Title
Anti-inflammatory of pyrrolizidine alkaloids from Heliotropium digynum
Author
Mohamed Aboelmagd, Khaled Elokely, Mohamed A. Zaki, Ataa Said, Eman G. Haggag, Samir A. Ross
Year
2018
Journal
Medicinal Chemistry Research
Abstract
One new and six known pyrrolizidine alkaloids (1–7) were isolated from the 70% ethanol extract of the aerial parts of Heliotropium digynum (Forssk.) C. Chr. The chemical structure of the new compound, 7-Angeloylsincamidine N-Oxide (4) was determined by extensive 1D and 2D NMR spectroscopic analysis and HRESIMS. The absolute configuration of 4 was elucidated by comparing the experimental and electronic circular dichroism spectra. The anti-inflammatory activity of the ethanolic extract and compounds 1, 2, 4, and 6 were evaluated against the Nitric oxide production in lipopolysaccharide induced murine macrophages RAW 264.7 cells. The IC50 values of the tested compounds were 52.4, 85.1, 105.1, and 7.9 µM, respectively, while the % inhibition of the ethanolic extract at 25 µg/mL was 78.7%. A docking study was conducted to provide more explanation about the activity of the tested compounds.
Instrument
J-715
Keywords
Circular dichroism, Absolute configuration, Stereochemistry, Natural products, Medicinal