Phenolic Constituents Isolated from the Twigs of Cinnamomum cassia and Their Potential Neuroprotective Effects
Autor: | Xiao-Jun Yao, Xin Liu, Ji Yang, Ping-Chuan Jiang, Tang-Gui Xie, Jing Fu, Guo-Yuan Zhu, Liang Liu, Zhi-Hong Jiang |
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Rok vydání: | 2018 |
Předmět: |
Stereochemistry
Pharmaceutical Science 01 natural sciences Neuroprotection Lignans Analytical Chemistry chemistry.chemical_compound 4-Butyrolactone Phenols Cassia Cell Line Tumor Drug Discovery Humans Moiety Cytotoxicity Pharmacology Cinnamyl alcohol biology Cytotoxins 010405 organic chemistry Organic Chemistry Cinnamomum aromaticum biology.organism_classification 0104 chemical sciences Benzopyran 010404 medicinal & biomolecular chemistry Neuroprotective Agents Complementary and alternative medicine chemistry Plant Bark Molecular Medicine Cinnamomum |
Zdroj: | Journal of Natural Products. 81:1333-1342 |
ISSN: | 1520-6025 0163-3864 |
DOI: | 10.1021/acs.jnatprod.7b00924 |
Popis: | Seven new α,β-diphenyl-γ-butyrolactones (1-7), three new lignans (8-10), five new neolignans (11-15), two new 1,3-biphenylpropanoids (16 and 17), and a new flavonol galactoside-lignan ester (18), together with 43 known compounds (19-61), were isolated from the twigs of Cinnamomum cassia. Their structures were elucidated by spectroscopic data analysis as well as chemical methods. The α,β-diphenyl-γ-butyrolactones are a class of unique natural compounds that have only been isolated from C. cassia. Compounds 11 and 12 are rare examples of neolignans possessing a 1,2-dioxetane moiety. Compound 13 is a new oxyneolignan possessing a unique C-9-O-C-9' linkage between the benzopyran and cinnamyl alcohol moieties. Compound 15 is the first example of a natural neolignan possessing a 2-styryl-3-phenyltetrahydrofuran skeleton. The isolated compounds were evaluated for their neuroprotective activities against tunicamycin-induced cytotoxicity in SH-SY5Y cells. Compounds 3, 5, 10, 11, 12, 20, 36, and 56 showed statistically significant neuroprotective activity with EC |
Databáze: | OpenAIRE |
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