TY - JOUR
T1 - New polyhydroxylated pyrrolizidine alkaloids from Muscari armeniacum
T2 - Structural determination and biological activity
AU - Asano, Naoki
AU - Kuroi, Hiroyo
AU - Ikeda, Kyoko
AU - Kizu, Haruhisa
AU - Kameda, Yukihiko
AU - Kato, Atsushi
AU - Adachi, Isao
AU - Watson, Alison A.
AU - Nash, Robert J.
AU - Fleet, George W.J.
PY - 2000/1/28
Y1 - 2000/1/28
N2 - Four new polyhydroxypyrrolizidines, hyacinthacines A1, A2, A3 and B3, have been isolated from the bulbs of Muscari armeniacum (Hyacinthaceae) in addition to the known hyacinthacine C1, which was isolated from Hyacinthoides non-scripta (Hyacinthaceae). The structures of hyacinthacines A1, A2, A3 and B3 were identified on the basis of extensive NMR studies as (1S,2R,3R,7aR)-1,2-dihydroxy-3-hydroxymethylpyrrolizidine, (1R,2R,3R,7aR)-1,2-dihydroxy-3-hydroxymethylpyrrolizidine, (1R,2R,3R,5R,7aR)-1,2-dihydroxy-3-hydroxymethyl-5-methylpyrrolizidine and (1S,2R,3R,5R,7R,7aR)-3-hydroxymethyl-5-methyl-1,2,7-trihydroxypyrrolizidine, respectively, or the corresponding enantiomers. The inhibitory activities of these new hyacinthacines against a variety of glycosidases are described. Copyright (C) 2000 Elsevier Science Ltd.
AB - Four new polyhydroxypyrrolizidines, hyacinthacines A1, A2, A3 and B3, have been isolated from the bulbs of Muscari armeniacum (Hyacinthaceae) in addition to the known hyacinthacine C1, which was isolated from Hyacinthoides non-scripta (Hyacinthaceae). The structures of hyacinthacines A1, A2, A3 and B3 were identified on the basis of extensive NMR studies as (1S,2R,3R,7aR)-1,2-dihydroxy-3-hydroxymethylpyrrolizidine, (1R,2R,3R,7aR)-1,2-dihydroxy-3-hydroxymethylpyrrolizidine, (1R,2R,3R,5R,7aR)-1,2-dihydroxy-3-hydroxymethyl-5-methylpyrrolizidine and (1S,2R,3R,5R,7R,7aR)-3-hydroxymethyl-5-methyl-1,2,7-trihydroxypyrrolizidine, respectively, or the corresponding enantiomers. The inhibitory activities of these new hyacinthacines against a variety of glycosidases are described. Copyright (C) 2000 Elsevier Science Ltd.
UR - http://www.scopus.com/inward/record.url?scp=17744416590&partnerID=8YFLogxK
U2 - 10.1016/S0957-4166(99)00508-X
DO - 10.1016/S0957-4166(99)00508-X
M3 - 学術論文
AN - SCOPUS:17744416590
SN - 0957-4166
VL - 11
SP - 1
EP - 8
JO - Tetrahedron Asymmetry
JF - Tetrahedron Asymmetry
IS - 1
ER -