Biotransformation of naringin by human intestinal flora

doi:10.5246/jcps.2013.04.047

Abstract

Abstract: Naringin (1), the highest-content flavanone glycoside in sour oranges, was incubated with human intestinal flora, and four biotransformation products (2-5) were obtained from the incubated mixture by chromatographic methods. The chemical structures of the four products were elucidated as naringin-6"-acetate (2), naringenin (3), phloretic acid (4), and phloroglucinol (5) on the basis of their spectroscopic data. Naringin-6"-acetate was specifically formed by acetylation at C6-OH of glucosyl group of 1. The result obtained in the present research could account for the lower bioavailability of 1 after oral administration, suggesting that some biological properties of 1 in vivo may be mediated by its intestinal flora converted product 3. The biotransformation of 1 by intestinal flora leading to their systemic absorption deserves further attention and may provide valuable insights into pre-systemic drug metabolism, delivery or toxicity.

Key words: Naringin, Naringenin, Naringin-6"-acetate, Biotransformation, Human intestinal flora

CLC Number:

R284

Supporting:

Li Ran, Shuai Wu, Wei Xu, Youbo Zhang, Xiuwei Yang^*. Biotransformation of naringin by human intestinal flora[J]. , DOI: 10.5246/jcps.2013.04.047.

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