Synthesis of bis(glycosylamino)alkanes and bis(glycosylamino)arenes

Abstract

The condensation of D mannose and D galactose with aliphatic and aromatic diamines afforded a series of bis(glycosylamino)alkanes and arenes. A possible mechanism was pro posed for the formation of 1,2 bis(β D glycosylamino)benzenes.

New binary thermoresponsive polymeric system for local chemoradiotherapy

“…The DOX conjugation yields were 66–79%, and the DOX content in conjugate corresponded to the DOX/polymer ratio up to high DOX loadings in such cases. The reaction was done at room temperature in analogy to the synthesis of low‐molecular‐weight N ‐glycosylamines18–20 because of DOX stability and also to avoid unwanted Amadori rearrangements, which can take place at elevated temperatures 19–22. The polymer was purified after conjugation by gel permeation chromatography in methanol.…”

“…The polymer was purified after conjugation by gel permeation chromatography in methanol. Because most low‐molecular‐weight glycosylamines are β anomers and α anomers may be isolated only under special conditions (i.e., anhydrous solvents because N ‐glycosylamines mutarotate easily),18–20, 22 we assumed that this N ‐glycosylamine bond formed was also a β anomer.…”

Novel Pyruvate Kinase (PK) Inhibitors: New Target to Overcome Bacterial Resistance

“…The high precipitate formed was filtered off, washed well with acetonitrile and dried to give the crude Mannich base products. These crude products should have mixtures of isomers according to litteratures . In this research we did not use any Enantioselective catalyst and we did isolation and purification by utilizing the usual method of column chromatography to isolate the high isomer that has formed with high percentage without any further isomer identification.…”

“…According to literature, amino sugar derivatives can be prepared from the condensation reaction of either mono‐ or diamines with glucose to produce the required reagents . The N‐alkyl‐D‐glucamines (8 a – e) have been prepared through direct condensation of methyl amine, propyl amine, butyl amine, ethanol amine, and aniline respectively with one equivalent of unprotected D‐glucose whereas the condensation with ethylene diamine with two equivalents of unprotected D‐glucose yielded compound 6 , their analytical data were consistant with the reported literatures . These reagents were then been utilized under same reaction condition smoothly providing the Mannich bases 9 a – e respectively (Scheme ).…”

“…This synthetic approach considers one of the non‐classical routs for the preparation of Mannich bases . Mannich bases are potentially resourceful synthetic intermediates, and are used for the synthesis of diversity of carbocyclic, heterocyclic compounds and natural products with broad range of biological and pharmacological activities . Introduction of novel synthesized nitro Mannich bases as new class of antibiotic especially for drug resistance bacteria methicillin‐resistant S. aurues (MRSA) strains was adopted.…”