Wu YN, Chen Y, Huang XS, Pan YH, Liu ZM, Yan T, Cao WH, She ZG α-Glucosidase Inhibitors: Diphenyl Ethers and Phenolic Bisabolane Sesquiterpenoids from the Mangrove Endophytic Fungus Aspergillus flavus QQSG-3 Marine Drugs16(9) (2018)
ID: 307 (1-9)
The structure was elucidated in this paper NCBI PubMed ID:30200400 Publication DOI:10.3390/md16090307 Journal NLM ID:101213729 Publisher: Basel, Switzerland: Molecular Diversity Preservation International Correspondence: Wu YN <wuyn3mail2.sysu.edu.cn>; Huang XS <huangxsh9mail.sysu.edu.cn>; Pan YH <pan16a126.com>; Chen Y <chenyan27mail2.sysu.edu.cn>; Yan T <yantaoscsio.ac.cn>; Cao WH <chromo163.com>; Liu ZM <liuzhaommail2.sysu.edu.cn>; She ZG <cesshzhgmail.sysu.edu.cn> Institutions: School of Chemistry, Sun Yat-Sen University, Guangzhou, China, South China Sea Bio-Resource Exploitation and Utilization Collaborative Innovation Center, School of Marine Sciences, Sun Yat-Sen University, Guangzhou, China, State Key Laboratory of Applied Microbiology, Southern China, Guangdong Institute of Microbiology, Guangzhou, China, CAS Key Laboratory of Tropical Marine Bio-Resources and Ecology, Guangdong Key Laboratory of Marine Materia, RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, Guangzhou, China
Two new diphenyl ethers (1 and 2) and four new phenolic bisabolane sesquiterpenoids (3-6), together with five known related derivatives, were isolated from the culture of the endophytic fungus Aspergillus flavus QQSG-3 obtained from a fresh branch of Kandelia obobata, which was collected from Huizhou city in the province of Guangdong, China. The structures of compounds 1-6 were determined by analyzing NMR and HRESIMS data. The absolute configurations of 5 and 6 were assigned by comparing their experimental ECD spectra with those reported for similar compounds in the literature. All isolates were evaluated for their -glucosidase inhibitory activity, of which compounds 3, 5, 10, and 11 showed strong inhibitory effects with IC50 values in the range of 1.5-4.5 M.
Abbott A, Holoubek C, Martin R Inhibition of Na+,K+-ATPase by the cardenolide 6'-O-(E-4-hydroxycinnamoyl) desglucouzarin Biochemical and Biophysical Research Communications251(1) (1998)
256-259
The structure was elucidated in this paper NCBI PubMed ID:9790942 Publication DOI:10.1006/bbrc.1998.9453 Journal NLM ID:0372516 Publisher: Academic Press Institutions: Department of Chemistry and Physics, Louisiana State University at Shreveport, Shreveport, US
Among the major cardenolides from the milkweed Asclepias asperula, 6'-O-(E-4-hydroxycinnamoyl) desglucouzarin has not been characterized biochemically. In this study, its binding affinity for a physiological receptor, porcine kidney Na+,K+-ATPase, was found to be lower than the other cardenolides in this plant. The order of affinities from highest to lowest was: uzarigenin (K(d) = 1.05 μM) = desglucouzarin (K(d) = 0.98 μM) > uzarin (K(d) = 4.0 μM) > 6'-O-(E-4-hydroxycinnamoyl) desglucouzarin (K(d) = 16 μM). The chemical attachment of the 4-hydroxycinnamoyl group to the 6'-carbon of desglucouzarin significantly inhibits binding. This agrees with predictions that a 5'-methyl group on cardenolides fits the receptor site optimally for the porcine kidney enzyme. The 4-hydroxycinnamic ester was also found to be fluorescent.
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mail2.sysu.edu.cn>; Huang XS <huangxsh9