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丝状真菌对拉帕醇的生物转化产生了生物活性醌衍生物和受拉帕醇刺激的次生代谢产物。

Lapachol biotransformation by filamentous fungi yields bioactive quinone derivatives and lapachol-stimulated secondary metabolites.

作者信息

Barbosa Coitinho Luciana, Fumagalli Fernando, da Rosa-Garzon Nathália Gonsales, da Silva Emery Flavio, Cabral Hamilton

机构信息

a School of Pharmaceutical Sciences of Ribeirao Preto , University of São Paulo , Ribeirão Preto , Brazil.

出版信息

Prep Biochem Biotechnol. 2019;49(5):459-463. doi: 10.1080/10826068.2019.1591991. Epub 2019 Mar 21.

DOI:10.1080/10826068.2019.1591991
PMID:30896339
Abstract

Lapachol is a natural naphthoquinone with a range of biological effects, including anticancer activity. Microbial transformations of lapachol can lead to the formation of new biologically active compounds. In addition, fungi can produce secondary metabolites that are also important for drug discovery. The goal of this study was to evaluate the ability of filamentous fungi to biotransform lapachol into biologically active compounds and identify secondary metabolites produced in the presence of lapachol. Seven out of nine strains of filamentous fungi tested exhibited the ability to biotransform or biodegrade lapachol. The bioactive derivatives norlapachol and isolapachol were identified among biotransformation products. Moreover, lapachol stimulated the production of pyrrolo-[1,2-] pyrazine-1,4-dione, hexahydro-3-(2-methylpropyl) and phenol-2,4-bis-(1,1-dimethylethyl), secondary metabolites already known to have antimicrobial and antioxidant activities. These results open the perspective of using these strains of filamentous fungi for lapachol biotransformation and efficient production of several biologically active compounds.

摘要

拉帕醇是一种具有多种生物学效应的天然萘醌,包括抗癌活性。拉帕醇的微生物转化可导致形成新的生物活性化合物。此外,真菌可产生对药物发现也很重要的次级代谢产物。本研究的目的是评估丝状真菌将拉帕醇生物转化为生物活性化合物的能力,并鉴定在拉帕醇存在下产生的次级代谢产物。在所测试的9株丝状真菌中,有7株表现出生物转化或生物降解拉帕醇的能力。在生物转化产物中鉴定出了生物活性衍生物去甲拉帕醇和异拉帕醇。此外,拉帕醇刺激了吡咯并-[1,2-]吡嗪-1,4-二酮、六氢-3-(2-甲基丙基)和苯酚-2,4-双-(1,1-二甲基乙基)的产生,这些次级代谢产物已知具有抗菌和抗氧化活性。这些结果为利用这些丝状真菌菌株进行拉帕醇生物转化和高效生产多种生物活性化合物开辟了前景。

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Lapachol biotransformation by filamentous fungi yields bioactive quinone derivatives and lapachol-stimulated secondary metabolites.丝状真菌对拉帕醇的生物转化产生了生物活性醌衍生物和受拉帕醇刺激的次生代谢产物。
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