Eleven new angeloylated eudesmane sesquiterpenoids, dobinins D-N (, , , , , , and -), and four known compounds (, , , and ) were isolated from the roots of . A new oxidation product () was also obtained from dobinin H (). Their structures were elucidated by spectroscopic data and single-crystal X-ray diffraction analyses. Dobinins K-N (-) are the first examples of rearrangement noreudesmane analogue sesquiterpenoids with a unique 6/5-fused carbon skeleton. A putative biosynthetic pathway of compounds - is proposed. Compound exhibited significant antimalarial activity superior to artemisinin with the inhibition ratio of 59.1%, and compounds , , and exhibited moderate antimalarial activities against BY265RFP with inhibition ratios ranging from 14.5% to 18.5% at a dose of 30 mg/kg/day. In addition, the apoptosis of BY265RFP by the depolarization of mitochondrial membrane potential with striking ROS production, after parasitized erythrocyte lysis mediated by cytokines IL-12 and IFN-γ, may be a possible mechanism of antimalarial action of compound against BY265RFP.
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http://dx.doi.org/10.1021/acs.jnatprod.9b00761 | DOI Listing |
BMC Cardiovasc Disord
January 2025
Advanced Institute for Medical Sciences, Dalian Medical University, Dalian, 116044, China.
Background: The dried root of Inula helenium L., known as Inulae Radix in Mongolian medicine, is a widely used heat-clearing plant drug within the Asteraceae family. Alantolactone (ATL), a compound derived from Inulae Radix, is a sesquiterpene lactone with a range of biological activities.
View Article and Find Full Text PDFChem Biodivers
December 2024
Zhejiang University of Technology, College of Pharmaceutical Science, 18, Chaowang Rd., Xiacheng Dist., 310024, Hangzhou, CHINA.
A total of 34 sesquiterpene derivates were obtained from the flower of Inula japonica Thunb. Compounds 2, 14-34 were identified as sesquiterpene monomers, while the other 12 isolates (1, 3-13) were characterized as sesquiterpene dimers. Among them, japonicone Z (1), an present undescribed sesquiterpene dimer, and another undescribed monomer, japonicol A (2), were discovered.
View Article and Find Full Text PDFPhytochemistry
December 2024
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, 650201, China; University of Chinese Academy of Sciences, Beijing, 100049, China. Electronic address:
Two unprecedented sesquiterpene and monoterpene heterodimers and ten previously undescribed sesquiterpenoids, artemordosins A-L (1-12), as well as ten known sesquiterpenoids (13-22), were obtained from Artemisia ordosica. Their structures were elucidated based on comprehensive analyses of NMR, IR, HRESIMS, GIAO NMR calculations with DP4+ probability analysis, and ECD calculations. Notably, artemordosins A and B (1 and 2) were the first examples of cadinane-monoterpene dimers, and artemordosin A (1) was a cadinane-myrceane heterodimer with a 6/6/6/6 ring system formed by [4 + 2] cycloaddition, while artemordosin B (2) was a 4,5-seco-cadinane-artemisane dimer connected through a C-5-O-C-4' linkage.
View Article and Find Full Text PDFBioorg Chem
December 2024
Key Laboratory of Tropical Medicinal Resource Chemistry of Ministry of Education and Key Laboratory of Tropical Medicinal Plant Chemistry of Hainan Province, College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, China. Electronic address:
Increasing evidence underscores the pivotal role of tumor angiogenesis for tumorigenesis and tumor metastasis. Inhibiting the tumor angiogenesis process is a promising therapeutic approach for cancer. In order to search for natural angiogenic inhibitors, the chemical constitutes of a marine-derived fungus Eutypella sp.
View Article and Find Full Text PDFNat Prod Res
December 2024
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, People's Republic of China.
Two new sesquiterpene eudesmanolides, 5-hydroxy-eudesman-7(11)-en-8(12)-olide (), and 5-hydroxy-7(11)-en-8-oxo-eudesmane (), along with six known sesquiterpene eudesmanolides, were isolated from the leaves and twigs of Raeusch. The structures of these compounds were established basis on NMR and MS spectroscopic analyses. The cytotoxic activities of the isolated compounds were evaluated.
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