Literature DB >> 16010363

Synthesis of 5/7-, 5/8- and 5/9-bicyclic lactam templates as constraints for external beta-turns.

Heather M E Duggan1, Peter B Hitchcock, Douglas W Young.   

Abstract

The 5/7-, 5/8- and 5/9-bicyclic lactams 3, 17, 5 and 6 have been synthesised as single diastereoisomers by a route involving ring closing olefin metathesis. The X-ray crystal structure of the amino acid hydrochloride has been carried out and compared to that of the saturated external beta-turn constraint 18.

Entities:  

Year:  2005        PMID: 16010363     DOI: 10.1039/b503014e

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Design, synthesis, and characterization of a potent, nonpeptide, cell-permeable, bivalent Smac mimetic that concurrently targets both the BIR2 and BIR3 domains in XIAP.

Authors:  Haiying Sun; Zaneta Nikolovska-Coleska; Jianfeng Lu; Jennifer L Meagher; Chao-Yie Yang; Su Qiu; York Tomita; Yumi Ueda; Sheng Jiang; Krzysztof Krajewski; Peter P Roller; Jeanne A Stuckey; Shaomeng Wang
Journal:  J Am Chem Soc       Date:  2007-11-14       Impact factor: 15.419

2.  Nonpeptidic and potent small-molecule inhibitors of cIAP-1/2 and XIAP proteins.

Authors:  Haiying Sun; Jianfeng Lu; Liu Liu; Han Yi; Su Qiu; Chao-Yie Yang; Jeffrey R Deschamps; Shaomeng Wang
Journal:  J Med Chem       Date:  2010-09-09       Impact factor: 7.446

3.  Structure-based design, synthesis, evaluation, and crystallographic studies of conformationally constrained Smac mimetics as inhibitors of the X-linked inhibitor of apoptosis protein (XIAP).

Authors:  Haiying Sun; Jeanne A Stuckey; Zaneta Nikolovska-Coleska; Dongguang Qin; Jennifer L Meagher; Su Qiu; Jianfeng Lu; Chao-Yie Yang; Naoyuki G Saito; Shaomeng Wang
Journal:  J Med Chem       Date:  2008-11-27       Impact factor: 7.446

4.  Enantioselective rhodium-catalyzed [4+2+2] cycloaddition of dienyl isocyanates for the synthesis of bicyclic azocine rings.

Authors:  Robert T Yu; Rebecca Keller Friedman; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2009-09-23       Impact factor: 15.419

  4 in total

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