14,15-secopregnane derivatives from the leaves of Solenostemma argel.
Five new 14,15-secopregnane derivatives, named argelosides K-O (1-5), have been isolated from Solenostemma argel leaves. Their structures were established by a detailed spectroscopic analysis. In particular, argeloside N (1) showed in the sugar portion an unusual 3-O-methyl-2,6-dideoxyhexopyranose unit characterized by the occurrence of a Delta3 double bond, and argeloside O (5) displayed an unusual moiety linked to position 3 probably derived by the oxidation of a 3-O-methyl-2,6-dideoxyhexopyranose unit. The propensity of compounds 2, 3, and 5 and argeloside F (6) to inhibit TNF-alpha release by LPS-stimulated RAW 264.7 mouse cells was evaluated.
Perrone
Angela
A
Dipartimento di Scienze Farmaceutiche, Università degli Studi di Salerno, Via Ponte Don Melillo, 84084 Fisciano, Salerno, Italy.
Plaza
Alberto
A
Ercolino
Simona Francesca
SF
Hamed
Arafa I
AI
Parente
Luca
L
Pizza
Cosimo
C
Piacente
Sonia
S
D000818:Animals; D029062:Apocynaceae / Q000737:chemistry*; D004534:Egypt; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011278:Pregnanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014409:Tumor Necrosis Factor-alpha / Q000096:biosynthesis
D008070:Lipopolysaccharides; D011278:Pregnanes; D014409:Tumor Necrosis Factor-alpha