49826-08-6Relevant academic research and scientific papers
In tandem or alone: A remarkably selective transfer hydrogenation of alkenes catalyzed by ruthenium olefin metathesis catalysts
Zieliski, Grzegorz Krzysztof,Samojlowicz, Cezary,Wdowik, Tomasz,Grela, Karol
supporting information, p. 2684 - 2688 (2015/04/14)
A system for transfer hydrogenation of alkenes, composed of a ruthenium metathesis catalyst and HCOOH, is presented. This operationally simple system can be formed directly after a metathesis reaction to effect hydrogenation of the metathesis product in a single-pot. These hydrogenation conditions are applicable to a wide range of alkenes and offer remarkable selectivity. This journal is
FUSED 6,5 BICYCLIC RING SYSTEM P2 LIGANDS, AND METHODS FOR TREATING HIV
-
Page/Page column 30; 36, (2012/07/14)
Inhibitors of HIV-1 protease and compositions containing them are described. Use of the inhibitors and compositions containing them to treat HIV, AIDS, and AIDS-related diseases is described.
Design and synthesis of potent HIV-1 protease inhibitors incorporating hexahydrofuropyranol-derived high affinity P2 ligands: Structure-activity studies and biological evaluation
Ghosh, Arun K.,Chapsal, Bruno D.,Baldridge, Abigail,Steffey, Melinda P.,Walters, D. Eric,Koh, Yasuhiro,Amano, Masayuki,Mitsuya, Hiroaki
experimental part, p. 622 - 634 (2011/03/21)
The design, synthesis, and evaluation of a new series of hexahydrofuropyranol-derived HIV-1 protease inhibitors are described. We have designed a stereochemically defined hexahydrofuropyranol-derived urethane as the P2-ligand. The current ligand is designed based upon the X-ray structure of 1a-bound HIV-1 protease. The synthesis of (3aS,4S,7aR)-hexahydro-2H-furo[2,3-b] pyran-4-ol, (-)-7, was carried out in optically active form. Incorporation of this ligand provided inhibitor 35a, which has shown excellent enzyme inhibitory activity and antiviral potency. Our structure-activity studies have indicated that the stereochemistry and the position of oxygens in the ligand are important to the observed potency of the inhibitor. Inhibitor 35a has maintained excellent potency against multidrug-resistant HIV-1 variants. An active site model of 35a was created based upon the X-ray structure of 1b-bound HIV-1 protease. The model offers molecular insights regarding ligand-binding site interactions of the hexahydrofuropyranol-derived novel P2-ligand.
METHOD AND COMPOSITIONS FOR TREATING HIV INFECTIONS
-
Page/Page column 31, (2008/12/08)
Described herein are compounds and compositions that are useful in the treatment of HIV, AIDS, and AIDS-related diseases. In addition, compounds are described herein that are capable of inhibiting the dimerization of HIV proteases.
Nonpeptidal P2 ligands for HIV protease inhibitors: structure-based design, synthesis, and biological evaluation.
Ghosh,Kincaid,Walters,Chen,Chaudhuri,Thompson,Culberson,Fitzgerald,Lee,McKee,Munson,Duong,Darke,Zugay,Schleif,Axel,Lin,Huff
, p. 3278 - 3290 (2007/10/03)
Design and synthesis of nonpeptidal bis-tetrahydrofuran ligands based upon the X-ray crystal structure of the HIV-1 protease-inhibitor complex 1 led to replacement of two amide bonds and a 10 pi-aromatic system of Ro 31-8959 class of HIV protease inhibitors. Detailed structure-activity studies have now established that the position of ring oxygens, ring size, and stereochemistry are all crucial to potency. Of particular interest, compound 49 with (3S,3aS,6aS)-bis-Thf is the most potent inhibitor (IC50 value 1.8 +/- 0.2 nM; CIC95 value 46 +/- 4 nM) in this series. The X-ray structure of protein-inhibitor complex 49 has provided insight into the ligand-binding site interactions. As it turned out, both oxygens in the bis-Thf ligands are involved in hydrogen-bonding interactions with Asp 29 and Asp 30 NH present in the S2 subsite of HIV-1 protease. Stereoselective routes have been developed to obtain these novel ligands in optically pure form.
Synthesis of both the enantiomers of methyl epijasmonate
Kitahara, Takeshi,Nishi, Tsunehiro,Mori, Kenji
, p. 6999 - 7006 (2007/10/02)
Both the pure enantiomers of methyl epijasmonate 1 with potato-tuber inducing activity were synthesized stereoselectively starting from 2-oxabicyclo[3.3.0]-oct-6-en-3-one 6 in 20% yield through 11 steps.
Asymmetric synthesis of optically active prostaglandins
-
, (2008/06/13)
An asymmetric synthesis of optically active prostaglandin F2α from cyclopentadiene including intermediates in this synthesis.
