Bisabolanes from the red alga Laurencia scoparia.
Three novel halogenated beta-bisabolene sesquiterpenoids (1-3), together with two know triquinane alcohol sesquiterpenes (6 and 7), were isolated from the red alga Laurencia scoparia and their structures elucidated by spectroscopic methods. Single-crystal X-ray crystallography allowed us to confirm the structure of 1 as well as to determine the absolute configuration of all stereocenters. To the best of our knowledge, the isolation of beta-bisabolenes from the genus Laurencia has no precedent in the literature. Compound 1 showed weak in vitro anthelmintic activity against parasitant stage (L4) Nippostrongilus brasiliensis.
Davyt
Danilo
D
Facultad de Química, Universidad de la República, Avenida Gral. Flores 2124, Montevideo, Uruguay.
Fernandez
Rafael
R
Suescun
Leopoldo
L
Mombrú
Alvaro W
AW
Saldaña
Jenny
J
Domínguez
Laura
L
Fujii
Mutue T
MT
Manta
Eduardo
E
D000818:Animals; D000871:Anthelmintics / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001938:Brazil; D018360:Crystallography, X-Ray; D044722:Laurencia / Q000737:chemistry*; D015394:Molecular Structure; D009559:Nippostrongylus / Q000187:drug effects*; D019906:Nuclear Magnetic Resonance, Biomolecular; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism
D000871:Anthelmintics; D012717:Sesquiterpenes