Synthesis and conformational analysis of 2′??deoxy??2′??(3??methoxybenzamido) adenosine, a rational??designed inhibitor of trypanosomal glyceraldehyde …

S Van Calenbergh, E Van Den Eeckhout…

Index: Van Calenbergh; Van Den Eeckhout; Herdewijn; De Bruyn; Verlinde; Hol; Callens; Van Aerschot; Rozenski Helvetica Chimica Acta, 1994 , vol. 77, # 3 p. 631 - 644

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Citation Number: 24

Abstract

Abstract A series of 2′-benzamido-2′-deoxyadenosine analogues were synthesized in an effort to find new lead structures for the treatment of sleeping sickness. The 2′-deoxy-2′-(3- methoxybenzamido) adenosine (1h) was proved to be a selective inhibitor of the parasite glyceraldehyde 3-phosphate dehydrogenase which confirms the modeling studies. The solution-state conformation of 2′-(thiophene-2-carboxamido) analogue 1d demonstrates ...