Oligomers of Resveratrol and Ferulic Acid Prepared by Peroxidase-Catalyzed Oxidation and Their Protective Effects on Cardiac Injury

• Published in: Journal of agricultural and food chemistry Vol. 55; no. 19; pp. 7753 - 7757
• Main Authors: Yu, Bei-Bei, Han, Xiu-Zhen, Lou, Hong-Xiang
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 19.09.2007; Amer Chemical Soc
• Subjects: Agriculture; Agriculture, Multidisciplinary; Animals; antioxidant activity; antioxidants; Biobased Products; Bioconversions. Hemisynthesis; Biological and medical sciences; Biotechnology; Biotransformation; cardiac cell injury; cardioprotective effect; Cell Line; Chemistry; Chemistry, Applied; Coumaric Acids - chemistry; Coumaric Acids - metabolism; Coumaric Acids - pharmacology; doxorubicin; ferulic acid; Food industries; Food Science & Technology; free radical scavengers; Fruit - enzymology; Fundamental and applied biological sciences. Psychology; heart; Heart - drug effects; Heart Diseases - prevention & control; Life Sciences & Biomedicine; Methods. Procedures. Technologies; Momordica charantia; Momordica charantia - enzymology; Myocardium - cytology; oligomerization; oligomers; oxidation; Oxidation-Reduction; peroxidase; Peroxidase - metabolism; Physical Sciences; polymerization; Rats; resveratrol; Science & Technology; Stilbenes - chemistry; Stilbenes - metabolism; Stilbenes - pharmacology; toxicity; ferulic acid; peroxidase; resveratrol; Biotransformation; cardiac cell injury; biotransformation; peroxiclase; MOMORDICA-CHARANTIA PEROXIDASE; MEDICINAL-PLANTS; DERIVATIVES; Enzyme; Phenolic acid; Injury; Oligomer; Cinnamic acid(4-hydroxy 3-methoxy); Peroxidases; Resveratrol; Oxidation; Peroxidase; Oxidoreductases; Cell
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/jf0711486

Peroxidase extracted from Momordica charantia was used for the oligomerization of trans-resveratrol and ferulic acid on a preparative scale. One new heterocoupling oligomer, trans-3E-3-[(4-hydroxy-3-methoxyphenyl)methylene]-4-(3,5-dihydroxyphenyl)-5-(4-hydroxyphenyl)tetrahydro-2-franone (6), and six resveratrol dimers, leachianol G (1), restrytisol B (2), parthenostilbenins A (3) and B (5), 7-O-acetylated leachianol G (4), and resveratrol trans-dehydrodimer (8), and one known ferulic acid dehydrodimer, (3α,3aα,6α,6aα)tetrahydro-3,6-bis(4-hydroxy-3-methoxyphenyl)-1H,4H-furo[3,4-c]furan-1,4-dione (7) were obtained. Bioactive experiments showed that compounds 6–8 have strong free radical scavenging effects and also have protective effects on doxorubicin-induced cardiac cell injury when tested in vitro.