Preparation of secolycorines against acetylcholinesterase.
5,6-Secolycorines possessing a 5,6-dihydrophenanthridine skeleton were facilely prepared from lycorine through chemical transformations, mainly including N-alkylation, Hofmann degradation type reaction, reductive cleavage of trichloroethylcarbonyl moiety, and hydrogenation. Several secolycorine derivatives showed potent inhibitory activity against acetylcholinesterase with the IC(50) value at micromolar range and are more potent than galanthamine.
Lee
Shoei-Sheng
SS
School of Pharmacy, College of Medicine, National Taiwan University, 1 Jen-Ai Rd., Sec. 1, Taipei 100, Taiwan, ROC. shoeilee@ha.mc.ntu.edu.tw
Venkatesham
Uppala
U
Rao
Chitneni Prasad
CP
Lam
Sio-Hong
SH
Lin
Jung-Hsin
JH
D000110:Acetylcholinesterase / Q000378:metabolism*; D000478:Alkylation; D000818:Animals; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D002855:Chromatography, Thin Layer; D031407:Crinum / Q000737:chemistry*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D004524:Eels; D005702:Galantamine / Q000494:pharmacology; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D010617:Phenanthridines / Q000138:chemical synthesis* / Q000494:pharmacology*; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism
D002800:Cholinesterase Inhibitors; D007202:Indicators and Reagents; D010617:Phenanthridines; D005702:Galantamine; D000110:Acetylcholinesterase