Literature DB >> 21499535

Total synthesis and biological evaluation of marinopyrrole A and analogues.

K C Nicolaou1, Nicholas L Simmons, Jason S Chen, Nina M Haste, Victor Nizet.   

Abstract

A five-step total synthesis of the antibiotic marinopyrrole A (1) is described. The developed synthetic technology enabled the synthesis of several marinopyrrole A analogues whose antibacterial properties against methicillin-resistant Staphylococcus aureus TCH1516 were evaluated.

Entities:  

Year:  2011        PMID： 21499535      PMCID： PMC3077031          DOI： 10.1016/j.tetlet.2010.09.059

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  8 in total

1.  Improved Syntheses of 3H,5H-Pyrrolo[3,2-d]pyrimidines.

Authors:  Richard H. Furneaux; Peter C. Tyler
Journal:  J Org Chem       Date:  1999-10-29       Impact factor: 4.354

2.  Synthesis and biological evaluation of novel pyrrolopyrrolizinones as anticancer agents.

Authors:  C Rochais; V Lisowski; P Dallemagne; S Rault
Journal:  Bioorg Med Chem       Date:  2006-09-29       Impact factor: 3.641

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

Authors:  Chunwei Cheng; Lili Pan; Yi Chen; Hao Song; Yong Qin; Rongshi Li
Journal:  J Comb Chem       Date:  2010-07-12

4.  Structures, reactivities, and antibiotic properties of the marinopyrroles A-F.

Authors:  Chambers C Hughes; Christopher A Kauffman; Paul R Jensen; William Fenical
Journal:  J Org Chem       Date:  2010-05-21       Impact factor: 4.354

5.  Pharmacological properties of the marine natural product marinopyrrole A against methicillin-resistant Staphylococcus aureus.

Authors:  Nina M Haste; Chambers C Hughes; Dan N Tran; William Fenical; Paul R Jensen; Victor Nizet; Mary E Hensler
Journal:  Antimicrob Agents Chemother       Date:  2011-04-18       Impact factor: 5.191

6.  The marinopyrroles, antibiotics of an unprecedented structure class from a marine Streptomyces sp.

Authors:  Chambers C Hughes; Alejandra Prieto-Davo; Paul R Jensen; William Fenical
Journal:  Org Lett       Date:  2008-01-19       Impact factor: 6.005

7.  Revised structure and synthesis of celastramycin a, a potent innate immune suppressor.

Authors:  Haruhisa Kikuchi; Mizuki Sekiya; Yasuhiro Katou; Kazunori Ueda; Takahiro Kabeya; Shoichiro Kurata; Yoshiteru Oshima
Journal:  Org Lett       Date:  2009-04-16       Impact factor: 6.005

8.  Marinopyrrole A target elucidation by acyl dye transfer.

Authors:  Chambers C Hughes; Yu-Liang Yang; Wei-Ting Liu; Pieter C Dorrestein; James J La Clair; William Fenical
Journal:  J Am Chem Soc       Date:  2009-09-02       Impact factor: 15.419
  8 in total
  10 in total

Review 1.  Advances in MRSA drug discovery: where are we and where do we need to be?

Authors:  Michio Kurosu; Shajila Siricilla; Katsuhiko Mitachi
Journal:  Expert Opin Drug Discov       Date:  2013-07-06       Impact factor: 6.098

Review 2.  Applications of Friedel-Crafts reactions in total synthesis of natural products.

Authors:  Majid M Heravi; Vahideh Zadsirjan; Pegah Saedi; Tayebeh Momeni
Journal:  RSC Adv       Date:  2018-12-03       Impact factor: 4.036

Review 3.  Small molecule Mcl-1 inhibitors for the treatment of cancer.

Authors:  Johannes Belmar; Stephen W Fesik
Journal:  Pharmacol Ther       Date:  2014-08-27       Impact factor: 12.310

4.  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

5.  Marinopyrrole derivatives as potential antibiotic agents against methicillin-resistant Staphylococcus aureus (II).

Authors:  Chunwei Cheng; Yan Liu; Hao Song; Lili Pan; Jerry Li; Yong Qin; Rongshi Li
Journal:  Mar Drugs       Date:  2013-08-15       Impact factor: 5.118

6.  Cyclic marinopyrrole derivatives as disruptors of Mcl-1 and Bcl-x(L) binding to Bim.

Authors:  Chunwei Cheng; Yan Liu; Maria E Balasis; Nicholas L Simmons; Jerry Li; Hao Song; Lili Pan; Yong Qin; K C Nicolaou; Said M Sebti; Rongshi Li
Journal:  Mar Drugs       Date:  2014-03-07       Impact factor: 5.118

7.  Marinopyrrole derivatives as potential antibiotic agents against methicillin-resistant Staphylococcus aureus (III).

Authors:  Yan Liu; Nina M Haste; Wdee Thienphrapa; Jerry Li; Victor Nizet; Mary Hensler; Rongshi Li
Journal:  Mar Drugs       Date:  2014-04-30       Impact factor: 5.118

Review 8.  Streptomyces as a Prominent Resource of Future Anti-MRSA Drugs.

Authors:  Hefa Mangzira Kemung; Loh Teng-Hern Tan; Tahir Mehmood Khan; Kok-Gan Chan; Priyia Pusparajah; Bey-Hing Goh; Learn-Han Lee
Journal:  Front Microbiol       Date:  2018-09-24       Impact factor: 5.640

9.  Marinopyrrole derivatives with sulfide spacers as selective disruptors of Mcl-1 binding to pro-apoptotic protein Bim.

Authors:  Chunwei Cheng; Yan Liu; Maria E Balasis; Thomas P Garner; Jerry Li; Nicholas L Simmons; Norbert Berndt; Hao Song; Lili Pan; Yong Qin; K C Nicolaou; Evripidis Gavathiotis; Said M Sebti; Rongshi Li
Journal:  Mar Drugs       Date:  2014-07-29       Impact factor: 5.118

10.  Learning from Nature: From a Marine Natural Product to Synthetic Cyclooxygenase-1 Inhibitors by Automated De Novo Design.

Authors:  Lukas Friedrich; Gino Cingolani; Ying-Hui Ko; Mariaclara Iaselli; Morena Miciaccia; Maria Grazia Perrone; Konstantin Neukirch; Veronika Bobinger; Daniel Merk; Robert Klaus Hofstetter; Oliver Werz; Andreas Koeberle; Antonio Scilimati; Gisbert Schneider
Journal:  Adv Sci (Weinh)       Date:  2021-06-27       Impact factor: 16.806
  10 in total

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