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Title: | N-propargyl-2-alkynylbenzothiazolium aza-enediynes: role of the 2-alkynylbenzothiazolium functionality in DNA cleavage |
Authors: | Kumar, Dalip |
Keywords: | Chemistry 2-alkynylbenzothiazolium DNA cleavage |
Issue Date: | 19-Nov-2001 |
Publisher: | Elsiever |
Abstract: | The 2-alkynylbenzothiazolium salts 3a–d incorporating an N-propargyl moiety have been prepared as aza-enediyne analogues. While these aza-enediynes are shown to be modest DNA cleavage agents, DNA cleavage was also observed with the N-methyl-2-alkynylbenzothiazolium salt 4, which lacks the aza-enediyne moiety. The structural requirements for DNA cleavage, and the correlation of DNA cleavage efficiency with the propensity of these compounds to undergo nucleophilic addition by methanol support a proposed DNA cleavage mechanism involving DNA alkylation by appropriate 2-alkynyl-substituted benzothiazolium salts. We have synthesized a series of 2-alkylnylbenzothiazolium salts, some of which possess an aza-enediyne moiety. These salts are modest DNA cleavage agents at pH 8 and 9; however, the DNA cleavage does not require the aza-enediyne functionality |
URI: | https://www.sciencedirect.com/science/article/pii/S0960894X01006060?via%3Dihub http://dspace.bits-pilani.ac.in:8080/xmlui/handle/123456789/3091 |
Appears in Collections: | Department of Chemistry |
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