CF3-substituted mollugin 2-(4-morpholinyl)-ethyl ester as a potential anti-inflammatory agent with improved aqueous solubility and metabolic stability

Ki Bum Hong; Darong Kim; Bo Kyung Kim; Seo Yeon Woo; Ji Hoon Lee; Seung Hee Han; Gyu Un Bae; Soosung Kang

doi:10.3390/molecules23082030

CF₃-substituted mollugin 2-(4-morpholinyl)-ethyl ester as a potential anti-inflammatory agent with improved aqueous solubility and metabolic stability

Ki Bum Hong, Darong Kim, Bo Kyung Kim, Seo Yeon Woo, Ji Hoon Lee, Seung Hee Han, Gyu Un Bae, Soosung Kang

Department of Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

Although mollugin, the main ingredient of the oriental medicinal herb Rubia cordifolia, has considerable anti-inflammatory effects, it has poor aqueous solubility as well as poor metabolic and plasma stability. To overcome these shortfalls, various mollugin derivatives have been synthesized and evaluated for their ability to inhibit U937 monocyte cell adhesion to HT-29 colonic epithelial cells in TNF-α- or IL-6-induced models of colon inflammation. The 2-(4-morpholinyl)-ethyl ester of CF₃-substituted mollugin (compound 15c) showed good water solubility, improved metabolic and plasma stability, and greater inhibitory activity than mesalazine in both the TNF-α- and IL-6-induced colonic epithelial cell adhesion assays, suggesting that 15c is a potential anti-inflammatory agent.

Original language	English
Article number	2030
Journal	Molecules
Volume	23
Issue number	8
DOIs	https://doi.org/10.3390/molecules23082030
State	Published - 14 Aug 2018

Bibliographical note

Publisher Copyright:
© 2018 by the authors.

Keywords

ADME
Inflammatory bowel disease
Mollugin
Solubility

Access to Document

10.3390/molecules23082030

Cite this

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title = "CF3-substituted mollugin 2-(4-morpholinyl)-ethyl ester as a potential anti-inflammatory agent with improved aqueous solubility and metabolic stability",

abstract = "Although mollugin, the main ingredient of the oriental medicinal herb Rubia cordifolia, has considerable anti-inflammatory effects, it has poor aqueous solubility as well as poor metabolic and plasma stability. To overcome these shortfalls, various mollugin derivatives have been synthesized and evaluated for their ability to inhibit U937 monocyte cell adhesion to HT-29 colonic epithelial cells in TNF-α- or IL-6-induced models of colon inflammation. The 2-(4-morpholinyl)-ethyl ester of CF3-substituted mollugin (compound 15c) showed good water solubility, improved metabolic and plasma stability, and greater inhibitory activity than mesalazine in both the TNF-α- and IL-6-induced colonic epithelial cell adhesion assays, suggesting that 15c is a potential anti-inflammatory agent.",

keywords = "ADME, Inflammatory bowel disease, Mollugin, Solubility",

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T1 - CF3-substituted mollugin 2-(4-morpholinyl)-ethyl ester as a potential anti-inflammatory agent with improved aqueous solubility and metabolic stability

AU - Hong, Ki Bum

AU - Kim, Darong

AU - Kim, Bo Kyung

AU - Woo, Seo Yeon

AU - Lee, Ji Hoon

AU - Han, Seung Hee

AU - Bae, Gyu Un

AU - Kang, Soosung

PY - 2018/8/14

Y1 - 2018/8/14

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AB - Although mollugin, the main ingredient of the oriental medicinal herb Rubia cordifolia, has considerable anti-inflammatory effects, it has poor aqueous solubility as well as poor metabolic and plasma stability. To overcome these shortfalls, various mollugin derivatives have been synthesized and evaluated for their ability to inhibit U937 monocyte cell adhesion to HT-29 colonic epithelial cells in TNF-α- or IL-6-induced models of colon inflammation. The 2-(4-morpholinyl)-ethyl ester of CF3-substituted mollugin (compound 15c) showed good water solubility, improved metabolic and plasma stability, and greater inhibitory activity than mesalazine in both the TNF-α- and IL-6-induced colonic epithelial cell adhesion assays, suggesting that 15c is a potential anti-inflammatory agent.

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KW - Inflammatory bowel disease

KW - Mollugin

KW - Solubility

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