Phytotoxic steroidal saponins from Agave offoyana leaves
| Autor: | Ana M. Simonet, Anna Stochmal, Juan M. Calle, Francisco A. Macías, Łukasz Pecio, Andy J. Pérez, José O. Guerra |
|---|---|
| Přispěvatelé: | Química Orgánica |
| Rok vydání: | 2014 |
| Předmět: |
Phytotoxic activity
Structural elucidation biology Chemistry Stereochemistry furostane saponin Phytosterols Structure–activity relationship Stereoisomerism Plant Science General Medicine Horticulture Saponins Agave biology.organism_classification Biochemistry Spirostane saponin Plant Leaves Structure-Activity Relationship Agrave offoyana Molecular Biology Nuclear Magnetic Resonance Biomolecular |
| Zdroj: | Phytochemistry 105 (2014) 92–100 RODIN. Repositorio de Objetos de Docencia e Investigación de la Universidad de Cádiz instname |
| ISSN: | 1873-3700 |
| Popis: | A bioassay-guided fractionation of Agave offoyana leaves led to the isolation of five steroidal saponins ( 1 – 5 ) along with six known saponins ( 6 – 11 ). The compounds were identified as (25 R )-spirost-5-en-2 α ,3 β -diol-12-one 3- O -{ α - l -rhamnopyranosyl-(1→3)- O - β - d -glucopyranosyl-(1→2)- O -[ β - d -xylopyranosyl-(1→3)]- O - β - d -glucopyranosyl-(1→4)- O - β - d -galactopyranoside} ( 1 ), (25 R )-spirost-5-en-3 β -ol-12-one 3- O -{ α - l -rhamnopyranosyl-(1→3)- O - β - d -glucopyranosyl-(1→2)- O -[ β - d -xylopyranosyl-(1→3)]- O - β - d -glucopyranosyl-(1→4)- O - β - d -galactopyranoside} ( 2 ), (25 R )-spirost-5-en-3 β -ol-12-one 3- O -{ β - d -xylopyranosyl-(1→3)- O - β - d -glucopyranosyl-(1→2)- O -[ β - d -xylopyranosyl-(1→3)]- O - β - d -glucopyranosyl-(1→4)- O - β - d -galactopyranoside} ( 3 ), (25 R )-26- O - β - d -glucopyranosylfurost-5-en-3 β ,22α,26-triol-12-one 3- O -{ α - l -rhamnopyranosyl-(1→3)- O - β - d -glucopyranosyl-(1→2)- O -[ β - d -xylopyranosyl-(1→3)]- O - β - d -glucopyranosyl-(1→4)- O - β - d -galactopyranoside} ( 4 ) and (25 R )-26- O - β - d -glucopyranosylfurost-5-en-3 β ,22 α ,26-triol-12-one 3- O -{ β - d -xylopyranosyl-(1→3)- O - β - d -glucopyranosyl-(1→2)- O -[ β - d -xylopyranosyl-(1→3)]- O - β - d -glucopyranosyl-(1→4)- O - β - d -galactopyranoside} ( 5 ) by comprehensive spectroscopic analysis, including one- and two-dimensional NMR techniques, mass spectrometry and chemical methods. The phytotoxicity of the isolated compounds on the standard target species Lactuca sativa was evaluated. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect