Literature DB >> 20443226

Cyclopeptide Smac mimetics as antagonists of IAP proteins.

Haiying Sun1, Liu Liu, Jianfeng Lu, Su Qiu, Chao-Yie Yang, Han Yi, Shaomeng Wang.   

Abstract

Two cyclopeptidic Smac mimetics, 2 and 3, were designed and synthesized. These two compounds bind to XIAP and cIAP-1/2 with low nanomolar affinities, and restore the activities of caspase-9 and caspase-3/-7 inhibited by XIAP. Compound 2 potently inhibits cancer cell growth and is 5-8 times more potent than the initial lead compound.

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Year:  2010        PMID： 20443226      PMCID： PMC2997469          DOI： 10.1016/j.bmcl.2010.03.114

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  32 in total

Review 1.  Molecular mechanisms of caspase regulation during apoptosis.

Authors:  Stefan J Riedl; Yigong Shi
Journal:  Nat Rev Mol Cell Biol       Date:  2004-11       Impact factor: 94.444

2.  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

3.  Design, synthesis, and evaluation of a potent, cell-permeable, conformationally constrained second mitochondria derived activator of caspase (Smac) mimetic.

Authors:  Haiying Sun; Zaneta Nikolovska-Coleska; Jianfeng Lu; Su Qiu; Chao-Yie Yang; Wei Gao; Jennifer Meagher; Jeanne Stuckey; Shaomeng Wang
Journal:  J Med Chem       Date:  2006-12-28       Impact factor: 7.446

4.  Structural basis for binding of Smac/DIABLO to the XIAP BIR3 domain.

Authors:  Z Liu; C Sun; E T Olejniczak; R P Meadows; S F Betz; T Oost; J Herrmann; J C Wu; S W Fesik
Journal:  Nature       Date:  2000 Dec 21-28       Impact factor: 49.962

5.  Structural basis of IAP recognition by Smac/DIABLO.

Authors:  G Wu; J Chai; T L Suber; J W Wu; C Du; X Wang; Y Shi
Journal:  Nature       Date:  2000 Dec 21-28       Impact factor: 49.962

6.  Identification of DIABLO, a mammalian protein that promotes apoptosis by binding to and antagonizing IAP proteins.

Authors:  A M Verhagen; P G Ekert; M Pakusch; J Silke; L M Connolly; G E Reid; R L Moritz; R J Simpson; D L Vaux
Journal:  Cell       Date:  2000-07-07       Impact factor: 41.582

7.  Autocrine TNFalpha signaling renders human cancer cells susceptible to Smac-mimetic-induced apoptosis.

Authors:  Sean L Petersen; Lai Wang; Asligul Yalcin-Chin; Lin Li; Michael Peyton; John Minna; Patrick Harran; Xiaodong Wang
Journal:  Cancer Cell       Date:  2007-11       Impact factor: 31.743

8.  IAP antagonists target cIAP1 to induce TNFalpha-dependent apoptosis.

Authors:  James E Vince; W Wei-Lynn Wong; Nufail Khan; Rebecca Feltham; Diep Chau; Afsar U Ahmed; Christopher A Benetatos; Srinivas K Chunduru; Stephen M Condon; Mark McKinlay; Robert Brink; Martin Leverkus; Vinay Tergaonkar; Pascal Schneider; Bernard A Callus; Frank Koentgen; David L Vaux; John Silke
Journal:  Cell       Date:  2007-11-16       Impact factor: 41.582

9.  Smac/DIABLO selectively reduces the levels of c-IAP1 and c-IAP2 but not that of XIAP and livin in HeLa cells.

Authors:  Qi-Heng Yang; Chunying Du
Journal:  J Biol Chem       Date:  2004-02-11       Impact factor: 5.157

10.  A JNK-dependent pathway is required for TNFalpha-induced apoptosis.

Authors:  Yibin Deng; Xiaoyang Ren; Lin Yang; Yahong Lin; Xiangwei Wu
Journal:  Cell       Date:  2003-10-03       Impact factor: 41.582
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  11 in total

