Silyl modification of biologically active compounds. 13.† Synthesis, cytotoxicity and antibacterial action of N‐methyl‐N‐(2‐triorganylsiloxyethyl)‐1, 2, 3, 4‐tetrahydro(iso)quinolinium iodides. (19th December 2012)

• Record Type: Journal Article
• Authors: Zablotskaya, Alla; Segal, Izolda; Popelis, Yuris; Grinberga, Solveiga; Shestakova, Irina; Nikolajeva, Vizma; Eze, Daina
• Is Part Of: Applied organometallic chemistry. Volume 27:Number 2(2013:Feb.)
• Page Start: 114
• Page End: 124
• Publication Date: 2012-12-19
• Subjects: Organometallic chemistry -- Periodicals; Organometallic compounds -- Periodicals; 547.05
• DOI: 10.1002/aoc.2952
• Languages: English
• ISSNs: 0268-2605

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>A series of <italic>N</italic>‐methyl‐<italic>N</italic>‐(2‐triorganylsiloxyethyl)‐1, 2, 3, 4‐tetrahydro(iso)quinolinium iodides has been synthesized via dehydrocondensation reaction of <italic>N</italic>‐(2‐hydroxyethyl)‐1, 2, 3, 4‐tetrahydroisoquinoline, <italic>N</italic>‐(2‐hydroxyethyl)‐1, 2, 3, 4‐tetrahydroquinoline and 4, 4‐dimethyl‐<italic>N</italic>‐(2‐hydroxyethyl)‐4‐sila‐1, 2, 3, 4‐tetrahydroisoquinoline with trialkyl(aryl)hydrosilanes and subsequent alkylation, and characterized by ¹H, ¹³C and ²⁹Si NMR and mass spectroscopy. The biological activity data exhibited a marked enhancement of inhibitory activity against tumour cell lines and almost all the test bacterial/fungal strains in comparison with their 2‐hydroxyethyl precursors. Cytotoxicity in the microgram range against HT‐1080 (human fibrosarcoma) and MG‐22A (mouse hepatoma) cancer cell lines was observed for most of compounds. Copyright © 2012 John Wiley &amp; Sons, Ltd.</p> </abstract>