Polyhydroxylated pyrrolidine and piperidine alkaloids from Adenophora triphylla var. japonica (Campanulaceae).
Adenophora triphylla var. japonica (Campanulaceae) yielded two new alkaloids, the 6-C-butyl derivative of 2R,5R-bis(hydroxymethyl)-3R,4R-dihydroxypyrrolidine (DMDP) and alpha-1-C-ethyl-fagomine, together with the known alkaloids 1,4-dideoxy-1,4-imino-D-arabinitol, 1-deoxynojirimycin, and 1-deoxymannojirimycin. 6-C-Butyl-DMDP showed inhibitory activity toward almond beta-glucosidase (IC50 = 68 microM), whereas alpha-1-C-ethyl-fagomine inhibited bovine liver beta-galactosidase (IC50 = 29 microM).
Asano
N
N
Faculty of Pharmaceutical Sciences, Hokuriku University, Kanazawa, Japan. naoki22@po.incl.ne.jp
Nishida
M
M
Miyauchi
M
M
Ikeda
K
K
Yamamoto
M
M
Kizu
H
H
Kameda
Y
Y
Watson
A A
AA
Nash
R J
RJ
Fleet
G W
GW
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D006900:Hydroxylation; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D010880:Piperidines / Q000737:chemistry / Q000302:isolation & purification*; D010944:Plants / Q000737:chemistry*; D011759:Pyrrolidines / Q000737:chemistry / Q000302:isolation & purification*
D000470:Alkaloids; D010880:Piperidines; D011759:Pyrrolidines