews.

[100]  Deepshikha Sharma,et al.  Pigment extraction from fungus for textile dyeing , 2012 .

[102]  J. Ma,et al.  Isochromans and Related Constituents from the Endophytic Fungus Annulohypoxylon truncatum of Zizania caduciflora and Their Anti-Inflammatory Effects. , 2017, Journal of natural products.

[103]  P. Bernstein,et al.  Factorial analysis of tricarboxylic acid cycle intermediates for optimization of zeaxanthin production from Flavobacterium multivorum , 2004, Journal of applied microbiology.

[104]  Laurent Dufossé,et al.  Microbial Production of Food Grade Pigments , 2006 .

[105]  M. Pagano,et al.  Fungal pigments: An overview , 2015 .

[106]  Xuehong Zhang,et al.  Coupled aminophilic reaction and directed metabolic channeling to red Monascus pigments by extractive fermentation in nonionic surfactant micelle aqueous solution , 2015 .

[107]  M. Cheng,et al.  Three new constituents from the fungus of Monascus purpureus and their anti-inflammatory activity , 2019, Phytochemistry Letters.

[108]  A. Brandelli,et al.  Pigment production by Monascus purpureus in grape waste using factorial design , 2008 .

[109]  Johanna Weiss,et al.  Handbook Of Natural Colorants , 2016 .

[110]  Yong-cheng Lin,et al.  Anthracenedione Derivatives as Anticancer Agents Isolated from Secondary Metabolites of the Mangrove Endophytic Fungi , 2010, Marine Drugs.

[111]  Narayanan Gokarneshan.  advances in textile printing , 2018 .

[112]  Yucheng Gu,et al.  Isochromanes from Aspergillus fumigatus, an endophytic fungus from Cordyceps sinensis , 2019, Natural product research.

[113]  Fungal anthraquinones , 2013, Applied Biochemistry and Microbiology.

[114]  Kevin W. Wellington.  Understanding cancer and the anticancer activities of naphthoquinones – a review , 2015 .

[115]  T. Sondergaard,et al.  Enhancing the Production of the Fungal Pigment Aurofusarin in Fusarium graminearum , 2018, Toxins.

[116]  A. Saravanakumar,et al.  Extraction and characterization of pigment from Sclerotinia sp. and its use in dyeing cotton , 2009 .

[117]  Jinho Jung,et al.  Investigation of Filamentous Fungi Producing Safe, Functional Water-Soluble Pigments , 2018, Mycobiology.

[118]  P. Proksch,et al.  Isochroman and isocoumarin derivatives from hypersaline lake sediment-derived fungus Penicillium sp. , 2015 .

[119]  C. Sung,et al.  Elimination of the mycotoxin citrinin production in the industrial important strain Monascus purpureus SM001. , 2010, Metabolic engineering.

[120]  Xuehong Zhang,et al.  Perstraction of intracellular pigments by submerged cultivation of Monascus in nonionic surfactant micelle aqueous solution , 2012, Applied Microbiology and Biotechnology.

[121]  Jennifer H. Wisecaver,et al.  The birth, evolution and death of metabolic gene clusters in fungi , 2018, Nature Reviews Microbiology.

[122]  Debkumar Chakraborty,et al.  Production and stability analysis of yellowish pink pigments from Rhodotorula rubra MTCC 1446 , 2008 .

[123]  Yang Chen,et al.  Penicilones A-D, Anti-MRSA Azaphilones from the Marine-Derived Fungus Penicillium janthinellum HK1-6. , 2017, Journal of natural products.

[124]  Y. Hsu,et al.  The blood lipid regulation of Monascus-produced monascin and ankaflavin via the suppression of low-density lipoprotein cholesterol assembly and stimulation of apolipoprotein A1 expression in the liver. , 2016, Journal of microbiology, immunology, and infection = Wei mian yu gan ran za zhi.