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Your search keyword '"Mitan, A."' showing total 20 results
Start Over Author "Mitan, A." Publisher american chemical society (acs)
20 results on '"Mitan, A."'

15. Anomeric ratio and dihedral angles of α,β-iodo-methyl-D-ribofuranose

Author

Mitan, Carmen-Irena, primary, Stavarache, Carmen, primary, Bartha, Emerik, primary, Teodorescu, Florina, primary, Hartopeanu, Anca, primary, Draghici, Constantin, primary, Maganu, Maria, primary, Man, Isabela, primary, Teodor Caproiu, Miron, primary, Deleanu, Calin, primary, Tarko, Lazlo, primary, Bartha, Emerich, primary, Hirtopeanu, Anca, primary, Miron Teodor, Caproiu, primary, Maria, Maganu, primary, Isabela, Man, primary, Florina, Teodorescu, primary, and Calin, Deleanu, primary

Published
2020
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19. exo-Imino to endo-Iminocyclitol Rearrangement. A General Route to Five-Membered Antiviral Azasugars

Author

Carmen I. Mitan, Damon Parrish, and Kenneth R. Phares, ‡ Norica Branzǎ-Nichita, and Robert M. Moriarty

Subjects
Aza Compounds, Structure-Activity Relationship, 1-Deoxynojirimycin, Molecular Structure, Chemistry, Stereochemistry, Imino Furanoses, Organic Chemistry, Physical and Theoretical Chemistry, Antiviral Agents, Biochemistry
Abstract

A facile synthesis is reported for five-membered iminocyclitols which allows for variation in stereochemistry at all the chiral centers, diverse C1- and N-substitution, and the potential for a three-component combinatorial process. The key step is inversion at the C4 stereocenter (L-lyxo sugar --D-ribono azasugar). The exo-imino to endo-iminocyclitol process was extended to the D-lyxo and the D- and L-hexose series. Some analogues were found to be more potent than N-butyl DNJ and N-nonyl DNJ in antiviral activity.

Published
2006
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