A chemical investigation on the fruiting bodies of led to the isolation and identification of 28 lanostane triterpenoids including 11 new compounds () and 17 known analogues (). Their structures were elucidated by extensive one-dimensional NMR, two-dimensional NMR, and MS spectra. All isolates were tested for their anti-inflammatory activity, protein tyrosine phosphatase 1B (PTP1B) inhibitory activity , and effect on glucose uptake in insulin-resistant HepG2 cells. Compounds , , , , and inhibited the nitric oxide released from the LPS-induced RAW 264.7 cell assay with IC values in the range of 21.4-27.2 μM. Compounds , , , and showed strong PTP1B inhibitory activity with IC values in the range of 20.5-29.9 μM, comparable to that of the positive control of oleanolic acid (15.0 μM). Compounds and were confirmed to be good competitive inhibitors of PTP1B by kinetic analysis. In addition, compounds , , and were found to stimulate glucose uptake in the insulin-resistant HepG2 cells in the dose from 6.25 to 100 μM. These findings indicated the potential of in the development of functional food or medicine for the prevention and treatment of diabetes.
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http://dx.doi.org/10.1021/acs.jafc.0c04460 | DOI Listing |
J Nat Prod
December 2024
State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Medical University, Guiyang 550014, China.
-Terphenyl compounds are known to possess a diverse range of biological activities, making the synthesis of novel -terphenyl derivatives a significant research objective. In this study, we report the first synthesis of nocarterphenyl A (), characterized by a thiazole-fused -terphenyl framework. Furthermore, we synthesized 18 additional analogs, including the naturally occurring compound 5-methoxy-4,7-bis(4-methoxyphenyl)benzo[]thiazol-6-ol (), employing a similar synthetic approach.
View Article and Find Full Text PDFInt J Mol Sci
November 2024
Department of Chemistry, College of Science, Engineering and Technology, University of South Africa, Private Bag X06, Florida 1710, South Africa.
The prevalence of small multi-target drugs containing a fluorinated aromatic moiety among approved drugs in the market is due to the unique properties of this halogen atom. With the aim to develop potent antidiabetic agents, a series of phenylsulfonic esters based on the conjugation of the 5-substituted 2-hydroxy-3-nitroacetophenones - with phenylsulfonyl chloride derivatives substituted with a fluorine atom or fluorine-containing (-CF or -OCF) group were prepared. Their structures were characterized using a combination of spectroscopic techniques complemented with a single-crystal X-ray diffraction (XRD) analysis on a representative example.
View Article and Find Full Text PDFChin J Nat Med
November 2024
Key Laboratory of Functional Molecules Analysis and Biotransformation of Universities in Yunnan Province, Yunnan Characteristic Plant Extraction Laboratory, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China; College of Traditional Chinese Medicine, Yunnan University of Chinese Medicine, Kunming 650500, China. Electronic address:
Three novel, highly oxygenated polyketides, multioketides A-C (1-3), and three previously described multioxidized aromatic polyketides (4-6), were isolated from an endophytic Penicillium sp. YUD17006 associated with Gastrodia elata. Their chemical structures were elucidated using extensive spectroscopic data, electronic circular dichroism calculations, and single X-ray diffraction analysis.
View Article and Find Full Text PDFEur J Med Chem
December 2024
State Key Laboratory of Functions and Applications of Medicinal Plants, Guizhou Provincial Key Laboratory of Pharmaceutics, Guizhou Medical University, Guiyang, China. Electronic address:
A library of 4-Hydroxy Pd-C-Ⅲ derivatives (5a-5p and 8a-8h) as α-glucosidase inhibitors was prepared and the activity of these compounds against α-glucosidase was evaluated. The outcomes displayed that most of the derivatives had moderate to potent α-glucosidase inhibition with IC values ranging from 66.3 ± 2.
View Article and Find Full Text PDFNutrients
August 2024
Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea.
As part of our ongoing research on new anti-diabetic compounds from ethnopharmacologically consumed plants, two previously undescribed lupane-type triterpenoids ( and ) with dicarboxylic groups, an undescribed nor-taraxastane-type triterpenoid (), and 14 known compounds (-) were isolated from the leaves of . Extensive spectroscopic analysis (IR, HRESIMS, 1D, and 2D NMR) was used for structure elucidation, while the known compounds were compared to reference data reported in the scientific literature. All the isolates (-) were evaluated for their inhibitory effects on the protein tyrosine phosphatase 1B (PTP1B) enzyme.
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