1.  Synthesis of sansalvamide A peptidomimetics: triazole, oxazole, thiazole, and pseudoproline containing compounds.

Authors:  Melinda R Davis; Erinprit K Singh; Hendra Wahyudi; Leslie D Alexander; Joseph B Kunicki; Lidia A Nazarova; Kelly A Fairweather; Andrew M Giltrap; Katrina A Jolliffe; Shelli R McAlpine
Journal:  Tetrahedron       Date:  2012-01-28       Impact factor: 2.457

2.  Dimeric Macrocyclic Antagonists of Inhibitor of Apoptosis Proteins for the Treatment of Cancer.

Authors:  Yong Zhang; Benjamin A Seigal; Nicholas K Terrett; Randy L Talbott; Joseph Fargnoli; Joseph G Naglich; Charu Chaudhry; Shana L Posy; Ragini Vuppugalla; Georgia Cornelius; Ming Lei; Chunlei Wang; Yingru Zhang; Robert J Schmidt; Donna D Wei; Michael M Miller; Martin P Allen; Ling Li; Percy H Carter; Gregory D Vite; Robert M Borzilleri
Journal:  ACS Med Chem Lett       Date:  2015-05-27       Impact factor: 4.345

3.  Biological evaluation of new largazole analogues: alteration of macrocyclic scaffold with click chemistry.

Authors:  Xianlin Li; Zhenchao Tu; Hua Li; Chunping Liu; Zheng Li; Qiao Sun; Yiwu Yao; Jinsong Liu; Sheng Jiang
Journal:  ACS Med Chem Lett       Date:  2012-12-05       Impact factor: 4.345

4.  Design, synthesis and evaluation of monovalent Smac mimetics that bind to the BIR2 domain of the anti-apoptotic protein XIAP.

Authors:  Marcos González-López; Kate Welsh; Darren Finlay; Robert J Ardecky; Santhi Reddy Ganji; Ying Su; Hongbin Yuan; Peter Teriete; Peter D Mace; Stefan J Riedl; Kristiina Vuori; John C Reed; Nicholas D P Cosford
Journal:  Bioorg Med Chem Lett       Date:  2011-05-24       Impact factor: 2.823

5.  Design, synthesis and evaluation of inhibitor of apoptosis protein (IAP) antagonists that are highly selective for the BIR2 domain of XIAP.

Authors:  Robert J Ardecky; Kate Welsh; Darren Finlay; Pooi San Lee; Marcos González-López; Santhi Reddy Ganji; Palaniyandi Ravanan; Peter D Mace; Stefan J Riedl; Kristiina Vuori; John C Reed; Nicholas D P Cosford
Journal:  Bioorg Med Chem Lett       Date:  2013-05-14       Impact factor: 2.823

Review 6.  Apoptosis Detection Methods in Diagnosis of Cancer and Their Potential Role in Treatment: Advantages and Disadvantages: a Review.

Authors:  Amir Khodavirdipour; Motahareh Piri; Sarvin Jabbari; Shiva Keshavarzi; Reza Safaralizadeh; Mohammad Yousef Alikhani
Journal:  J Gastrointest Cancer       Date:  2021-01-04

7.  Small-molecule IAP antagonists sensitize cancer cells to TRAIL-induced apoptosis: roles of XIAP and cIAPs.

Authors:  Darren Finlay; Mitchell Vamos; Marcos González-López; Robert J Ardecky; Santhi Reddy Ganji; Hongbin Yuan; Ying Su; Trina R Cooley; Curt T Hauser; Kate Welsh; John C Reed; Nicholas D P Cosford; Kristiina Vuori
Journal:  Mol Cancer Ther       Date:  2013-11-05       Impact factor: 6.261

Review 8.  Apoptosis in cancer: from pathogenesis to treatment.

Authors:  Rebecca S Y Wong
Journal:  J Exp Clin Cancer Res       Date:  2011-09-26

Review 9.  1,2,3-Triazoles as Biomimetics in Peptide Science.

Authors:  Naima Agouram; El Mestafa El Hadrami; Abdeslem Bentama
Journal:  Molecules       Date:  2021-05-14       Impact factor: 4.411

Review 10.  Triazole-Modified Peptidomimetics: An Opportunity for Drug Discovery and Development.

Authors:  Agnieszka Staśkiewicz; Patrycja Ledwoń; Paolo Rovero; Anna Maria Papini; Rafal Latajka
Journal:  Front Chem       Date:  2021-05-20       Impact factor: 5.221
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