Two new eremophilane-type sesquiterpenoids, sagittacins F and G (1 and 2), together with one known isomer of sagittacin F (3) were isolated from the leaves and stems of Ligularia sagitta. Their structures were elucidated by interpretation of spectroscopic data and the absolute configurations of 1 and 3 were determined by X-ray spectroscopy. Compound 1 belongs to a rare class of eremophilane-type sesquiterpenoid featuring an α-oriented hydroxy group at C-1. A nitric oxide (NO) production inhibitory assay was applied to evaluate their anti-inflammatory activities by using LPS-induced RAW 264.7 cells. Compounds 2 and 3 exhibited modest NO production inhibitions with IC values of 45.15±2.72 and 49.83±2.34 μM, respectively.
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http://dx.doi.org/10.1002/cbdv.202200762 | DOI Listing |
J Agric Food Chem
December 2024
State Key Laboratory of Bioreactor Engineering, East China University of Science of Technology, Shanghai 200237, China.
Terpenoids derived from phytopathogenic fungi are major participants in interactions among microorganisms, plants, and animals. The modifications catalyzed by cytochrome P450s significantly influence the structural and bioactivity diversity of the terpenoids. To conduct genome mining of P450s in pathogenic fungi, in this study, we developed a new software called atural roducts iloring Enzymes enome ining (NPtagM).
View Article and Find Full Text PDFChin J Nat Med
November 2024
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, China. Electronic address:
A phytochemical investigation of the whole plant of Parasenecio rubescens (S. Moore) Y. L.
View Article and Find Full Text PDFChem Biodivers
November 2024
Research Center for Traditional Chinese Medicine Resources and Ethnic Minority Medicine, Jiangxi University of Chinese Medicine, Nanchang, 330004, PR China.
As a part of systematic research, an ongoing phytochemical investigation of the sesquiterpenoid-containing fraction led to the isolation of five new sesquiterpenoids from the peeled stems of Syringa pinnatifolia, including two pairs of enantiomeric humulane-type (±)-alashanoids A and B (1 and 2) and one eremophilane-type alashanoid C (3). These structures were elucidated by the analysis of extensive spectroscopic data, including ESI-MS and 1D and 2D NMR, and the absolute configuration was determined by comparing its experimental and calculated electronic circular dichroism and calculated NMR. These isolates exhibited moderate in vitro cardioprotective effects against oxidative injuries in H9c2 cells.
View Article and Find Full Text PDFFitoterapia
June 2024
Chengdu Institute of Biology, Chinese Academy of Sciences, Chengdu 610041, PR China. Electronic address:
Eleven new highly oxygenated eremophilane-type sesquiterpenoids were isolated from the whole plant of Synotis solidaginea, including two pairs of C-8 S/R epimers. The structures of the new compounds were elucidated on the basis of detailed spectroscopic analysis and the absolute configurations of 1 and 9 were confirmed by single-crystal X-ray crystallography using Cu Kα radiation. All the isolates were tested for the inhibition of LPS-stimulated NO production in macrophage-like mouse monocytic leukemia RAW264.
View Article and Find Full Text PDFFitoterapia
June 2024
School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China; The Engineering and Technology Center for Chinese Medicine Development of Henan Province, Zhengzhou 450046, China; Collaborative Innovation Center for Chinese Medicine and Respiratory Diseases Co-Construction by Henan province & Education Ministry of P. R. China, Zhengzhou 450046, China. Electronic address:
Five undescribed eremophilane-type sesquiterpenes, remophilanetriols E-I (1-5), along with seven known compounds (6-12) were isolated from the fresh roots of Rehmannia glutinosa. Their structures were characterized by extensive spectroscopic data analysis and their absolute configurations were determined by comparing their calculated electronic circular dichroism (ECD) spectra and experimental ECD spectra. The anti-pulmonary fibrosis activities of all compounds were evaluated in vitro by MTT methods, and compounds 2, 8, 10, and 12 exhibited excellent anti-pulmonary fibrosis activities.
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