Guaiane dimers from Xylopia vielana.
From the leaves of Xylopia vielana (Annonaceae) the three dimeric guaianes vielanin A-C were isolated and structurally elucidated by mass and NMR spectroscopy as 1-3. The structure of 1 contains a bridged ring system formed probably via a Diels-Alder reaction of two different guaiane monomers. Compounds 2 and 3 represent symmetric cyclobutanes formally generated from two equal guaiane moieties by [2 + 2] cycloaddition.
Kamperdick
C
C
Institute of Plant Biochemistry, Weinberg 3, Halle/Saale, Germany.
Phuong
N M
NM
Van Sung
T
T
Adam
G
G
D002392:Catechin / Q000737:chemistry / Q000302:isolation & purification; D003508:Cycloheptanes / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D018515:Plant Leaves / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D011794:Quercetin / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification; D045789:Sesquiterpenes, Guaiane; D021241:Spectrometry, Mass, Electrospray Ionization; D014744:Vietnam
D003508:Cycloheptanes; D045789:Sesquiterpenes, Guaiane; C421026:guaiane; C012526:quercitrin; D002392:Catechin; D011794:Quercetin