TY - JOUR
T1 - Three new alkaloids from the leaves of Uncaria rhynchophylla
AU - Ma, Bin
AU - Wu, Chun Fu
AU - Yang, Jing Yu
AU - Wang, Rui
AU - Kano, Yoshihiro
AU - Yuan, Dan
PY - 2009/8
Y1 - 2009/8
N2 - Three new alkaloids, 2′-O-β-d-glucopyranosyl-11-hydroxyvincoside lactam (1), 22-O-demethyl-22-O-β-d-glucopyranosylisocorynoxeine (2), and (4S)-corynoxeine N-oxide (3) were isolated from the leaves of Uncaria rhynchophylla, together with four known tetracyclic oxindole or indole alkaloids, isocorynoxeine N-oxide (4), rhynchophylline N-oxide (5), isorhynchophylline N-oxide (6), and dihydrocorynantheine (7), and an indole alkaloid glycoside, strictosidine (8). The structures of 1 - 3 were elucidated by spectroscopic methods including UV, IR, ESI-TOF-MS, 1D- and 2D-NMR, as well as CD experiments. The activity assay showed that 8 (IC50=8.3 mm) exhibited potent inhibitory activity on lipopolysaccharide(LPS)-induced nitrogen monoxide (NO) release in N9 microglia cells. However, only weak inhibitory activities were observed for 1 - 7 (IC50>100 μm for 1 - 6 or >30 mm for 7).
AB - Three new alkaloids, 2′-O-β-d-glucopyranosyl-11-hydroxyvincoside lactam (1), 22-O-demethyl-22-O-β-d-glucopyranosylisocorynoxeine (2), and (4S)-corynoxeine N-oxide (3) were isolated from the leaves of Uncaria rhynchophylla, together with four known tetracyclic oxindole or indole alkaloids, isocorynoxeine N-oxide (4), rhynchophylline N-oxide (5), isorhynchophylline N-oxide (6), and dihydrocorynantheine (7), and an indole alkaloid glycoside, strictosidine (8). The structures of 1 - 3 were elucidated by spectroscopic methods including UV, IR, ESI-TOF-MS, 1D- and 2D-NMR, as well as CD experiments. The activity assay showed that 8 (IC50=8.3 mm) exhibited potent inhibitory activity on lipopolysaccharide(LPS)-induced nitrogen monoxide (NO) release in N9 microglia cells. However, only weak inhibitory activities were observed for 1 - 7 (IC50>100 μm for 1 - 6 or >30 mm for 7).
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U2 - 10.1002/hlca.200900021
DO - 10.1002/hlca.200900021
M3 - Article
AN - SCOPUS:69249211103
SN - 0018-019X
VL - 92
SP - 1575
EP - 1585
JO - Helvetica Chimica Acta
JF - Helvetica Chimica Acta
IS - 8
ER -