Isolation and structure elucidation of degradation products in the potential anticancer drug PAC-1.
PAC-1 was subjected to acid degradation conditions at 80 degrees C for 10h. Four unknown degradation products were isolated from PAC-1 by semi-preparative high performance liquid chromatography using isocratic elution conditions. Based on the ESI-MS and NMR spectral data the structures of these four degradation products were characterized as 2-allyl-6-((E)-((E)-(2-hydroxy-3-(2-hydroxypropyl)benzylidene)hydrazono)methyl)phenol, 2-hydroxy-3-(2-propenyl)-[[2-hydroxy-3-(2-propenyl)phenyl]methylene]hydrazone, 6,6'-(1E,1'E)-hydrazine-1,2-diylidenebis(methan-1-yl-1-ylidene)bis(2-(2-hydroxypropyl)phenol) and 2-hydroxy-3-(2-hydroxypropyl)benzaldehyde.
Song
Zhen
Z
School of Pharmacy, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenyang 110016, China.
Chen
Xiaohui
X
Zhang
Di
D
Gong
Ping
P
Bi
Kaishun
K
D000970:Antineoplastic Agents / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D004355:Drug Stability; D006835:Hydrazones / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010879:Piperazines / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared; D013696:Temperature; D013997:Time Factors
C514579:(4-benzylpiperazin-1-yl)acetic acid (3-allyl-2-hydroxybenzylidene)hydrazine; D000970:Antineoplastic Agents; D006835:Hydrazones; D010879:Piperazines