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Synthesis, biological evaluation, and metabolic stability of chlorogenic acid derivatives possessing thiazole as potent inhibitors of alpha-MSH-stimulated melanogenesis
- Authors
- Jo, Hyeju; Zhou, Yuanyuan; Viji, Mayavan; Choi, Minho; Lim, Jae Young; Sim, Jaeuk; Rhee, Jeongtae; Kim, Youngsoo; Seo, Seung-Yong; Kim, Wun-Jae; Hong, Jin Tae; Lee, Heesoon; Lee, Kiho; Jung, Jae-Kyung
- Issue Date
- 1-Nov-2017
- Publisher
- PERGAMON-ELSEVIER SCIENCE LTD
- Keywords
- Chlorogenic acid (CGA); Melanogenesis; alpha-MSH; Caffeamide; Thiazole
- Citation
- BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, v.27, no.21, pp.4854 - 4857
- Indexed
- SCIE
SCOPUS
- Journal Title
- BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
- Volume
- 27
- Number
- 21
- Start Page
- 4854
- End Page
- 4857
- ISSN
- 0960-894X
- Abstract
- A series of catechol and dioxolane analogs containing thiazole CGA derivatives have been synthesized and evaluated for their inhibitory activity against alpha-MSH. The inhibitory activity was improved by replacing an alpha,beta-unsaturated carbonyl of previously reported caffeamides with thiazole motif. Surprisingly, compound 7d, one of the derivatives of dioxolane analogs, displayed the most potent inhibitory activity with an IC50 of 0.90 mu M. Further studies on metabolic stability and bioactivation potential were also accomplished. (C) 2017 Elsevier Ltd. All rights reserved.
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Related Researcher
- Lee, Ki ho
- College of Pharmacy (Department of Pharmaceutical Science)