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从地钱素到红色素的串联真菌发酵-生物转化过程。

Sequential fungal fermentation-biotransformation process to produce a red pigment from sclerotiorin.

机构信息

Faculdade de Farmácia, Universidade Federal de Minas Gerais, Belo Horizonte, Brazil; Departamento de Química, Universidade Federal de Minas Gerais, Belo Horizonte, Brazil.

Departamento de Química, Universidade Federal de Minas Gerais, Belo Horizonte, Brazil.

出版信息

Food Chem. 2016 Nov 1;210:355-61. doi: 10.1016/j.foodchem.2016.04.057. Epub 2016 Apr 26.

Abstract

The fungus Penicillium sclerotiorum produces sclerotiorin, an orange compound closely related to the useful food coloring pigments produced by Monascus species. The high productivity, together with several biological activities reported for sclerotiorin highlights its potential application in food industry. In this work, sclerotiorin was obtained as the major metabolite produced in liquid fermentation by P. sclerotiorum standing for 30% of the fungal dry extract. Modulation of sclerotiorin color was accomplished by biotransformation using Beauveria bassiana generating a red derivative with 13.8% yield. Color modification was caused by fungal-mediated substitution of oxygen by nitrogen in the pyrone ring changing the molecule's chromophore. A derivative, 1-methyl sclerotiorin was synthesized from sclerotiorin using diazomethane and fed to B. bassiana. In this case, substituent at C-1 avoided heteroatom substitution. Sclerotiorin derivatives obtained in the present show the great potential of sclerotiorin derivatives as food colorants.

摘要

真菌棒孢霉产生的菌核侧耳素是一种橙色化合物,与红曲属产生的有用食用色素密切相关。菌核侧耳素具有较高的生产力,并且具有多种已报道的生物活性,这突出了其在食品工业中的潜在应用。在这项工作中,菌核侧耳素是通过 30%的真菌干提取物的液体发酵获得的主要代谢产物。利用球孢白僵菌进行生物转化可以调节菌核侧耳素的颜色,生成一种红色衍生物,产率为 13.8%。颜色修饰是由真菌介导的在吡喃酮环中用氮取代氧引起的,从而改变了分子的生色团。使用重氮甲烷从菌核侧耳素合成了 1-甲基菌核侧耳素,并将其喂食给球孢白僵菌。在这种情况下,C-1 上的取代基避免了杂原子取代。本研究获得的菌核侧耳素衍生物表明,菌核侧耳素衍生物作为食用色素具有巨大的潜力。

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