Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/126252
Title: ANTI-MYCOBACTERIAL PROPERTIES OF MANNICH BASES OF 1-ALKYLINDOLES
Authors: CHEN HUAN
Keywords: Tuberculosis, Mannich bases, Indole analogs, Mycobacterium bovis BCG, solubilities, phospholipid vesicles
Issue Date: 31-Mar-2016
Abstract: The global epidemic of tuberculosis is mainly due to the development of resistance against current therapies. One way to overcome this challenge is to discover new therapeutics based on novel scaffolds and acting on novel targets. A library of Mannich bases of 1-alkyl/alkenyl indoles were synthesized and screened for activity on Mycobacterium bovis BCG. SAR study was identified according to the acitivity of structural feature. These compounds were characterized by the presence of basic azepin-1-ylmethyl, 4-methylpiperidin-1-ylmethyl and 1,4-dioxapiperidin-1-ylmethyl side chains at position 3 of the indole scaffold. Other substituents were n-octyl at position 1 and 4F/6-OMe on the aromatic portion of the indole ring. A greater than 10-fold selective activity against M. tuberculosis as compared to mammalian Vero cells was found for 5 of the 6 promising compounds. The compounds were found to interact with phospholipid vesicles suggesting that membrane perturbation may have a role in their
URI: http://scholarbank.nus.edu.sg/handle/10635/126252
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