Synthesis and SAR Studies of Neuritogenic Gentiside Derivatives
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- Wang Guangfa
- College of Pharmaceutical Sciences, Zhejiang University
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- Bian Linglin
- College of Pharmaceutical Sciences, Zhejiang University
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- Zhang Hui
- College of Pharmaceutical Sciences, Zhejiang University
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- Wang Yanhui
- College of Pharmaceutical Sciences, Zhejiang University
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- Gao Lijuan
- College of Pharmaceutical Sciences, Zhejiang University
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- Sun Kaiyue
- College of Pharmaceutical Sciences, Zhejiang University
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- Xiang Lan
- College of Pharmaceutical Sciences, Zhejiang University
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- Qi Jianhua
- College of Pharmaceutical Sciences, Zhejiang University
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Abstract
Tetradecyl 2,3-dihydroxybenzoate (ABG-001) has been designed and synthesised as a lead compound to treat Alzheimer’s disease, based on structure–activity relationships of gentisides. In this paper, the alkyl chain and ester linkage group of ABG-001 were modified. Consequently, several series of novel gentiside derivatives were designed and synthesised, and their neuritogenic activity was evaluated in PC12 cells. Among all the tested compounds, S-dodecyl 2,3-dihydroxybenzothioate (15d, named as ABG-199) was the most potent; the compound induced significant neurite outgrowth at 0.1 µM, which was comparable to that of nerve growth factor at the optimal concentration of 40 ng/mL and ABG-001 at 1 µM. A brief study on the mechanism of action of ABG-199 revealed that extracellular signal-regulated kinase phosphorylation was involved in ABG-199-induced neurite outgrowth in PC12 cells.
Journal
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- Chemical and Pharmaceutical Bulletin
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Chemical and Pharmaceutical Bulletin 64 (2), 161-170, 2016
The Pharmaceutical Society of Japan
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Details 詳細情報について
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- CRID
- 1390001204178150528
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- NII Article ID
- 130005121722
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- NII Book ID
- AA00602100
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- ISSN
- 13475223
- 00092363
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- NDL BIB ID
- 027063773
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- PubMed
- 26833444
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- PubMed
- CiNii Articles
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- Abstract License Flag
- Disallowed