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Nitrated and Brominated Narcotine and its Cleaved Adduct as Butyrylcholinesterase Inhibitors

Author(s): M. A. Abbasi | Aziz-ur-Rehman | M. Z. Qureshi | M. S. Shahid | S. Rasool | M. Ashraf

Journal: Pakistan Journal of Chemistry
ISSN 2220-2625

Volume: 3;
Issue: 3;
Start page: 129;
Date: 2013;
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Keywords: Bromination | Butyrylcholinesterase | Narcotine | Nitration | Cleaved adducts.

Narcotine is a very antitussive agent and its modification may lead to some more biological activities. In this presented paper, narcotine (1) was first subjected to nitration and bromination to yield nitrated narcotine (2) and brominated narcotine (3). It wasfurther made to react with phenylchloroformate (6) to give a cleaved addition product 4. This adduct 4 was further nitrated and brominated to yield substituted derivatives 5 and 6, respectively. The structure elucidation of the synthesized compounds was processed via IR, EI-MS and 1H-NMR spectra. These were also screened against butyrylcholinesterase enzyme and were found to the moderate inhibitors of butyrylcholinesterase except nitrated product, 2, of narcotine (1).
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