Bioactive Metabolites from Biotransformation of Paeonol by the White-Rot Basidiomycete Coriolus versicolor

Biotransformation of paeonol (1) with the white-rot basidiomycete Coriolus versicolor afforded two metabolites, 2,4-dihydroxyacetophenone (2) and 2,5-dihydroxy-4-methoxyacetophenone (3), which were identified by spectroscopic methods. Compound 3 showed higher antioxidative, antibacterial, antifungal activities than 1 or 2. The results demonstrate for the first time that C. versicolor has the capacities to catalyze hydroxylation and demethylation reactions on the aromatic compound.

[1]  Jin-Ming Gao,et al.  Microbial transformation of 3β-acetoxypregna-5,16-diene-20-one by Penicillium citrinum , 2011, Steroids.

[2]  Jin-Ming Gao,et al.  DPPH-Scavenging Activities and Structure-Activity Relationships of Phenolic Compounds , 2010, Natural product communications.

[3]  J. Zhu,et al.  Biotransformation of Paeonol and Emodin by Transgenic Crown Galls of Panax quinquefolium , 2010, Applied biochemistry and biotechnology.

[4]  Y. Konishi,et al.  Antifungal Activity of Alkaloids from the Seeds of Chimonanthus praecox , 2009, Chemistry & biodiversity.

[5]  Z. Ji,et al.  Isolation, structure elucidation and antibacterial activities of streptothricin acids , 2009, The Journal of Antibiotics.

[6]  Young Ho Kim,et al.  Amendment with peony root bark improves the biocontrol efficacy of Trichoderma harzianum against Rhizoctonia solani. , 2008, Journal of microbiology and biotechnology.

[7]  Hong-Yu Hu,et al.  [Study on chemical constituents of bark of Paeonia suffruticosa]. , 2006, Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.

[8]  Y. Ahn,et al.  Acaricidal activities of paeonol and benzoic acid from Paeonia suffruticosa root bark and monoterpenoids against Tyrophagus putrescentiae (Acari: Acaridae). , 2006, Pest management science.

[9]  Wei Li,et al.  Biotransformation of paeonol by Panax ginseng root and cell cultures , 2005 .

[10]  Yi Jing Zhang,et al.  Anxiolytic-like effect of paeonol in mice , 2005, Pharmacology Biochemistry and Behavior.

[11]  Hyun Pyo Kim,et al.  Antioxidative constituents from Paeonia lactiflora. , 2005, Archives of pharmacal research.

[12]  Sung Hoon Kim,et al.  Paeonol inhibits anaphylactic reaction by regulating histamine and TNF-alpha. , 2004, International Immunopharmacology.

[13]  T. Chou.  Anti‐inflammatory and analgesic effects of paeonol in carrageenan‐evoked thermal hyperalgesia , 2003, British journal of pharmacology.