Literature DB >> 27163115

Structural diversity and chemical synthesis of peroxide and peroxide-derived polyketide metabolites from marine sponges.

Matthew D Norris1, Michael V Perkins.   

Abstract

Covering: up to early 2016Marine sponges are widely known as a rich source of natural products, especially of polyketide origin, with a wealth of chemical diversity. Within this vast collection, peroxide and peroxide-derived secondary metabolites have attracted significant interest in the fields of natural product isolation and chemical synthesis for their structural distinction and promising in vitro antimicrobial and anticancer properties. In this review, peroxide and peroxide-derived polyketide metabolites isolated from marine sponges in the past 35 years are summarised. Efforts toward their synthesis are detailed with a focus on methods that utilise or attempt to elucidate the complex biosynthetic interrelationships of these compounds beyond enzymatic polyketide synthesis. Recent isolations, advances in synthetic methodology and theories of biogenesis are highlighted and critically evaluated.

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Year:  2016        PMID: 27163115     DOI: 10.1039/c5np00142k

Source DB:  PubMed          Journal:  Nat Prod Rep        ISSN: 0265-0568            Impact factor:   13.423


  6 in total

1.  Metabolomic fingerprinting of Brazilian marine sponges: a case study of Plakinidae species from Fernando de Noronha Archipelago.

Authors:  Thayssa da Silva F Fagundes; Larissa Ramos G da Silva; Mateus de Freitas Brito; Letícia S S Schmitz; Dhiego B Rigato; Paula Christine Jimenez; Angélica Ribeiro Soares; Letícia V Costa-Lotufo; Guilherme Muricy; Thatyana Rocha A Vasconcelos; Quezia Bezerra Cass; Alessandra Leda Valverde
Journal:  Anal Bioanal Chem       Date:  2021-05-08       Impact factor: 4.142

2.  Plakortinic Acids A and B: Cytotoxic Cycloperoxides with a Bicyclo[4.2.0]octene Unit from Sponges of the Genera Plakortis and Xestospongia.

Authors:  Carlos Jiménez-Romero; Abimael D Rodríguez; Sangkil Nam
Journal:  Org Lett       Date:  2017-03-08       Impact factor: 6.072

3.  Cytotoxicity of Endoperoxides from the Caribbean Sponge Plakortis halichondrioides towards Sensitive and Multidrug-Resistant Leukemia Cells: Acids vs. Esters Activity Evaluation.

Authors:  Tanja Schirmeister; Swarna Oli; Hongmei Wu; Gerardo Della Sala; Valeria Costantino; Ean-Jeong Seo; Thomas Efferth
Journal:  Mar Drugs       Date:  2017-03-03       Impact factor: 5.118

Review 4.  A Soft Spot for Chemistry-Current Taxonomic and Evolutionary Implications of Sponge Secondary Metabolite Distribution.

Authors:  Adrian Galitz; Yoichi Nakao; Peter J Schupp; Gert Wörheide; Dirk Erpenbeck
Journal:  Mar Drugs       Date:  2021-08-04       Impact factor: 5.118

Review 5.  Structural basis for endoperoxide-forming oxygenases.

Authors:  Takahiro Mori; Ikuro Abe
Journal:  Beilstein J Org Chem       Date:  2022-06-21       Impact factor: 2.544

6.  Plakortinic acids C and D: a pair of peroxide-polyketides possessing a rare 7,8-dioxatricyclo[4.2.2.02,5]dec-9-ene core from a two-sponge association of Plakortis symbiotica-Xestospongia deweerdtae.

Authors:  Carlos Jiménez-Romero; Luis A Amador; Abimael D Rodríguez
Journal:  Tetrahedron Lett       Date:  2021-01-28       Impact factor: 2.415

  6 in total

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