Literature DB >> 23822896

Enantioselective synthesis of pladienolide B and truncated analogues as new anticancer agents.

Vemula Praveen Kumar1, Srivari Chandrasekhar.   

Abstract

An enantioselective synthesis of natural anticancer macrolide pladienolide B is described. The synthetic highlights include Sharpless asymmetric epoxidation, ring closing metathesis (RCM), Ireland-Claisen rearrangement, Shi epoxidation, and Pd-catalyzed Stille coupling as key steps. The synthetic route also allowed the synthesis of the truncated analogues (41a-d) of pladienolide B.

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Year:  2013        PMID: 23822896     DOI: 10.1021/ol401458d

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  11 in total

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Journal:  ACS Med Chem Lett       Date:  2020-05-01       Impact factor: 4.345

2.  Diverted Total Synthesis of Carolacton-Inspired Analogs Yields Three Distinct Phenotypes in Streptococcus mutans Biofilms.

Authors:  Amy E Solinski; Alexander B Koval; Richard S Brzozowski; Kelly R Morrison; Americo J Fraboni; Carrie E Carson; Anisa R Eshraghi; Guangfeng Zhou; Robert G Quivey; Vincent A Voelz; Bettina A Buttaro; William M Wuest
Journal:  J Am Chem Soc       Date:  2017-05-17       Impact factor: 15.419

Review 3.  A Challenging Pie to Splice: Drugging the Spliceosome.

Authors:  Brian León; Manoj K Kashyap; Warren C Chan; Kelsey A Krug; Januario E Castro; James J La Clair; Michael D Burkart
Journal:  Angew Chem Int Ed Engl       Date:  2017-08-15       Impact factor: 15.336

Review 4.  Oxygen- and Sulphur-Containing Heterocyclic Compounds as Potential Anticancer Agents.

Authors:  Harshita Sachdeva; Sarita Khaturia; Mohammad Saquib; Narsingh Khatik; Abhinav Raj Khandelwal; Ravina Meena; Khushboo Sharma
Journal:  Appl Biochem Biotechnol       Date:  2022-07-28       Impact factor: 3.094

5.  Spliceostatin hemiketal biosynthesis in Burkholderia spp. is catalyzed by an iron/α-ketoglutarate-dependent dioxygenase.

Authors:  Alessandra S Eustáquio; Jeffrey E Janso; Anokha S Ratnayake; Christopher J O'Donnell; Frank E Koehn
Journal:  Proc Natl Acad Sci U S A       Date:  2014-08-05       Impact factor: 11.205

6.  Pre-mRNA splicing-modulatory pharmacophores: the total synthesis of herboxidiene, a pladienolide-herboxidiene hybrid analog and related derivatives.

Authors:  Chandraiah Lagisetti; Maria V Yermolina; Lalit Kumar Sharma; Gustavo Palacios; Brett J Prigaro; Thomas R Webb
Journal:  ACS Chem Biol       Date:  2013-12-30       Impact factor: 5.100

7.  Total Synthesis of the Spliceosome Modulator Pladienolide B via Asymmetric Alcohol-Mediated syn- and anti-Diastereoselective Carbonyl Crotylation.

Authors:  Minjin Yoo; Michael J Krische
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-11       Impact factor: 16.823

8.  Synthesis of the C9-C25 Subunit of Spirastrellolide B.

Authors:  Soma Maitra; Mahipal Bodugam; Salim Javed; Paul R Hanson
Journal:  Org Lett       Date:  2016-06-14       Impact factor: 6.005

9.  Total Synthesis of Desmethyl Jahanyne and Its Lipo-Tetrapeptide Conjugates Derived from Parent Skeleton as BCL-2-Mediated Apoptosis-Inducing Agents.

Authors:  Shivakrishna Kallepu; Minnapuram Kavitha; Ragini Yeeravalli; Kanakaraju Manupati; Surender Singh Jadav; Amitava Das; Prathama S Mainkar; Srivari Chandrasekhar
Journal:  ACS Omega       Date:  2018-01-04

Review 10.  Microbial and Natural Metabolites That Inhibit Splicing: A Powerful Alternative for Cancer Treatment.

Authors:  Nancy Martínez-Montiel; Nora Hilda Rosas-Murrieta; Mónica Martínez-Montiel; Mayra Patricia Gaspariano-Cholula; Rebeca D Martínez-Contreras
Journal:  Biomed Res Int       Date:  2016-08-16       Impact factor: 3.411

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