title: The recurvatianes: a suite of oxygenated guaiane sesquiterpenes from Perezia recurvata.
abstract: Six guaiane sesquiterpenes recurvatiane A-F, including the previously known recurvatiane E and xanthomicrol, were isolated from the Andean Perezia recurvata and their structures determined by spectroscopic evidence. The absolute stereochemistry of recurvatiane A was established by derivatization with (R)- and (S)-α-methoxy-α-phenylacetic acids (MPA). The suite of guaiane-based metabolites here reported, which we have named recurvatianes A-F, provide an example of a pathway by which molecular diversity is generated by the occurrence of specific oxidation reactions in the late biosynthetic steps of the frame structure.
authors.affiliation: Instituto de Productos Naturales y Agrobiología del CSIC, La Laguna, Tenerife, Spain.
authors.forename: Amalia B
authors.initials: AB
authors.lastname: Gallardo
authors.forename: Mercedes
authors.initials: M
authors.lastname: Cueto
authors.forename: Ana R
authors.initials: AR
authors.lastname: Díaz-Marrero
authors.forename: Pedro
authors.initials: P
authors.lastname: Cuadra
authors.forename: Victor
authors.initials: V
authors.lastname: Fajardo
authors.forename: José
authors.initials: J
authors.lastname: Darias
mesh_terms: D019659:Asteraceae / Q000737:chemistry*; D002677:Chile; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010084:Oxidation-Reduction; D010648:Phenylacetates / Q000737:chemistry*; D045789:Sesquiterpenes, Guaiane / Q000737:chemistry / Q000302:isolation & purification*; D013237:Stereoisomerism
chemical_list: D010648:Phenylacetates; D045789:Sesquiterpenes, Guaiane; C512803:alpha-methoxy-alpha-phenylacetic acid