New amide alkaloids from the roots of Piper nigrum.
Seven new amide alkaloids, named N-isobutyl-4-hexanoyl-4-hydroxypyrrolidin-1-one (1), (+/-)-erythro-1-(1-oxo-4,5-dihydroxy-2E-decaenyl)piperidine (2), (+/-)-threo-1-(1- oxo-4,5-dihydroxy-2E-decaenyl)piperidine (3), (+/-)-threo-N-isobutyl-4,5-dihydroxy-2E-octaenamide (4), 1-(1,6-dioxo-2E,4E-decadienyl)piperidine (5), 1-[1-oxo-3(3,4-methylenedioxy-5-methoxyphenyl)-2Z-propenyl]piperidine (6), and 1-[1-oxo-5(3,4-methylenedioxyphenyl)-2Z,4E-pentadienyl]pyrrolidine (7), were isolated from the roots of Piper nigrum, together with 32 known amides. Their structures were elucidated on the basis of spectroscopic analysis and chemical evidence.
Wei
Kun
K
Faculty of Pharmaceutical Science, Toho University, Miyama 2-2-1, Funabashi, Chiba 274-8510, Japan.
Li
Wei
W
Koike
Kazuo
K
Pei
Yuping
Y
Chen
Yingjie
Y
Nikaido
Tamotsu
T
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D000577:Amides / Q000737:chemistry / Q000302:isolation & purification*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D029222:Piper nigrum / Q000737:chemistry*; D018517:Plant Roots / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism
D000470:Alkaloids; D000577:Amides; D004365:Drugs, Chinese Herbal