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灰树花黑色素的制备及化学结构表征研究。

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

机构信息

Yunnan Institute of Food Safety, Kunming University of Science and Technology, No. 727 South Jingming Road, Kunming 650500, China.

出版信息

Int J Mol Sci. 2018 Nov 23;19(12):3736. doi: 10.3390/ijms19123736.

Abstract

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, 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 [C(OR₁)₄(OR₂)₃HO₆N₄].

摘要

在这项研究中,从灰花纹鹅膏中提取了黑色素(BgM)。通过紫外-可见吸收光谱、傅里叶变换红外光谱、元素分析、核磁共振、热裂解气相色谱-质谱联用和超高效液相色谱-高分辨质谱对 BgM 的化学组成和结构进行了表征。C、H、N、S 和 O 元素的百分含量分别为 56.38%、5.86%、6.17%、2.44%和 28.04%,S/N 和 C/N 比分别为 0.17 和 10.66。BgM 的紫外-可见光谱在 214nm 处有最大吸收峰。在 3426、1600 和 1105cm 处观察到特征吸收峰,BgM 含有酚羟基、酰胺基、羰基、亚甲基和甲基。此外,BgM 是一种真黑色素,其主要骨架既有苯环又有吲哚,支链主要由烷烃、醇和脂肪酸组成。BgM 被 H₂O₂水解,从 UPLC-MS/MS 图谱中初步分析了四种化合物。BgM 的化学结构被表征为 5,6-二羟基吲哚真黑色素,缩合的分子式为 [C(OR₁)₄(OR₂)₃HO₆N₄]。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4b82/6320795/b9c7e87527a7/ijms-19-03736-g001.jpg

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