title: Steroidal Saponins from Furcraea hexapetala Leaves and Their Phytotoxic Activity.
abstract: Four new steroidal saponins (1-4) along with 13 known saponins were isolated from the leaves of Furcraea hexapetala. The new compounds were identified as (20R,22R,25R)-3β-hydroxy-5α-spirostan-12-one 3-O-{α-l-rhamnopyranosyl-(1→4)-O-β-d-glucopyranosyl-(1→3)-O-[β-d-glucopyranosyl-(1→3)-O-β-d-glucopyranosyl-(1→2)]-O-β-d-glucopyranosyl-(1→4)-O-β-d-galactopyranoside} (1), (25R)-3β-hydroxy-5α-spirost-20(21)-en-12-one 3-O-{α-l-rhamnopyranosyl-(1→4)-O-β-d-glucopyranosyl-(1→3)-O-[β-d-glucopyranosyl-(1→3)-O-β-d-glucopyranosyl-(1→2)]-O-β-d-glucopyranosyl-(1→4)-O-β-d-galactopyranoside} (2), (25R)-5α-spirostan-3β-ol 3-O-{β-d-glucopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→2)-O-β-d-glucopyranosyl-(1→4)-O-β-d-galactopyranoside} (3), and (25R)-5β-spirostan-3β-ol 3-O-{β-d-glucopyranosyl-(1→6)-O-β-d-galactopyranoside} (4) by spectroscopic analysis, including one- and two-dimensional NMR techniques, mass spectrometry, and chemical methods. The phytotoxicity of the isolated compounds against the standard target species Lactuca sativa was evaluated. Structure-activity relationships for these compounds with respect to phytotoxic effects are discussed.
authors: Grupo de Alelopatía, Departamento de Química Orgánica, Instituto de Biomoléculas (INBIO), Facultad de Ciencias, Universidad de Cádiz , C/ República Saharaui, s/n, 11510-Puerto Real (Cádiz), Spain.
authors: Juan M
authors: JM
authors: Calle
authors: Área Productos Químicos, Unidad de Desarrollo Tecnológico (UDT), Universidad de Concepción , Bío-Bío, Chile.
authors: Andy J
authors: AJ
authors: Pérez
authors: Grupo de Alelopatía, Departamento de Química Orgánica, Instituto de Biomoléculas (INBIO), Facultad de Ciencias, Universidad de Cádiz , C/ República Saharaui, s/n, 11510-Puerto Real (Cádiz), Spain.
authors: Ana M
authors: AM
authors: Simonet
authors: Departamento de Licenciatura en Química, Facultad de Química y Farmacia, Universidad Central "Marta Abreu" de Las Villas , Carretera a Camajuaní km 5.5, 54830 Santa Clara, Cuba.
authors: José O
authors: JO
authors: Guerra
authors: Grupo de Alelopatía, Departamento de Química Orgánica, Instituto de Biomoléculas (INBIO), Facultad de Ciencias, Universidad de Cádiz , C/ República Saharaui, s/n, 11510-Puerto Real (Cádiz), Spain.
authors: Francisco A
authors: FA
authors: Macías
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000070357:Asparagaceae / Q000737:chemistry*; D003462:Cuba; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010840:Phytosterols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018515:Plant Leaves / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D000470:Alkaloids; D010840:Phytosterols; D012503:Saponins