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- Title
Biotransformation of p-Coumaric Acid (=(2E)-3-(4-Hydroxyphenyl)prop-2-enoic Acid) by Momordica charantia Peroxidase.
- Authors
Hai-Li Liu; Xue-Feng Huang; Xiang Wan; Ling-Yi Kong
- Abstract
LC/MS3-Guided biotransformation of p-coumaric acid (=(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid; CA) with H2O2/Momordica charantia peroxidase at pH 4;5.0 and 45° in the presence of acetone has resulted in the isolation of three CA trimers, triCA1 (1), triCA2 (trans-2), and triCA3 (cis-2), and seven CA dimers, diCA1–diCA7, i.e., 3–9, among which seven (triCA1–triCA3 and diCA1–diCA4) are new compounds and three (diCA5–diCA7) are known compounds. The structures were established by 2D-NMR such as HSQC, HMBC, and NOESY measurements. The possible mechanism for the formation of the products is also discussed (Schemes 1–3). This is the first time that the biotansformation of p-coumaric acid catalyzed by peroxidase in vitro was achieved. Compounds triCA3 (cis-2), diCA1 (3), diCA5 (7), and diCA7 (9) exhibit a stronger antioxidative activity than the parent CA.
- Subjects
BIOTRANSFORMATION (Metabolism); MOMORDICA charantia; METALLOENZYMES; PEROXIDASE
- Publication
Helvetica Chimica Acta, 2007, Vol 90, Issue 6, p1117
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.200790111