Five new steroidal saponins from Solanum chrysotrichum leaves and their antimycotic activity.
Using bioactivity-directed isolation procedures, five new spirostan saponins and two sterol glycosides have been isolated from Solanum chrysotrichum leaves. The structure of these compounds was established based upon spectroscopic measurements, especially 1D and 2D NMR data of their peracetate derivatives. These compounds showed antimycotic activity. The most active compound is 6alpha-O-beta-d-xylopyranosyl-(1-->3)-beta-d-quinovopyranosyl-(25R)-5alpha-spirostan-3beta,23alpha-ol (2) (MIC =12.5, 12.5, 100, and 200 microg/mL against Trichophyton mentagrophytes, T. rubrum, Aspergillis niger, and Candida albicans, respectively).
Zamilpa
Alejandro
A
Centro de Investigación Biomédica del Sur, Instituto Mexicano del Seguro Social, Argentina No. 1, Centro, 62790 Xochitepec, Morelos, México. azamilpa_2000@yahoo.com.mx
Tortoriello
Jaime
J
Navarro
Víctor
V
Delgado
Guillermo
G
Alvarez
Laura
L
D000107:Acetylation; D000935:Antifungal Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001234:Aspergillus niger / Q000187:drug effects; D002176:Candida albicans / Q000187:drug effects; D006868:Hydrolysis; D008800:Mexico; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D032322:Solanum / Q000737:chemistry*; D013150:Spirostans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism; D014249:Trichophyton / Q000187:drug effects
C431507:3-O-(quinovopyranosyl(1-6)glucopyranosyl(1-6)glucopyranosyl)chlorogenin; D000935:Antifungal Agents; D012503:Saponins; D013150:Spirostans