Literature DB >> 26969844

Synthesis of Amaryllidaceae Constituents and Unnatural Derivatives.

Mukund Ghavre1, Jordan Froese1, Milan Pour2, Tomas Hudlicky3.   

Abstract

This update covers the syntheses of Amaryllidaceae alkaloids since the publication of the last major review in 2008. A short summary of past syntheses and their step count is provided for the major constituents; pancratistatin, 7-deoxypancratistatin, narciclasine, lycoricidine, lycorine, and for other natural constituents, as well as for unnatural derivatives. Discussion of biological activities is provided for unnatural derivatives. Future prospects and further developments in this area are covered at the end of the review. The literature is covered to the end of August 2015.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  Amaryllidaceae alkaloids; anticancer drugs; biological activity; structure-activity relationship; total synthesis

Mesh:

Substances:

Year:  2016        PMID: 26969844     DOI: 10.1002/anie.201508227

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  8 in total

1.  Total Synthesis of (+)-Pancratistatin by the Rh(III)-Catalyzed Addition of a Densely Functionalized Benzamide to a Sugar-Derived Nitroalkene.

Authors:  Tyler J Potter; Jonathan A Ellman
Journal:  Org Lett       Date:  2017-05-24       Impact factor: 6.005

2.  Enantioselective Synthesis of Isocarbostyril Alkaloids and Analogs Using Catalytic Dearomative Functionalization of Benzene.

Authors:  Tanner W Bingham; Lucas W Hernandez; Daniel G Olson; Riley L Svec; Paul J Hergenrother; David Sarlah
Journal:  J Am Chem Soc       Date:  2018-12-20       Impact factor: 15.419

3.  Nickel-Catalyzed Dearomative trans-1,2-Carboamination.

Authors:  Lucas W Hernandez; Ulrich Klöckner; Jola Pospech; Lilian Hauss; David Sarlah
Journal:  J Am Chem Soc       Date:  2018-03-23       Impact factor: 15.419

4.  Synthesis of (+)-Pancratistatins via Catalytic Desymmetrization of Benzene.

Authors:  Lucas W Hernandez; Jola Pospech; Ulrich Klöckner; Tanner W Bingham; David Sarlah
Journal:  J Am Chem Soc       Date:  2017-10-25       Impact factor: 15.419

5.  Total Synthesis of Lycoricidine and Narciclasine by Chemical Dearomatization of Bromobenzene.

Authors:  Emma H Southgate; Daniel R Holycross; David Sarlah
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-23       Impact factor: 15.336

6.  Potential Deoxycytidine Kinase Inhibitory Activity of Amaryllidaceae Alkaloids: An In Silico Approach.

Authors:  Bashir A Yousef; Amina I Dirar; Mohamed Ahmed A Elbadawi; Mohamed K Awadalla; Magdi A Mohamed
Journal:  J Pharm Bioallied Sci       Date:  2018 Jul-Sep

7.  Asymmetric Entry into 10b-aza-Analogues of Amaryllidaceae Alkaloids Reveals a Pronounced Electronic Effect on Antiviral Activity.

Authors:  Carla E Brown; Tiffany Kong; James F Britten; Nick H Werstiuk; James McNulty; Leonardo D'Aiuto; Matthew Demers; Vishwajit L Nimgaonkar
Journal:  ACS Omega       Date:  2018-09-20

8.  Conversion of Natural Narciclasine to Its C-1 and C-6 Derivatives and Their Antitumor Activity Evaluation: Some Unusual Chemistry of Narciclasine.

Authors:  Juana Goulart Stollmaier; Jared Thomson; Mary Ann Endoma-Arias; Razvan Simionescu; Alexandra Vernaza; Nakya Mesa-Diaz; Mitchell Smith; Liqin Du; Alexander Kornienko; Tomas Hudlicky
Journal:  Molecules       Date:  2022-06-28       Impact factor: 4.927

  8 in total

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