Preparative separation of naphthyltetrahydroisoquinoline alkaloids from Ancistrocladus korupensis by centrifugal partition chromatography.
Crude extracts of Ancistrocladus korupensis contain a complex mixture of naphthyltetrahydroisoquinoline alkaloids, including the human immunodeficiency virus-inhibitory dimeric alkaloids michellamines A and B and the antimalarial monomeric korupensamines A-D. The efficient separation of michellamines A and B from these extracts has been accomplished by centrifugal partition chromatography. The chromatographic conditions used on a multi-channel cartridge unit (Sanki LLN) have been successfully scaled up with a newly developed, stacked-disk type centrifugal partition chromatography unit (Sanki NMF) for separating larger amounts of alkaloid mixtures with similar resolution. A refined, three-step process (solvent-solvent partitioning, centrifugal partition chromatography and HPLC) has been developed and applied to the scaled-up production of michellamine B for preclinical drug development.
Hallock
Y F
YF
Laboratory of Drug Discovery Research and Development, National Cancer Institute, Frederick, MD 21702-1201.
Dai
J
J
Bokesch
H R
HR
Dillah
K B
KB
Manfredi
K P
KP
Cardellina
J H
JH
Boyd
M R
MR
D000470:Alkaloids / Q000302:isolation & purification*; D000998:Antiviral Agents / Q000302:isolation & purification*; D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D007546:Isoquinolines / Q000302:isolation & purification*; D009281:Naphthalenes / Q000302:isolation & purification*; D010946:Plants, Medicinal / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D000470:Alkaloids; D000998:Antiviral Agents; D007546:Isoquinolines; D009281:Naphthalenes; C072235:michellamine A