1,317
Views
8
CrossRef citations to date
0
Altmetric
Research Article

Effect of biotransformation by liver S9 enzymes on the mutagenicity and cytotoxicity of melanin extracted from Aspergillus nidulans

, , , , &
Pages 1014-1021 | Received 28 Apr 2015, Accepted 04 Sep 2015, Published online: 12 Oct 2015

References

  • Anda SS, Atena BC. 2015. Mycotoxin effects in agriculture: a review. A&K Rev. 1:1–11.
  • Araújo M, Viveiros R, Correia TR, Correia IJ, Bonifácio VD, Casimiro T, Aguiar-Ricardo A. 2014. Natural melanin: a potential pH-responsive drug release device. Int J Pharm. 469:140–145.
  • Avramidis N, Kourounakis A, Hadjipetrou L, Senchuk V. 1998. Anti-inflammatory and immunomodulating properties of grape melanin. Inhibitory effects on paw edema and adjuvant induced disease. Arzneimittelforschung 48:764–771.
  • Barile FA. 1994. Introduction to in vitro cytotoxicology: mechanisms and methods. Florida: CRC Press.
  • Bell AA, Wheeler MH. 1986. Biosynthesis and functions of fungal melanins. Annu Rev Phytopathol. 24:411.
  • Bernstein L, Kaldor J, Mccann J, Pike MC. 1982. An empirical approach to thestatistical analysis of mutagenesis data from the Salmonella test. Mutat Res. 97:267–281.
  • Borenfreund E, Puerner JA. 1985. Toxicity determined in vitro by morphological alterations and neutral red absorption. Toxicol Lett. 24:119–124.
  • Brandon EFA, Raap CD, Meijerman I, Beijnen JH, Schellens JH. 2003. An update on in vitro test methods in human hepatic drug biotransformation research: pros and cons. Toxicol Appl Pharmacol. 189:233–246.
  • Butler MJ, Day AW. 1998. Fungal melanins: a review. Can J Microbiol. 44:115.
  • Costa TG, Feldhaus MJ, Vilhena FS, Heller M, Micke GA, Oliveira AS, Brighente IMC, Monteiro FBF, Creczynski-PasaTB, Szpoganicz B. 2015. Preparation, characterization, cytotoxicity and antioxidant activity of DOPA melanin modified by amino acids: melanin-like oligomeric aggregates. J Braz Chem Soc. 26:273–281.
  • Cove DJ. 1966. The induction and repression of nitrate reductase in the fungus Aspergillus nidulans. Biochim Biophys Acta. 113:51–56.
  • Curvall M, Florin I, Jansson T. 1982. Mutagenicity of some indoles and related compounds in the Ames test. Toxicology. 23:1–10.
  • Dadachova E, Bryan RA, Huang X, Moadel T, Schweitzer AD, Aisen P, Nosanchuk JD, Casadevall A. 2007. Ionizing radiation changes the electronic properties of melanin and enhances the growth of melanized fungi. PLoS One 2:e457.
  • Eisenbrand G, Pool-Zobelb B, Bakerc V, Balls M, Blaauboer BJ, Boobis A, Carere A, Kevekordes S, Lhuguenot JC, Pieters R, et al. 2002. Methods of in vitro toxicology. Food Chem Toxicol. 40:193–236.
  • Eisenman HC, Casadevall A. 2012. Synthesis and assembly of fungal melanin. Appl Microbiol Biotechnol. 93:931–940.
  • Fujii K, Kurata H, Odashima S, Hatsuda Y. 1976. Tumor induction by a single subcutaneous injection of sterigmatocystin in newborn mice. Cancer Res. 36:1615–1618.
  • Gessler NN, Egorova AS, Belozerskaya TA. 2014. Melanin pigments of fungi under extreme environmental conditions (Review). Appl Biochem Microbiol. 50:125–134.
  • Gómez B, Nosanchuk JD. 2003. Melanin and fungi. Curr Opin Infect Dis. 16:91–96.
  • Gonçalves RCR, Kitagawa RR, Raddi MSG, Carlos IZ, Pombeiro-Sponchiado SR. 2013. Inhibition of nitric oxide and tumour necrosis factor-α production in peritoneal macrophages by Aspergillus nidulans melanin. Biol Pharm Bull. 36:1915–1920.
  • Gonçalves RCR, Lisboa HCF, Pombeiro-Sponchiado SR. 2012. Characterization of melanin pigment produced by Aspergillus nidulans. World J Microbiol Biotechnol. 28:1467–1474.
  • Gonçalves RCR, Pombeiro-Sponchiado SR. 2005. Antioxidant activity of the melanin pigment extracted from Aspergillus nidulans. Biol Pharm Bull. 28:1129–1131.
  • Harsanyi ZP, Post PW, Brinkmann JP, Chedekel MR, Deibel RM. 1980. Mutagenicity of melanin from human red hair. Experientia 36:291–292.
  • Kitagawa RR, Vilegas W, Varanda EA, Raddi MSG. 2015. Evaluation of mutagenicity and metabolism-mediated cytotoxicity of the naphthoquinone 5-methoxy-3, 4-dehydroxanthomegnin from Paepalanthus latipes. Rev Bras Farmacogn. 25:16–21.
  • Kouvelis VN, Wang C, Skrobek A, Pappas KM, Typas MA, Butt TM. 2011. Assessing cytotoxic and mutagenic effects of secondary metabolites produced by several fungal biological control agents with the AMES assay and the Vitotox® test. Mutat Res Genet Toxicol Environ Mutagen. 722:1–6.
