Study on the Preparation and Chemical Structure Characterization of Melanin from Boletus griseus

• Published in: International journal of molecular sciences Vol. 19; no. 12; p. 3736
• Main Authors: Liu, Qiuming, Xiao, Junjiang, Liu, Bingtong, Zhuang, Yongliang, Sun, Liping
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 23.11.2018; MDPI
• Subjects: Chromatography; Fourier transforms; Fungi; Hydrocarbons; Mass spectrometry; Nitrogen; NMR; Nuclear magnetic resonance; Phenols; Scientific imaging; mass spectrometry; chemical structure; melanin; Boletus griseus
• ISSN: 1422-0067; 1661-6596; 1422-0067
• DOI: 10.3390/ijms19123736

In this study, melanin (BgM) was obtained from Boletus griseus. The chemical composition and structure of BgM were characterized by UV-visible absorption spectrum, Fourier transform infrared spectrum, elemental analysis, nuclear magnetic resonance, pyrolysis gas chromatography mass spectrometry, and ultra-performance liquid chromatography–high resolution mass spectrometry. The percentage contents of C, H, N, S and O elements were 56.38%, 5.86%, 6.17%, 2.44%, and 28.04%, and the S/N and C/N ratios were 0.17 and 10.66, respectively. The UV-vis spectrum of BgM showed a maximum absorption peak at 214 nm. Characteristic absorption peaks were observed at 3426, 1600 and 1105 cm−1, and BgM contained phenolic hydroxyl, amidogen, carbonyl, methylene, and methyl groups. Moreover, BgM is an eumelanin, and its main skeleton has both a benzene ring and an indole, and the branched chain mainly consists of alkanes, alcohols, and fatty acids. BgM was hydrolyzed by H2O2 and four compounds were tentatively analyzed from the UPLC-MS/MS profile. The chemical structure of BgM was characterized as 5,6-dihydroxyindole eumelanin, and the condensed molecular formula is [C28(OR1)4(OR2)3H11O6N4]n.