Literature DB >> 21042642

Anti-malarial, anti-algal, anti-tubercular, anti-bacterial, anti-photosynthetic, and anti-fouling activity of diterpene and diterpene isonitriles from the tropical marine sponge Cymbastela hooperi.

Anthony D Wright1, Adam McCluskey, Mark J Robertson, Kylie A MacGregor, Christopher P Gordon, Jana Guenther.   

Abstract

In an investigation into their potential ecological role(s), a group of mainly diterpene isonitriles, nine in total, isolated from the tropical marine sponge Cymbastela hooperi, and the sesquiterpene axisonitrile-3, isolated from the tropical marine sponge Acanthella kletra, were evaluated in a series of bioassays including anti-fouling, anti-algal, anti-photosynthetic, anti-bacterial (Gram +ve and -ve), anti-fungal, and anti-tubercular. The results of these assays showed that all of the tested compounds, with the exception of diterpene 9, were active in at least two of the applied test systems, with axisonitrile-3 (10) and diterpene isonitrile 1 being the two most active compounds overall, closely followed by diterpene isonitrile 3. Based on the results of the photosynthetic study a molecular modelling investigation was undertaken with all of the compounds used in that study. The results showed a positive correlation between reduction in photosynthetic activity and the interaction of the modelled compounds with a potential enzyme active site.

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Year:  2010        PMID: 21042642     DOI: 10.1039/c0ob00326c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  22 in total

1.  Synthesis and preliminary biological evaluation of a small library of hybrid compounds based on Ugi isocyanide multicomponent reactions with a marine natural product scaffold.

Authors:  Edward Avilés; Jacques Prudhomme; Karine G Le Roch; Scott G Franzblau; Kevin Chandrasena; Alejandro M S Mayer; Abimael D Rodríguez
Journal:  Bioorg Med Chem Lett       Date:  2015-09-15       Impact factor: 2.823

2.  Synthesis of (+)-7,20-Diisocyanoadociane and Liver-Stage Antiplasmodial Activity of the Isocyanoterpene Class.

Authors:  Hai-Hua Lu; Sergey V Pronin; Yevgeniya Antonova-Koch; Stephan Meister; Elizabeth A Winzeler; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2016-05-31       Impact factor: 15.419

Review 3.  Marine Isonitriles and Their Related Compounds.

Authors:  Jens Emsermann; Ulrich Kauhl; Till Opatz
Journal:  Mar Drugs       Date:  2016-01-14       Impact factor: 5.118

4.  Twilight zone sponges from Guam yield theonellin isocyanate and psammaplysins I and J.

Authors:  Anthony D Wright; Peter J Schupp; Jan-Philipp Schrör; Anna Engemann; Sven Rohde; Dovi Kelman; Nicole de Voogd; Anthony Carroll; Cherie A Motti
Journal:  J Nat Prod       Date:  2012-01-11       Impact factor: 4.050

5.  Stereocontrolled Synthesis of Kalihinol C.

Authors:  Christopher A Reiher; Ryan A Shenvi
Journal:  J Am Chem Soc       Date:  2017-03-02       Impact factor: 15.419

6.  An aryl isonitrile compound with an improved physicochemical profile that is effective in two mouse models of multidrug-resistant Staphylococcus aureus infection.

Authors:  Haroon Mohammad; Kwaku Kyei-Baffour; Nader S Abutaleb; Mingji Dai; Mohamed N Seleem
Journal:  J Glob Antimicrob Resist       Date:  2019-04-30       Impact factor: 4.035

7.  Structures, semisyntheses, and absolute configurations of the antiplasmodial α-substituted β-lactam monamphilectines B and C from the sponge Svenzea flava.

Authors:  Edward Avilés; Jacques Prudhomme; Karine G Le Roch; Abimael D Rodríguez
Journal:  Tetrahedron       Date:  2015-01-21       Impact factor: 2.457

8.  Natural product-based synthesis of novel anti-infective isothiocyanate- and isoselenocyanate-functionalized amphilectane diterpenes.

Authors:  Karinel Nieves; Jacques Prudhomme; Karine G Le Roch; Scott G Franzblau; Abimael D Rodríguez
Journal:  Bioorg Med Chem Lett       Date:  2015-12-22       Impact factor: 2.823

9.  Broadly Applicable Stereoselective Syntheses of Serrulatane, Amphilectane Diterpenes, and Their Diastereoisomeric Congeners Using Asymmetric Hydrovinylation for Absolute Stereochemical Control.

Authors:  Srinivasarao Tenneti; Souvagya Biswas; Glen Adam Cox; Daniel J Mans; Hwan Jung Lim; T V RajanBabu
Journal:  J Am Chem Soc       Date:  2018-07-27       Impact factor: 15.419

10.  Cytotoxic compounds from Laurencia pacifica.

Authors:  Diana A Zaleta-Pinet; Ian P Holland; Mauricio Muñoz-Ochoa; J Ivan Murillo-Alvarez; Jennette A Sakoff; Ian A van Altena; Adam McCluskey
Journal:  Org Med Chem Lett       Date:  2014-09-20
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