Literature DB >> 11843610

Total synthesis of (+)-dactylolide.

Amos B Smith1, Igor G Safonov.   

Abstract

[reaction: see text] The total synthesis of the new cytotoxic marine macrolide (+)-dactylolide (1) has been achieved in nine steps from known vinyl bromide (-)-AB. In addition, (+)-zampanolide (2) has been converted to (+)-dactylolide (1) via thermolysis.

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Year:  2002        PMID： 11843610     DOI： 10.1021/ol017271e

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


  11 in total

1.  Toward an enantioselective synthesis of (-)-zampanolide: preparation of the C9-C20 region.

Authors:  Matthew R Wilson; Richard E Taylor
Journal:  Org Lett       Date:  2012-06-21       Impact factor: 6.005

2.  Phorboxazole Synthetic Studies: Design, Synthesis and Biological Evaluation of Phorboxazole A and Hemi-Phorboxazole A Related Analogues.

Authors:  Amos B Smith; Anne-Marie L Hogan; Zhuqing Liu; Thomas M Razler; Regina M Meis; Brandon I Morinaka; Tadeusz F Molinski
Journal:  Tetrahedron       Date:  2011-07-08       Impact factor: 2.457

3.  Studies Toward the Synthesis of (-)-Zampanolide: Preparation of the Macrocyclic Core.

Authors:  Dawn M Troast; Jiayi Yuan; John A Porco
Journal:  Adv Synth Catal       Date:  2008-07-09       Impact factor: 5.837

4.  Achmatowicz Reaction and its Application in the Syntheses of Bioactive Molecules.

Authors:  Arun K Ghosh; Margherita Brindisi
Journal:  RSC Adv       Date:  2016-11-24       Impact factor: 3.361

Review 5.  Microtubule stabilizing agents as potential treatment for Alzheimer's disease and related neurodegenerative tauopathies.

Authors:  Carlo Ballatore; Kurt R Brunden; Donna M Huryn; John Q Trojanowski; Virginia M-Y Lee; Amos B Smith
Journal:  J Med Chem       Date:  2012-09-28       Impact factor: 7.446

6.  Synthesis, conformational preferences, and biological activity of conformational analogues of the microtubule-stabilizing agents, (-)-zampanolide and (-)-dactylolide.

Authors:  Jeffrey L Henry; Matthew R Wilson; Michael P Mulligan; Taylor R Quinn; Dan L Sackett; Richard E Taylor
Journal:  Medchemcomm       Date:  2019-04-09       Impact factor: 3.597

7.  Optimized synthesis and antiproliferative activity of desTHPdactylolides.

Authors:  Guanglin Chen; Rubing Wang; Bao Vue; Manee Patanapongpibul; Qiang Zhang; Shilong Zheng; Guangdi Wang; James D White; Qiao-Hong Chen
Journal:  Bioorg Med Chem       Date:  2018-05-18       Impact factor: 3.641

8.  Total synthesis of (+)-dactylolide.

Authors:  Carina C Sanchez; Gary E Keck
Journal:  Org Lett       Date:  2005-07-07       Impact factor: 6.005

9.  Total Synthesis of Potent Antitumor Macrolide, (-)-Zampanolide: An Oxidative Intramolecular Cyclization-Based Strategy.

Authors:  Arun K Ghosh; Xu Cheng; Ruoli Bai; Ernest Hamel
Journal:  European J Org Chem       Date:  2012-07-01

Review 10.  Macrocyclic drugs and synthetic methodologies toward macrocycles.

Authors:  Xufen Yu; Dianqing Sun
Journal:  Molecules       Date:  2013-05-24       Impact factor: 4.411
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