Article ; Online: Anti-inflammatory steroids from the stems of Solanum nigrum L
Phytochemistry. 2023 June, v. 210 p.113667-
2023
Abstract: Sixteen previously undescribed steroidal sapogenins along with two known ones were isolated from the stems of Solanum nigrum L. (Solanaceae). Their structures were identified using a combination of 1D and 2D NMR, HR-ESI-MS spectroscopy, the Mosher method, ...
Abstract | Sixteen previously undescribed steroidal sapogenins along with two known ones were isolated from the stems of Solanum nigrum L. (Solanaceae). Their structures were identified using a combination of 1D and 2D NMR, HR-ESI-MS spectroscopy, the Mosher method, and X-ray diffraction analysis. Compounds 1–8 have an unusual F ring and 9–12 have a derived A ring, both of which are rare skeletons found in natural products. The biological evaluation showed that the isolated steroids exhibited inhibition of nitric oxide in the LPS-induced RAW 264.7 macrophages with IC₅₀ values from 7.4 to 41.3 μM. Further studies revealed that compounds 6 and 10 exhibited anti-inflammatory activity by blocking the nuclear translocation of NF-κB, and down-regulating the expression of iNOS, COX-2, IL-1β, and IL-6 in a concentration-dependent manner. These results suggest that the stems of S. nigrum may serve as a source of anti-inflammatory agents for use in healthy or medicinal products. |
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Keywords | Solanum nigrum ; X-ray diffraction ; anti-inflammatory activity ; biological assessment ; interleukin-6 ; macrophages ; nitric oxide ; plant biochemistry ; sapogenins ; spectroscopy ; Solanum nigrum L. ; Solanaceae ; steroid ; 23,26-epoxyfurostanoids ; 4-oxa-A-homo-5α-spirostan-3-one ; anti-inflammatory |
Language | English |
Dates of publication | 2023-06 |
Publishing place | Elsevier Ltd |
Document type | Article ; Online |
ZDB-ID | 208884-8 |
ISSN | 1873-3700 ; 0031-9422 |
ISSN (online) | 1873-3700 |
ISSN | 0031-9422 |
DOI | 10.1016/j.phytochem.2023.113667 |
Database | NAL-Catalogue (AGRICOLA) |
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