Synthesis of a novel class of fatty acids-derived isoquinolines.
Two series of novel tetrahydroisoquinoline derivatives bearing at C-1 position a carbon chain derived from fatty acids were prepared employing two complementary synthetic methodologies. The Pictet-Spengler condensation was performed on myristyl, palmityl, stearyl and oleyl aldehydes, whereas the Bischler-Napieralski cyclization used pelargonic, stearic, linolenic and arachidonic acids. The ability to apply both methods allows further labeling of the final 1-substituted-1,2,3,4-tetrahydroisoquinolines for biological studies.
Matuszewska
Iwona
I
Faculty of Chemistry, Warsaw University, Pasteur St. 1, 02-093 Warsaw, Poland.
Leniewski
Andrzej
A
Roszkowski
Piotr
P
Czarnocki
Zbigniew
Z
D001812:Blood-Brain Barrier / Q000378:metabolism; D005227:Fatty Acids / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D044005:Tetrahydroisoquinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000493:pharmacokinetics
D005227:Fatty Acids; D044005:Tetrahydroisoquinolines