Isolation and structures of new cyclomyltaylane and ent-chamigrane-type sesquiterpenoids from the liverwort Reboulia hemishaerica and their biotransformation by the fungus Aspergillus niger.
Reboulia hemisphaerica, the thalloid liverwort, contained four new cyclomyltaylane- and two new ent-beta-chamigrane-type sesquiterpenoids of which the absolute stereostructures were established by a combination of two-dimensional NMR spectroscopy, X-ray crystallographic analysis, and the modified Mosher's method. Cyclomyltaylan-5alpha-ol and ent-beta-chamigren-1alpha-ol were biotransformed by the fungus Aspergillus niger to afford new oxygenated matabolites. Their structures were also elucidated in the same manner as described above.
Furusawa
Mai
M
Faculty of Pharmaceutical Sciences, Tokushima Bunri University; Tokushima Bunri University; Yamashiro-cho, Tokushima 770-8514, Japan.
Hashimoto
Toshihiro
T
Noma
Yoshiaki
Y
Asakawaa
Yoshinori
Y
D001234:Aspergillus niger / Q000378:metabolism*; D001711:Biotransformation; D018360:Crystallography, X-Ray; D035926:Hepatophyta / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000378:metabolism*
D012717:Sesquiterpenes; C513801:cyclomyltaylan-5alpha-ol; C513802:ent-beta-chamigren-1alpha-ol