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Content available remote Karbacukry (pseudocukry) i cyklofellitole
EN
Investigations into carba-sugars have been initiated by McCasland in 1966. Studies in this area have subsequently been continued by Suami and Paulsen , whereas cyclophellitols were investigated by a Japanese team headed by Umezawa. By now, cyclophellitols are also studied by Jung, Roberts and Ziegler. The first chapter of this review paper deals with the definition of carba-sugars and reports on first syntheses of the compounds. The second chapter is devoted to the detection of carba-sugars in Nature, their structure and biological activity. The structure and antibiotic/inhibitory activities have been presented of such carba-sugars as validamycins A and E, validamine, acarbose, trestatine B, amylostatine, valiolamine, validatol and other representatives of this group of compounds including prostaglandins. Induction of a sweet taste by carba-sugars based on the triangle of sweetness has been discussed. The third chapter deals with the common methods of synthesis of carba-sugars. These are as follows: - those based on the Diels-Alder cycloaddition; - syntheses of carba-sugars from inositols; - transformation of one carba-sugar into another by chemical modification of its molecule; - syntheses from naturally occuring sugars and their derivatives. The fourth chapter is confined to cyclophellitols, the derivatives of pseudosugars containing oxirane ring at positions C-1 and C-2. Their detection, properties and syntheses have been desribed. The thiirane and aziridine analogues of cyclophellitols have been mentioned, as well.
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