Format

Send to

Choose Destination
Molecules. 2018 Aug 14;23(8). pii: E2030. 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.

Author information

1
New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), Daegu 41061, Korea. kbhong@dgmif.re.kr.
2
New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), Daegu 41061, Korea. kdrlj237@dgmif.re.kr.
3
New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), Daegu 41061, Korea. kbky9872@dgmif.re.kr.
4
New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), Daegu 41061, Korea. sywoo@dgmif.re.kr.
5
New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), Daegu 41061, Korea. jhlee@dgmif.re.kr.
6
Central Research Laboratory, KOREA PHARMA Co. Ltd., jeyakgongdan 3-gil, Hyangnam-eup, Hwaseong-si, Gyeonggi-do 18622, Korea. seunghee.han@koreapharma.co.kr.
7
Research Center for Cell Fate Control, College of Pharmacy, Sookmyung Women's University, Seoul 03760, Korea. gbae@sm.ac.kr.
8
New Drug Development Center, Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), Daegu 41061, Korea. sskang@ewha.ac.kr.
9
College of Pharmacy and Graduate School of Pharmaceutical Sciences, Ewha Womans University, Seoul 03760, Korea. sskang@ewha.ac.kr.

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

PMID:
30110934
PMCID:
PMC6222789
DOI:
10.3390/molecules23082030
[Indexed for MEDLINE]
Free PMC Article

Supplemental Content

Full text links

Icon for Multidisciplinary Digital Publishing Institute (MDPI) Icon for PubMed Central
Loading ...
Support Center