Secondary metabolites by chemical screening. 9. Decarestrictines, a new family of inhibitors of cholesterol biosynthesis from Penicillium. II. Structure elucidation of the decarestrictines A to D.
The structures of the novel 10-membered lactones, named decarestrictines A1/A2 (1/2), B (3), C1/C2 (5/6) and D (7), are presented. The structures of these secondary metabolites, isolated from different Penicillium species, were established by spectroscopic analysis and confirmed by X-ray analysis of 7 and a derivative of 3 leading to the stereochemical information. The decarestrictines vary in the oxygenation pattern between C-3 and C-7 and show structural similarities to known lactones from other fungi.
Göhrt
A
A
Institut für Organische Chemie, Universität Göttingen, FRG.
Zeeck
A
A
Hütter
K
K
Kirsch
R
R
Kluge
H
H
Thiericke
R
R
D000924:Anticholesteremic Agents / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D014961:X-Ray Diffraction
D000924:Anticholesteremic Agents; D007783:Lactones; C073577:decarestrictine D; C073574:decarestrictine B; C073573:decarestrictine A; C073575:decarestrictine C