Absolute stereochemistry of immunosuppressive macrolide brasilinolide A and its new congener brasilinolide C.
Brasilinolide A (2) is a 32-membered polyhydroxyl macrolide with immunosuppressive activity isolated from a pathogenic actinomycete, Nocardia brasiliensis IFM0406. The absolute configurations at 26 chiral centers of 2 and its new congener, brasilinolide C (1), were determined on the basis of the spectral data of 1 and degradation products derived from 1 and 2.
Komatsu
Kazusei
K
Graduate School of Pharmaceutical Sciences, Hokkaido University, Sapporo 060-0812, Japan.
Tsuda
Masashi
M
Tanaka
Yasushi
Y
Mikami
Yuzuru
Y
Kobayashi
Jun'ichi
J
D002236:Carbohydrate Conformation; D006868:Hydrolysis; D007166:Immunosuppressive Agents / Q000737:chemistry* / Q000302:isolation & purification; D018942:Macrolides / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009615:Nocardia / Q000378:metabolism*; D010084:Oxidation-Reduction; D011714:Pyrans / Q000737:chemistry* / Q000302:isolation & purification; D013237:Stereoisomerism
D007166:Immunosuppressive Agents; D018942:Macrolides; D011714:Pyrans; C111141:brasilinolide A; C484617:brasilinolide C