Mehta, Goverdhan ; Senaiar, Ramesh S. ; Bera, Mrinal K. (2003) Novel conformationally locked inositols: from aromatics to annulated cyclitols Chemistry - A European Journal, 9 (10). pp. 2264-2272. ISSN 0947-6539
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/chem.20...
Related URL: http://dx.doi.org/10.1002/chem.200204650
Abstract
A new family of ring-annulated inositols with "locked" conformations has been designed to deliver a range of these biologically important entities in "unnatural conformations" while retaining their "natural configurations". The simple "tool" of trans ring fusion has been used to "lock" the conformation of the annulated inositols. Short, simple syntheses of a range of these novel cyclitols have been achieved from readily available aromatic precursors such as tetralin and indane. Along the way, annulated C2-symmetric cyclohexadiene-trans-diol (trans-CHD) derivatives have been prepared for the first time and serve as the pivotal building blocks for generating the oxy-functionalization pattern of inositols. The presence of chemo-differentiated hydroxyl groups in our novel inositols is expected to facilitate the installation of phosphate diversity to harness the biological potential of these entities.
Item Type: | Article |
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Source: | Copyright of this article belongs to John Wiley and Sons, Inc. |
Keywords: | Annulation; Conformation Analysis; Cyclitols; Dihydroxylation; Signal Transduction |
ID Code: | 28957 |
Deposited On: | 18 Dec 2010 05:46 |
Last Modified: | 17 May 2016 11:57 |
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