Literature DB >> 28731714

Total Synthesis and Structural Revision of Chaetoviridins A.

Mehdi Makrerougras1, Romain Coffinier1, Samuel Oger1, Arnaud Chevalier1, Cyrille Sabot1, Xavier Franck1.   

Abstract

The first synthesis of the proposed structures of chaetoviridins A 1-4 has been achieved in 10 steps by controlling the syn- or anti-aldol side chain. The angular lactone has been regioselectively introduced by condensation of a chiral dioxin-4-one to cazisochromene. Comparison of the NMR and circular dichroism data of the synthesized and reported natural products led to the complete reassignment and renaming of the chaetoviridins.

Entities:  

Year:  2017        PMID: 28731714     DOI: 10.1021/acs.orglett.7b02053

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


  5 in total

1.  Stereodivergent, Chemoenzymatic Synthesis of Azaphilone Natural Products.

Authors:  Joshua B Pyser; Summer A Baker Dockrey; Attabey Rodríguez Benítez; Leo A Joyce; Ren A Wiscons; Janet L Smith; Alison R H Narayan
Journal:  J Am Chem Soc       Date:  2019-11-06       Impact factor: 15.419

Review 2.  Chaetomugilins and Chaetoviridins-Promising Natural Metabolites: Structures, Separation, Characterization, Biosynthesis, Bioactivities, Molecular Docking, and Molecular Dynamics.

Authors:  Abdelsattar M Omar; Gamal A Mohamed; Sabrin R M Ibrahim
Journal:  J Fungi (Basel)       Date:  2022-01-27

3.  Phytotoxic Azaphilones From the Mangrove-Derived Fungus Penicillium sclerotiorum HY5.

Authors:  Wei Wang; Mei Wang; Xian-Bo Wang; Yi-Qiang Li; Ji-Lin Ding; Ming-Xian Lan; Xi Gao; Dong-Lin Zhao; Cheng-Sheng Zhang; Guo-Xing Wu
Journal:  Front Microbiol       Date:  2022-04-19       Impact factor: 6.064

Review 4.  Recent advances in the chemistry and biology of azaphilones.

Authors:  Chunmei Chen; Huaming Tao; Weihao Chen; Bin Yang; Xuefeng Zhou; Xiaowei Luo; Yonghong Liu
Journal:  RSC Adv       Date:  2020-03-10       Impact factor: 4.036

Review 5.  Core Steps to the Azaphilone Family of Fungal Natural Products.

Authors:  Katherine Williams; Claudio Greco; Andrew M Bailey; Christine L Willis
Journal:  Chembiochem       Date:  2021-07-09       Impact factor: 3.164

  5 in total

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