Bioactive steroidal saponins from Agave offoyana flowers
| Autor: | José O. Guerra, Francisco A. Macías, Juan M. Calle, Andy J. Pérez, Ana M. Simonet, Anna Stochmal |
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| Přispěvatelé: | Química Orgánica |
| Jazyk: | angličtina |
| Rok vydání: | 2013 |
| Předmět: |
Phytotoxic activity
Stereochemistry Lactuca Structure–activity relationship Plant Science Flowers Horticulture Mass spectrometry Biochemistry Agave Molecular Biology Steroidal saponins Structural elucidation biology Molecular Structure Chemistry Plant Extracts Low dose Agave offoyana General Medicine Lettuce Saponins biology.organism_classification Phytotoxicity |
| Zdroj: | Phytochemistry 95 (2013) 298–307 RODIN. Repositorio de Objetos de Docencia e Investigación de la Universidad de Cádiz instname |
| Popis: | Bioguided studies of flowers of Agave offoyana allowed the isolation of five steroidal saponins never described previously, Magueyosides A–E (1–5), along with six known steroidal saponins (6–11). The structures of compounds were determined as (25R)-spirost-5-en-2a,3b-diol-12-one 3-O-{b-D-xylopyranosyl-(1-3)-O-b-D-glucopyranosyl-(1-2)-O-[b-D-xylopyranosyl-(1-3)]-O-b-D-glucopyranosyl-( 1-4)-O-b-D-galactopyranoside} (1), (25R)-spirost-5-en-2a,3b-diol-12-one 3-O-{b-D-glucopyranosyl-(1-2)-O-[b-D-xylopyranosyl-(1-3)]-O-b-D-glucopyranosyl-(1-4)-O-b-D galactopyranoside} (2), (25R)-spirost-5-en-2a,3b,12b-triol 3-O-{b-D-glucopyranosyl-(1-2)-O-[b-D-xylopyranosyl-(1-3)]- O-b-D-glucopyranosyl-(1-4)-O-b-D-galactopyranoside} (3), (25R)-5a-spirostan-2a,3b-diol-12-one 3-O-{b-D-xylopyranosyl-(1-3)-O-b-D-glucopyranosyl-(1-2)-O-[b-D-xylopyranosyl-(1-3)]-O-b-D-glucopyranosyl-(1-4)-O-b-D-galactopyranoside} (4), and (25R)-5a-spirostan-2a,3b-diol-9(11)-en-12-one 3-O-{b-D-xylopyranosyl-(1-3)-O-b-D-glucopyranosyl-(1-2)-O-[b-D-xylopyranosyl-(1-3)]-O-b-D-glucopyranosyl-( 1-4)-O-b-D-galactopyranoside} (5), by comprehensive spectroscopic analysis, including one- and two-dimensional NMR techniques, mass spectrometry and chemical methods. The bioactivities of the isolated compounds on the standard target species Lactuca sativa were evaluated. A dosedependent phytotoxicity and low dose stimulation were observed. |
| Databáze: | OpenAIRE |
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