Mitra, Debarati ; Kara, Moumita ; Pala, Rhitankar ; Basak, Amit (2007) Synthesis and reactivity of azobenzene-based bispropargyl sulfones: interesting comparison between cyclic and acyclic systems Bioorganic & Medicinal Chemistry Letters, 17 (16). pp. 4514-4517. ISSN 0960-894X
Full text not available from this repository.
Official URL: http://linkinghub.elsevier.com/retrieve/pii/S09608...
Related URL: http://dx.doi.org/10.1016/j.bmcl.2007.06.001
Abstract
Azobenzene-based bispropargyl bissulfone 3 containing stable E-azo moiety has been synthesized. Upon irradiation with long wavelength UV it isomerized to the Z-form 4, which can be thermally reisomerized to the E-isomer. Reactivity towards isomerization to the allenic system as well as DNA-cleaving efficiency under basic conditions was found to be significantly lower as compared to the previously synthesized cyclic sulfones 1 and 2. This lowering of reactivity can be explained in terms of low conversion to the allenic form and hence the lower extent of alkylation of DNA-bases, the only possible DNA-cleavage pathway for 3 and 4.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to Elsevier Science. |
| Keywords: | Azobenzene; Bispropargyl; Sulfone; DNA-cleavage; Photoisomerization |
| ID Code: | 1751 |
| Deposited On: | 05 Oct 2010 11:14 |
| Last Modified: | 13 Jan 2011 08:31 |
Repository Staff Only: item control page