  • Maron DM, Ames BN. 1983. Revised methods for the Salmonella mutagenicity test. Mutat Res. 113:173–215.
  • Mencher JR, Heim AH. 1962. Melanin biosynthesis by Streptomyces lavendulae. J Gen Microbiol. 28:665–670.
  • Miranda M, Ligas C, Amicarelli F, D’Alessandro E, Brisdelli F, Zarivi O, Poma A. 1997. Sister chromatid exchange (SCE) rates in human melanoma cells as an index of mutagenesis. Mutagenesis 12:233–236.
  • Montefiori DC, Zhou JY. 1991. Selective antiviral activity of synthetic soluble l-tyrosine and l-dopa melanins against human immunodeficiency virus in vitro. Antiviral Res. 15:11–25.
  • Mortelmans K, Zeiger E. 2000. The Ames Salmonella/microsome mutagenicity assay. Mutat Res. 455:29–60.
  • Munari CC, Alves JM, Bastos JK, Tavares DC. 2010. Evaluation of the genotoxic and antigenotoxic potential of Baccharis dracunculifolia extract on V79 cells by the comet assay. J Appl Toxicol. 30:22–28.
  • Pagano MC. 2015. Fungal pigments: an overview. In: Gupta VK, Sreenivasaprasa S, Mach RL, editors. Fungal bio-molecules: sources, applications and recent developments. New Jersey: John Wiley & Sons. p. 173–179.
  • Paim S, Linhares LF, Mangrich AS, Martin JP. 1990. Characterization of fungal melanins and soil humic acids by chemical analysis and infrared spectroscopy. Biol Fert Soils. 10:72–76.
  • Pal AK, Devarshi UG, Abhay RV. 2014. DOPA and DHN pathway orchestrate melanin synthesis in Aspergillus species. Med Mycol. 52:10–18.
  • Pombeiro SRC. 1991. Control of gene expression of the transport and metabolism of sources of nitrogen in Aspergillus nidulans: Influence of the concentration nitrite, of the pH and of the citrate presence [doctor thesis]. Ribeirão Preto: University of São Paulo.
  • Santos FV, Colus IMS, Silva MA, Vilegas W, Varanda EA. 2006. Assessmentof DNA damage induced by extracts and fractions of Strychnos pseudoquina, a Brazilian medicinal plant with antiulcerogenic activity. Food Chem Toxicol.. 44:1585–89.
  • Saraç N, Sen B. 2014. Antioxidant, mutagenic, antimutagenic activities, and phenolic compounds of Liquidambar orientalis Mill. var. orientalis. Ind Crops Prod. 53:60–64.
  • Sava VM, Galkin BN, Hong MY, Yang PC, Huang GS. 2001. A novel melanin-like pigment derived from black tea leaves with immuno-stimulating activity. Food Res Intern. 34:337–343.
  • Singaravelan N, Grishkan I, Beharav A, Wakamatsu K, Ito S, Nevo E. 2008. Adaptive melanin response of the soil fungus Aspergillus niger to UV radiation stress at “Evolution Canyon”, Mount Carmel, Israel, PLoS One. 3:e2993.
  • Slominski A, Zbytek B, Slominski R. 2009. Inhibitors of melanogenesis increase toxicity of cyclophosphamide and lymphocytes against melanoma cells. Int J Cancer. 124:1470–1477.
  • Solano F. 2014. Melanins: skin pigments and much more-types, structural models, biological functions, and formation routes. New J Sci. 1–28.
  • Testa B, Krämer SD. 2008. The biochemistry of drug metabolism – an introduction: part 4. reactions of conjugation and their enzymes. Chem Biodivers. 5:2171–2336.
  • Ukelis U, Kramer PJ, Olejniczak K, Mueller SO. 2008. Replacement of in vivo acute oral toxicity studies by in vitro cytotoxicity methods: opportunities, limits and regulatory status. Regul Toxicol Pharmacol. 1:108–118.
  • Varanda EA, Raddi MSG, Dias FL, Araújo MC, Gibran SC, Takahashi CS, Vilegas W. 1997. Mutagenic and cytotoxic activity of an isocoumarin (paepalantine) isolated from paepalanthus vellozioides. Teratog Carcinog Mutagen. 17:85–95.
  • Wogan GN, Househam KC, Hundt HK. 1992. Aflatoxins as risk factors for hepatocellular carcinoma in humans: aflatoxin exposure and its relationship to kwashiorkor in African children. Cancer Res. 52:2114s–2118s.
  • Xiaodong L, Lee J. 2007. The conduct of drug metabolism studies considered good practice (II): in vitro experiments. Curr Drug Metab. 8:822–829.
  • Yoshida EH, Ferraz MC, Tribuiani N, Tavares RVS, Cogo JC, Santos MG, Franco LM, Dal-Belo CA, Grandis RA, Resende FA, et al. 2015. Evaluation of the safety of three phenolic compounds from Dipteryx alata Vogel with antiophidian potential. Chin Med. 6:1–12.
  • Zeiger E, Haseman JK, Shelby MD, Margolin BH, Tennant RW. 1990. Evaluation of four in vitro genetic toxicity tests for predicting rodent carcinogenicity: confirmation of earlier results with 41 additional chemicals. Environ Mol Mutagen. 16:1–14.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.