954148-36-8Relevant articles and documents
Resolution and stereoselective synthesis of the herpes thymidine kinase inhibitor L-653180
Von Langen, Derek J.,Tolman
, p. 677 - 681 (1997)
Resolution of L-653180, (±)-9-{[(Z)-2-(hydroxymethyl)cyclohexyl]-methyl}guanine, a racemic, nonsubstrate inhibitor of HSV-TK, was achieved and the absolute stereochemistry of the enantiomers was determined. Enzyme inhibition was shown to reside in the ena
Structure-Based Design of Highly Potent HIV-1 Protease Inhibitors Containing New Tricyclic Ring P2-Ligands: Design, Synthesis, Biological, and X-ray Structural Studies
Ghosh, Arun K.,Kovela, Satish,Osswald, Heather L.,Amano, Masayuki,Aoki, Manabu,Agniswamy, Johnson,Wang, Yuan-Fang,Weber, Irene T.,Mitsuya, Hiroaki
, p. 4867 - 4879 (2020/05/13)
We describe here design, synthesis, and biological evaluation of a series of highly potent HIV-1 protease inhibitors containing stereochemically defined and unprecedented tricyclic furanofuran derivatives as P2 ligands in combination with a variety of sulfonamide derivatives as P2′ ligands. These inhibitors were designed to enhance the ligand-backbone binding and van der Waals interactions in the protease active site. A number of inhibitors containing the new P2 ligand, an aminobenzothiazole as the P2′ ligand and a difluorophenylmethyl as the P1 ligand, displayed very potent enzyme inhibitory potency and also showed excellent antiviral activity against a panel of highly multidrug-resistant HIV-1 variants. The tricyclic P2 ligand has been synthesized efficiently in an optically active form using enzymatic desymmetrization of meso-1,2-(dihydroxymethyl)cyclohex-4-ene as the key step. We determined high-resolution X-ray structures of inhibitor-bound HIV-1 protease. These structures revealed extensive interactions with the backbone atoms of HIV-1 protease and provided molecular insights into the binding properties of these new inhibitors.
Novel carbocyclic nucleoside analogs suppress glomerular mesangial cells proliferation and matrix protein accumulation through ROS-dependent mechanism in the diabetic milieu
Eid, Assaad A.,Koubeissi, Ali,Bou-Mjahed, Ribal,Khalil, Nadine Al,Farah, Manal,Maalouf, Rita,Nasser, Niveen,Bouhadir, Kamal H.
, p. 174 - 178 (2013/02/23)
The synthesis of a series of novel 3,4-cis- and 3,4-trans-substituted carbocyclic nucleoside analogs from protected uracil and thymine is described. The key reaction in the followed synthetic protocols utilized the Mitsunobu reaction to couple 3,4-substit
