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Metabolic and Pharmacological Properties of Rutin, a Dietary Quercetin Glycoside, for Treatment of Inflammatory Bowel Disease

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Purpose

Orally administered rutin reportedly ameliorates 2,4,6-trinitrobenzene sulfonic acid (TNBS)-induced colitis of rats. We investigated the metabolic and pharmacological properties of rutin underlying the rutin-mediated amelioration of the rat colitis.

Methods

Apparent partition coefficients of rutin and its aglycone quercetin were compared. The biochemical/chemical stability of rutin was examined in the contents of various segments of gastrointestinal tracts of rats. Inflammatory indices were determined in the colitis rats after oral administration of rutin or rectal administration of quercetin. In human colon epithelial cells, the effect of quercetin on tumor necrosis factor-alpha (TNF-α)-induced nuclear factor kappa B (NFκB) activation was examined.

Results

The sugar residue in rutin greatly lowered the apparent partition coefficient and was rapidly deglycosylated to liberate quercetin in the cecal contents, whereas it was stable in the contents of the upper intestine. Not only oral administration of rutin but also rectal administration of quercetin remarkably ameliorated TNBS-induced colitis rats, indicating that quercetin liberated from rutin is therapeutically active. Furthermore, quercetin dose-dependently inhibited an inflammatory signal TNF-α-dependent NFκB activation.

Conclusions

Our data suggest that rutin acted as a quercetin deliverer to the large intestine and its anti-inflammatory action in TNBS-induced colitis rats may be through quercetin-mediated inhibition of TNF-α-induced NFκB activation.

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Abbreviations

DMSO:

dimethyl sulfoxide

HIF-1α:

hypoxia-inducible factor-1 alpha

IBD:

inflammatory bowel disease

NFDL:

NFκB-dependent luciferase

NFκB:

nuclear factor kappa B

TNBS:

2,4,6-trinitrobenzene sulfonic acid

5-ASA:

5-aminosalicylic acid

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Acknowledgment

This work was supported by a Pusan National University research grant.

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Authors and Affiliations

  1. Laboratory of Biomedicinal Chemistry, College of Pharmacy, Pusan National University, Jangjeon-Dong, Keumjung-Gu, Pusan, 609-735, Republic of Korea

    Heejung Kim & Yunjin Jung

  2. Urologic Oncology Branch, Center for Cancer Research, National Cancer Institute, Bethesda, Maryland, 20892, USA

    Hyesik Kong & Len Neckers

  3. Laboratory of Medicinal Chemistry, College of Pharmacy, Pusan National University, Busan, Republic of Korea

    Boim Choi, Youngwook Yang & Youngmi Kim

  4. Cell and Cancer Biology Branch, National Cancer Institute, Rockville, Maryland, 20850, USA

    Mi Jung Lim

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Correspondence to Yunjin Jung.

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Kim, H., Kong, H., Choi, B. et al. Metabolic and Pharmacological Properties of Rutin, a Dietary Quercetin Glycoside, for Treatment of Inflammatory Bowel Disease. Pharm Res 22, 1499–1509 (2005). https://doi.org/10.1007/s11095-005-6250-z

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