Sriharsha, Shimoga Nagaraj ; Ranganath Pai, Karkala Sreedhara ; Suhas, . ; Shashikanth, Sheena ; Chandra, Nagasuma ; Prabhu, Kandigere Ramaiah (2007) Synthesis, docking and anti-tumor activity of β-L-1,3-Thiazolidine pyrimidine nucleoside analogues Medicinal Chemistry, 3 (5). pp. 425-432. ISSN 1573-4064
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Official URL: http://www.eurekaselect.com/78784/article
Related URL: http://dx.doi.org/10.2174/157340607781745500
Abstract
In the search for effective, selective, and nontoxic antiviral and antitumor agents, a variety of strategies have been devised to design nucleoside analogues. Here we have described the versatile synthesis of β-L-1,3- thiazolidine nucleoside analogues. These analogues are all derived from the key stereochemically defined intermediate Ntert- butoxy-carbonyl-4-hydroxymethyl-1,3-thiazolidine-2-ol which was accessible in 57% yield starting from L-Cysteine methylester hydrochloride. N-tert-butoxycarbonyl-2-acyloxy-4-trityloxymethyl-1,3-thiazolidine was coupled with the pyrimidine bases in the presence of Lewis acids stannic chloride or trimethyl silyl triflate following Vorbruggen procedure. Proof of the structure and configuration was obtained through 1H NMR, 13C NMR, Mass, elemental analysis and NOE experiments. Docking and antitumor activity of these nucleoside analogues are also reported.
Item Type: | Article |
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Source: | Copyright of this article belongs to Bentham Science Publishers. |
Keywords: | β-L-1,3-Thiazolidine Nucleoside Analogues, Docking, EAC Model, Anti-tumor Activity |
ID Code: | 112792 |
Deposited On: | 17 Apr 2018 11:13 |
Last Modified: | 17 Apr 2018 11:13 |
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