Quassidines A-D, bis-beta-carboline alkaloids from the stems of Picrasma quassioides.
Four new bis-beta-carboline alkaloids, quassidines A-D (1-4), together with a known alkaloid, picrasidine C (5), were isolated from the stems of Picrasma quassioides. Quassidine A (1) is the first reported bis-beta-carboline alkaloid possessing a novel cyclobutane moiety. The structures of the new compounds were determined on the basis of their 1D and 2D NMR and X-ray diffraction data. A possible biogenetic pathway for these alkaloids was proposed, and all compounds were evaluated for anti-inflammatory activity. Only quassidine A (1) showed weak activity.
Jiao
Wei-Hua
WH
College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China.
Gao
Hao
H
Li
Chen-Yang
CY
Zhao
Feng
F
Jiang
Ren-Wang
RW
Wang
Ying
Y
Zhou
Guang-Xiong
GX
Yao
Xin-Sheng
XS
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002243:Carbolines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D003503:Cyclobutanes / Q000737:chemistry / Q000494:pharmacology; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D008968:Molecular Conformation; D015394:Molecular Structure; D009569:Nitric Oxide / Q000037:antagonists & inhibitors; D019906:Nuclear Magnetic Resonance, Biomolecular; D032270:Picrasma / Q000737:chemistry*; D018547:Plant Stems / Q000737:chemistry; D013329:Structure-Activity Relationship; D014409:Tumor Necrosis Factor-alpha / Q000037:antagonists & inhibitors; D000093242:Interleukin-6 Inhibitors
D000470:Alkaloids; D000893:Anti-Inflammatory Agents; D002243:Carbolines; D003503:Cyclobutanes; D004365:Drugs, Chinese Herbal; D008070:Lipopolysaccharides; D009569:Nitric Oxide; D014409:Tumor Necrosis Factor-alpha; D000093242:Interleukin-6 Inhibitors; C548092:quassidine A