Literature DB >> 25517514

Establishment of relative and absolute configurations of phaeosphaeride A: total synthesis of ent-phaeosphaeride A.

Kenichi Kobayashi1, Yukiko Kobayashi, Misato Nakamura, Osamu Tamura, Hiroshi Kogen.   

Abstract

The relative and absolute configurations of phaeosphaeride A have been established via the first total synthesis of ent-phaeosphaeride A. The three contiguous stereogenic centers were installed by Sharpless asymmetric dihydroxylation and a stereoselective intramolecular vinyl anion aldol reaction. This synthesis has altered the originally proposed structure of natural phaeosphaeride A.

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Year:  2015        PMID: 25517514     DOI: 10.1021/jo5025046

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

1.  Crystal structure of natural phaeosphaeride A.

Authors:  Victoria V Abzianidze; Ekaterina V Poluektova; Ksenia P Bolshakova; Taras L Panikorovskii; Alexander S Bogachenkov; Alexander O Berestetskiy
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-07-31

Review 2.  Structural Diversity and Biological Activities of Novel Secondary Metabolites from Endophytes.

Authors:  Han Gao; Gang Li; Hong-Xiang Lou
Journal:  Molecules       Date:  2018-03-13       Impact factor: 4.411

3.  Synthesis and Biological Evaluation of Phaeosphaeride A Derivatives as Antitumor Agents.

Authors:  Victoria Abzianidze; Petr Beltyukov; Sofya Zakharenkova; Natalia Moiseeva; Jennifer Mejia; Alvin Holder; Yuri Trishin; Alexander Berestetskiy; Victor Kuznetsov
Journal:  Molecules       Date:  2018-11-21       Impact factor: 4.411

4.  Total Synthesis of the Proposed Structure of Paraphaeosphaeride C.

Authors:  Kenichi Kobayashi; Risako Kunimura; Hiroshi Kogen
Journal:  Molecules       Date:  2019-11-21       Impact factor: 4.411

5.  Natural Phaeosphaeride A Derivatives Overcome Drug Resistance of Tumor Cells and Modulate Signaling Pathways.

Authors:  Victoria Abzianidze; Natalia Moiseeva; Diana Suponina; Sofya Zakharenkova; Nadezhda Rogovskaya; Lidia Laletina; Alvin A Holder; Denis Krivorotov; Alexander Bogachenkov; Alexander Garabadzhiu; Anton Ukolov; Vyacheslav Kosorukov
Journal:  Pharmaceuticals (Basel)       Date:  2022-03-24

6.  Curvulin and Phaeosphaeride A from Paraphoma sp. VIZR 1.46 Isolated from Cirsium arvense as Potential Herbicides.

Authors:  Ekaterina Poluektova; Yuriy Tokarev; Sofia Sokornova; Leonid Chisty; Antonio Evidente; Alexander Berestetskiy
Journal:  Molecules       Date:  2018-10-28       Impact factor: 4.411

7.  Phyllostictine A: total synthesis, structural verification and determination of substructure responsible for plant growth inhibition.

Authors:  Martin Riemer; Veselina V Uzunova; Nastja Riemer; Guy J Clarkson; Nicole Pereira; Richard Napier; Michael Shipman
Journal:  Chem Commun (Camb)       Date:  2018-06-26       Impact factor: 6.222

8.  Unstable Tetramic Acid Derivatives from the Deep-Sea-Derived Fungus Cladosporium sphaerospermum EIODSF 008.

Authors:  Xiao Liang; Zhong-Hui Huang; Xuan Ma; Shu-Hua Qi
Journal:  Mar Drugs       Date:  2018-11-15       Impact factor: 5.118

  8 in total

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