Macrophyllionium and macrophyllines A and B, oxindole alkaloids from Uncaria macrophylla.
An unusual oxindole alkaloid inner salt, macrophyllionium (1), and a pair of new tetracyclic oxindole alkaloids, macrophyllines A (2) and B (3), together with six known alkaloids, were isolated from the aerial parts of Uncaria macrophylla. Corynantheidine (8) exhibited moderate cytotoxicity against HL-60 and SW480 cells with IC(50) values of 13.96 and 23.28 μM, respectively. Dihydrocorynantheine (9) exhibited significant vasodilating activity against phenylephrine-induced contraction in rat thoracic aorta rings (IC(50) = 6.73 μg/mL). In addition, compounds 2, 6, and 9 showed weak inhibitory action on KCl-induced contraction.
State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, People's Republic of China.
Kou
K
Wang
Xiao-Yu
XY
Zhou
Yuan-Yuan
YY
Wang
Ming-Ming
MM
Li
Yin-Shan
YS
Li
Li-Yan
LY
Peng
Xiao
X
Cheng
Yan
Y
Li
Yi-Ping
YP
Wang
Qin-Shi
QS
Zhao
D000470:Alkaloids / Q000737:chemistry / Q000494:pharmacology; D000818:Animals; D001013:Aorta, Thoracic / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018922:HL-60 Cells; D006801:Humans; D026121:Indole Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D007211:Indoles / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D008297:Male; D015394:Molecular Structure; D000078183:Oxindoles; D010656:Phenylephrine / Q000494:pharmacology; D011189:Potassium Chloride / Q000494:pharmacology; D051381:Rats; D017207:Rats, Sprague-Dawley; D013237:Stereoisomerism; D032070:Uncaria / Q000737:chemistry*; D014664:Vasodilation / Q000187:drug effects
D000470:Alkaloids; D004365:Drugs, Chinese Herbal; D026121:Indole Alkaloids; D007211:Indoles; D000078183:Oxindoles; C558037:macrophylline A; C558038:macrophyllionium; C022960:2-oxindole; D010656:Phenylephrine; D011189:Potassium Chloride; C038369:hirsutine