Publication: Synthesis and evaluation of paromomycin derivates modified at C(4')
Synthesis and evaluation of paromomycin derivates modified at C(4')
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Pathak, R., Perez-Fernandez, D., Nandurdikar, R., Kalapala, S. K., Böttger, E. C., & Vasella, A. (2008). Synthesis and evaluation of paromomycin derivates modified at C(4’). Helvetica Chimica Acta, 91(8), 1533–1552. https://doi.org/10.1002/hlca.200890167
Abstract
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Abstract
The 2-amino-2-deoxy--D-glucopyranosyl moiety (ring I) of paromomycin was replaced by a 2,4-diamino-2,4-dideoxy--D-glucopyranosyl, 2,4-diamino-2,4-dideoxy--D-galactopyranosyl, 2-amino-2-deoxy--D-galactopyranosyl, or 3,4,5-trideoxy-4-aza--D-erythro-heptoseptanosyl moiety to investigate the effect of the substituent at C(4) on the interaction with ribosomal RNA. The triflate 6 was prepared from the key intermediate pentaazido 3,6-dibenzyl ether 5, and the hexosulose 10 was obtained by oxidation of 5 with Dess-Martin's periodinane. Stereo
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- Pathak, Rashmi
- Perez-Fernandez, Déborah
- Nandurdikar, Rahul
- Kalapala, Sarath K
- Böttger, Erik C
- Vasella, Andrea
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Pathak, R., Perez-Fernandez, D., Nandurdikar, R., Kalapala, S. K., Böttger, E. C., & Vasella, A. (2008). Synthesis and evaluation of paromomycin derivates modified at C(4’). Helvetica Chimica Acta, 91(8), 1533–1552. https://doi.org/10.1002/hlca.200890167
