Affiliation:
1. Tianjin Key Laboratory of TCM Chemistry and Analysis, Tianjin University of Traditional Chinese Medicine, West Area, Tuanbo New Town, Jinghai District, Tianjin,
China
2. Institute of TCM, Tianjin University of Traditional Chinese Medicine, West Area, Tuanbo New Town, Jinghai District, Tianjin, China
Abstract
AbstractThe flavonoid constituents of Aesculus wilsonii, a source of the Chinese medicinal drug Suo Luo Zi, and their in vitro anti-inflammatory effects were investigated. Fifteen
flavonoids, including aeswilflavonosides IA-IC (1 – 3) and aeswilflavonosides IIA-IIE (4 – 8), along with seven known derivatives were isolated from a seed
extract. Their structures were elucidated by extensive spectroscopic methods, acid and alkaline hydrolysis, and calculated electronic circular dichroism spectra. Among them, compounds
3 and 7 possess a 5-[2-(carboxymethyl)-5-oxocyclopent-yl]pent-3-enylate or oleuropeoylate substituent, respectively, which are rarely reported in flavonoids. Compounds 2,
3, 7, and 12 – 15 were found to inhibit lipopolysaccharide-induced nitric oxide production in RAW 264.7 cell lines. In a mechanistic assay, the flavonoid glycosides 2,
3, and 7 reduced the expressions of interleukin-6 and tumor necrosis factor-alpha induced by lipopolysaccharide. Further investigations suggest that 2 and 3
downregulated the protein expression of tumor necrosis factor-alpha and interleukin-6 by inhibiting the phosphorylation of p38. Compound 7 was found to reduce the production of
inducible nitric oxide synthase, and the secretion of tumor necrosis factor-alpha and interleukin-6 through inhibiting nuclear factor kappa-light-chain-enhancer of activated B signaling
pathway. Compounds 2, 3, and 7 possessed moderate inhibitory activity on the expression of signal transducer and activator of transcription-3. Taken together, the data indicate
that the flavonoid glycosides of A. wilsonii seeds exhibit nitric oxide release inhibitory activity through mitogen-activated protein kinase (p38), nuclear factor
kappa-light-chain-enhancer of activated B, and signal transducer and activator of transcription-3 cross-talk signaling pathways.
Funder
Ministry of Science and Technology of the People's Republic of China
Tianjin Science and Technology Committee
Subject
Organic Chemistry,Complementary and alternative medicine,Drug Discovery,Pharmaceutical Science,Pharmacology,Molecular Medicine,Analytical Chemistry
Cited by
2 articles.
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