Literature DB >> 20429575

Total synthesis of (+/-)-marinopyrrole A and its library as potential antibiotic and anticancer agents.

Chunwei Cheng1, Lili Pan, Yi Chen, Hao Song, Yong Qin, Rongshi Li.   

Abstract

The first total synthesis of marine natural product, (+/-)-marinopyrrole A, has been accomplished via a nine-step synthesis in an overall yield of 30%. A small focused library based on marinopyrrole has been designed and synthesized. The scope of chemistry was investigated, and a robust chemistry suitable for library synthesis has been developed in the current study. The method that we have developed has made it possible to generate diverse analogues based on structurally novel marinopyrroles for study of potential antibiotic and anticancer activities.

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Year:  2010        PMID: 20429575     DOI: 10.1021/cc100052j

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  16 in total

1.  Discovery of marinopyrrole A (maritoclax) as a selective Mcl-1 antagonist that overcomes ABT-737 resistance by binding to and targeting Mcl-1 for proteasomal degradation.

Authors:  Kenichiro Doi; Rongshi Li; Shen-Shu Sung; Hongwei Wu; Yan Liu; Wanda Manieri; Gowdahalli Krishnegowda; Andy Awwad; Alden Dewey; Xin Liu; Shantu Amin; Chunwei Cheng; Yong Qin; Ernst Schonbrunn; Gary Daughdrill; Thomas P Loughran; Said Sebti; Hong-Gang Wang
Journal:  J Biol Chem       Date:  2012-02-06       Impact factor: 5.157

2.  Total synthesis and biological evaluation of marinopyrrole A and analogues.

Authors:  K C Nicolaou; Nicholas L Simmons; Jason S Chen; Nina M Haste; Victor Nizet
Journal:  Tetrahedron Lett       Date:  2011-04-27       Impact factor: 2.415

3.  Design, synthesis and evaluation of marinopyrrole derivatives as selective inhibitors of Mcl-1 binding to pro-apoptotic Bim and dual Mcl-1/Bcl-xL inhibitors.

Authors:  Chunwei Cheng; Maria E Balasis; Yan Liu; Thomas P Garner; Rongshi Li; Kenyon G Daniel; Jerry Li; Yong Qin; Evripidis Gavathiotis; Said M Sebti
Journal:  Eur J Med Chem       Date:  2014-11-20       Impact factor: 6.514

4.  Maritoclax induces apoptosis in acute myeloid leukemia cells with elevated Mcl-1 expression.

Authors:  Kenichiro Doi; Qiang Liu; Krishne Gowda; Brian M Barth; David Claxton; Shantu Amin; Thomas P Loughran; Hong-Gang Wang
Journal:  Cancer Biol Ther       Date:  2014-05-19       Impact factor: 4.742

5.  Development and Validation of a Phenotypic High-Content Imaging Assay for Assessing the Antiviral Activity of Small-Molecule Inhibitors Targeting Zika Virus.

Authors:  Jean A Bernatchez; Zunhua Yang; Michael Coste; Jerry Li; Sungjun Beck; Yan Liu; Alex E Clark; Zhe Zhu; Lucas A Luna; Christal D Sohl; Byron W Purse; Rongshi Li; Jair L Siqueira-Neto
Journal:  Antimicrob Agents Chemother       Date:  2018-09-24       Impact factor: 5.191

6.  Pyoluteorin derivatives induce Mcl-1 degradation and apoptosis in hematological cancer cells.

Authors:  Kenichiro Doi; Krishne Gowda; Qiang Liu; Jyh-Ming Lin; Shen-Shu Sung; Christopher Dower; David Claxton; Thomas P Loughran; Shantu Amin; Hong-Gang Wang
Journal:  Cancer Biol Ther       Date:  2014       Impact factor: 4.742

7.  Analogs of Marinopyrrole A Show Enhancement to Observed In Vitro Potency against Acute Toxoplasma gondii Infection.

Authors:  Matthew C Martens; Yan Liu; Austin G Sanford; Alexander I Wallick; Rosalie C Warner; Rongshi Li; Paul H Davis
Journal:  Antimicrob Agents Chemother       Date:  2021-10-18       Impact factor: 5.938

Review 8.  Marine Pyrrole Alkaloids.

Authors:  Kevin Seipp; Leander Geske; Till Opatz
Journal:  Mar Drugs       Date:  2021-09-10       Impact factor: 5.118

9.  Marinopyrrole derivatives as potential antibiotic agents against methicillin-resistant Staphylococcus aureus (I).

Authors:  Yan Liu; Nina M Haste; Wdee Thienphrapa; Victor Nizet; Mary Hensler; Rongshi Li
Journal:  Mar Drugs       Date:  2012-04-24       Impact factor: 6.085

10.  Maritoclax and dinaciclib inhibit MCL-1 activity and induce apoptosis in both a MCL-1-dependent and -independent manner.

Authors:  Shankar Varadarajan; Paramasivan Poornima; Mateus Milani; Krishne Gowda; Shantu Amin; Hong-Gang Wang; Gerald M Cohen
Journal:  Oncotarget       Date:  2015-05-20
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