Three new clerodane-type diterpene glycosides, (5R,6S,8R,9S,10R)-6-O-[β-D-glucopyranosyl-(1 → 4)-α-L-rhamnopyranosyl]cleroda-3,13(16),14-diene (1), (5R,6S,8R,9S,10R,13S)-6-O-[β-D-glucopyranosyl-(1 → 4)-α-L-rhamnopyranosyl]-2-ox-oneocleroda-3,13-dien-15-ol (2), (5R,6S,8R,9S,10R)-6-O-[β-D-glucopyranosyl-(1 → 4)-α-L-rhamnopyranosyl]-(13E)-2-oxoneocleroda-3,14-dien-13-ol (3), together with two known compounds 4 and 5 were isolated from Dicranopteris pedata. The structures of these compounds were elucidated by detailed spectroscopic analysis, and the absolute configuration of compound 2 was determined by ECD calculations. In addition, compound 1 exhibited weak inhibitory activities against SMMC-7721, MCF-7 and SW480.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8390628 | PMC |
| http://dx.doi.org/10.1007/s13659-021-00315-y | DOI Listing |
Publication Analysis
Top Keywords
Similar Publications
Butanolides and clerodane diterpenes from the twigs of Casearia grewiifolia and their effects on adiponectin secretion.
Bioorg Chem
December 2024
Natural Product Research Institute and Research Institute of Pharmaceutical Sciences, College of Pharmacy, Seoul National University, Seoul 08826, Republic of Korea. Electronic address:
Three butanolides derivatives, grewiifolides A-C, and nine clerodane diterpenes, grewiifolins M-U, as well as a known sterol were isolated from the twigs of Casearia grewiifolia. The chemical structures and configurations of all isolates were established by various spectroscopic means and chemical derivatization. In a cell-based phenotypic assay using the adipogenesis model of human bone marrow mesenchymal stem cells (hBM-MSCs), grewiifolide B significantly promoted adiponectin-secretion with EC value of 24.
View Article and Find Full Text PDFThree Undescribed Furanoditerpenoids from the Tinospora crispa that Inhibit NO Production.
Chem Biodivers
December 2024
Institute of Marine Biochemistry, VAST, 18 Hoang Quoc Viet, Cau Giay, Hanoi, 10072, Vietnam.
Phytochemical study on the methanol extract of the stems of Tinospora crispa (L.) Hook.f.
View Article and Find Full Text PDFPinuseldarone, a Clerodane-Type Diterpene from Needles and Phytochemicals as Novel Agents for Regulating Brown Adipogenesis and Thermogenesis.
J Nat Prod
January 2024
School of Pharmacy, Sungkyunkwan University, Suwon 16419, Republic of Korea.
Phytochemical investigation of the MeOH extract of needles led to the isolation and identification of a new clerodane-type diterpene, pinuseldarone (), along with a known flavonoid, 5,4'-dihydroxy-3,7,8-trimethoxy-6-C-methylflavone (), through HPLC purification. The structure of the new compound was elucidated using spectroscopic methods, including 1D and 2D NMR, as well as HRESIMS. Its absolute configuration was established through NOESY analysis and computational methods, including electronic circular dichroism (ECD) calculations and gauge-including atomic orbital NMR chemical shift calculations, followed by DP4+ probability analysis.
View Article and Find Full Text PDFStereochemical assignment of clerodane-type diterpenes from the fruits of Casearia grewiifolia and their ability to inhibit PCSK9 expression.
Phytochemistry
December 2023
College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul 08826, Republic of Korea. Electronic address:
More than 20 natural products have been reported to modulate PCSK9-mediated cholesterol regulation, and small-molecule-derived proprotein convertase subtilisin/kexin type 9 (PCSK9) inhibitors continue to be developed and identified. Here, twelve undescribed clerodane-type diterpenes (1-9 and 12-14) and two known compounds were isolated from the chloroform-soluble extract of the dried fruits of Casearia grewiifolia Vent. using a PCSK9 mRNA expression monitoring assay.
View Article and Find Full Text PDFBioactive diterpenoids isolated from the twigs and leaves of Casearia velutina.
Fitoterapia
December 2023
Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Provincial Center for Research & Development of Natural Products, State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming 650500, People's Republic of China. Electronic address:
Article Synopsis
- Nine new clerodane-type diterpenoids (caseabalanspenes A-I) were discovered from the twigs and leaves of Casearia velutina, alongside six known compounds.
- The structures of these compounds were identified using spectroscopic techniques and their molecular formulas were confirmed through high-resolution mass spectrometry.
- Among the new compounds, caseabalanspene 3 showed significant anti-inflammasome activity, reducing LDH levels in a dose-dependent manner with an IC value of 2.90 μM.
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!