109100-88-1Relevant articles and documents
The design and synthesis of nucleoside triphosphate isosteres as potential inhibitors of HIV reverse transcriptase
Weaver, Richard,Gilbert, Ian H.
, p. 5537 - 5562 (1997)
We describe the synthesis of a variety of lipophilic isosteres of nucleoside triphosphates as potential anti-HIV agents. The citrate molecule proved to be a good mimic of triphosphate by modelling in terms of charge and spatial distribution. Several lipophile derivatives of citrate were conjugated to the precedented anti-HIV nucleoside d4T via ester and amide linkages. A novel synthesis of 5'-amino-d4T is included. Intramolecular rearrangement of several amide-linked isosteres are also reported, along with an alternative synthetic strategy to the desired amide-linked isosteres.
Synthesis and siderophore activity of vibrioferrin and one of its diastereomeric isomers
Takeuchi, Yasuo,Nagao, Yoshiyuki,Toma, Kyoko,Yoshikawa, Yumiko,Akiyama, Teruaki,Nishioka, Hiromi,Abe, Hitoshi,Harayama, Takashi,Yamamoto, Shigeo
, p. 1284 - 1287 (2007/10/03)
Total synthesis of vibrioferrin (1), a siderophore, was achieved via a chiral dibenzyl citrate obtained by optical resolution. The citrate moiety of vibrioferrin was determined to have the R configuration and one of the diastereomeric isomers (1b) of 1 did not exhibit siderophore activity.
