Isolation and structural elucidation of a novel brunnein-type antioxidant β-carboline alkaloid from Cyclocybe cylindracea

Isolation and structural elucidation of a novel brunnein-type antioxidant β-carboline alkaloid from Cyclocybe cylindracea
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DOI:
10.1016/j.fitote.2019.104180
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发表时间:
2019-09-01
期刊:
影响因子:
3.4
通讯作者:
Moricz, Agnes M.
Moricz, Agnes M.
中科院分区:
医学3区
文献类型:
--
作者:
Kruzselyi, Daniel;Vetter, Janos;Moricz, Agnes M.

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从栽培的担子菌蘑菇,黑白杨(Cyclocybe cylindracea)的冷冻干燥子实体的甲醇提取物中直接分离自由基清除剂,产生β-咔啉生物碱。通过电喷雾飞行时间质谱(ESI-TOF-MS/MS)、核磁共振谱(NMR)和圆二色谱(CD)等方法确定了其结构。该化合物被鉴定为褐皮素B的C1-S非对映体,显示出明确的自由基清除活性(EC 50 = 119.1 +/- 1.2 μ g/mL)。采用高效液相色谱-质谱联用技术测定子实体中活性成分的含量(36.2 +/- 2.8纳克/克干重)及其不同组织,如果皮(94.7 +/- 1.9纳克/克DW)、内帽(90.5 +/- 1.3纳克/克DW)、鳃(71.5 +/- 0.6纳克/克DW)和柄(162.2 +/- 1.7纳克/克DW)。它是一种以前没有报道的β-咔啉生物碱。
Effect-directed isolation of free radical scavengers from the methanol extract of the freeze-dried fruiting bodies of the cultivated basidiomycetous mushroom, black poplar (Cyclocybe cylindracea), yielded a beta-carboline alkaloid. Its structure was determined based on ESI-TOF-MS/MS, NMR and circular dichroism spectra by comparison with published data. The compound, identified as the C1-S diastereomer of brunnein B, exhibited explicit radical scavenging activity (EC50 = 119.1 +/- 1.2 mu g/mL). The quantity of the active component was determined with HPLC-MS in the fruiting body (36.2 +/- 2.8 ng/g DW, dry weight) and its different tissues such as peel (94.7 +/- 1.9 ng/g DW), inner cap (90.5 +/- 1.3 ng/g DW), gills (71.5 +/- 0.6 ng/g DW), and stipe (162.2 +/- 1.7 ng/g DW). It is a beta-carboline alkaloid that was not reported previously.