Silatranyl-nucleosides: transition state analogues for phosphoryl transfer reactions
A novel class of compounds that contain a silatrane moiety attached to or incorporated within a nucleoside is described. These compounds are transition state analogues for phosphoryl transfer reactions and as such have potential antiviral and anticancer properties. The two-step synthesis of 3 '...
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| Published in | Tetrahedron letters Vol. 42; no. 30; pp. 4979 - 4982 |
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| Main Authors | , , , , |
| Format | Journal Article |
| Language | English |
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Elsevier
23.07.2001
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| Abstract | A novel class of compounds that contain a silatrane moiety attached to or incorporated within a nucleoside is described. These compounds are transition state analogues for phosphoryl transfer reactions and as such have potential antiviral and anticancer properties. The two-step synthesis of 3 ' -O-(trimethyl)silatranylthymidine (1) in 17% yield is reported. The aqueous half-life of 1 was determined to be 62 h by H-1 NMR. The syntheses of three 2 ' ,3 ' -protected-5 ' -O-silatranyladenosine in 25-55% yields are also described. (C) 2001 Elsevier Science Ltd. All rights reserved. |
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| AbstractList | A novel class of compounds that contain a silatrane moiety attached to or incorporated within a nucleoside is described. These compounds are transition state analogues for phosphoryl transfer reactions and as such have potential antiviral and anticancer properties. The two-step synthesis of 3 ' -O-(trimethyl)silatranylthymidine (1) in 17% yield is reported. The aqueous half-life of 1 was determined to be 62 h by H-1 NMR. The syntheses of three 2 ' ,3 ' -protected-5 ' -O-silatranyladenosine in 25-55% yields are also described. (C) 2001 Elsevier Science Ltd. All rights reserved. |
| Author | Sculimbrene, BR Muntel, EE Decanio, RE Fenlon, EE Peterson, BW |
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| Title | Silatranyl-nucleosides: transition state analogues for phosphoryl transfer reactions |
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