Literature DB >> 26784208

Marine Isonitriles and Their Related Compounds.

Jens Emsermann1, Ulrich Kauhl2, Till Opatz3.   

Abstract

Marine isonitriles represent the largest group of natural products carrying the remarkable isocyanide moiety. Together with marine isothiocyanates and formamides, which originate from the same biosynthetic pathways, they offer diverse biological activities and in spite of their exotic nature they may constitute potential lead structures for pharmaceutical development. Among other biological activities, several marine isonitriles show antimalarial, antitubercular, antifouling and antiplasmodial effects. In contrast to terrestrial isonitriles, which are mostly derived from α-amino acids, the vast majority of marine representatives are of terpenoid origin. An overview of all known marine isonitriles and their congeners will be given and their biological and chemical aspects will be discussed.

Entities:  

Keywords:  antibiotics; carbonimidic dichlorides; formamides; isonitriles; isothiocyanates; malaria; marine natural products; terpenes

Mesh:

Substances:

Year:  2016        PMID: 26784208      PMCID: PMC4728513          DOI: 10.3390/md14010016

Source DB:  PubMed          Journal:  Mar Drugs        ISSN: 1660-3397            Impact factor:   5.118


  56 in total

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Authors:  L Ciasullo; A Cutignano; A Casapullo; R Puliti; C A Mattia; C Debitus; R Riccio; L Gomez-Paloma
Journal:  J Nat Prod       Date:  2002-08       Impact factor: 4.050

Review 2.  Naturally occurring isocyanides.

Authors:  M S Edenborough; R B Herbert
Journal:  Nat Prod Rep       Date:  1988-06       Impact factor: 13.423

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Journal:  Chem Pharm Bull (Tokyo)       Date:  2014-01-17       Impact factor: 1.645

4.  Metabolites of the Palauan sponge Axinyssa aplysinoides.

Authors:  R S Compagnone; D J Faulkner
Journal:  J Nat Prod       Date:  1995-01       Impact factor: 4.050

5.  Marine sponge Hymeniacidon sp. amphilectane metabolites potently inhibit rat brain microglia thromboxane B2 generation.

Authors:  Alejandro M S Mayer; Edward Avilés; Abimael D Rodríguez
Journal:  Bioorg Med Chem       Date:  2011-11-09       Impact factor: 3.641

Review 6.  Antimalarial activity: the search for marine-derived natural products with selective antimalarial activity.

Authors:  A D Wright; G M König; C K Angerhofer; P Greenidge; A Linden; R Desqueyroux-Faúndez
Journal:  J Nat Prod       Date:  1996-07       Impact factor: 4.050

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Authors:  Haruaki Ishiyama; Shingo Kozawa; Kazuki Aoyama; Yuzuru Mikami; Jane Fromont; Jun'ichi Kobayashi
Journal:  J Nat Prod       Date:  2008-06-14       Impact factor: 4.050

8.  Two rare-class tricyclic diterpenes with antitubercular activity from the Caribbean sponge Svenzea flava. Application of vibrational circular dichroism spectroscopy for determining absolute configuration.

Authors:  Edward Avilés; Abimael D Rodríguez; Jan Vicente
Journal:  J Org Chem       Date:  2013-11-05       Impact factor: 4.354

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Authors:  Eva Zubía; María J Ortega; J Luis Carballo
Journal:  J Nat Prod       Date:  2008-12       Impact factor: 4.050

10.  Formamido-diterpenes from the South China Sea sponge Acanthella cavernosa.

Authors:  Ying Xu; Jun-Hui Lang; Wei-Hua Jiao; Ru-Ping Wang; Ying Peng; Shao-Jiang Song; Bao-Hua Zhang; Hou-Wen Lin
Journal:  Mar Drugs       Date:  2012-07-02       Impact factor: 6.085

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  14 in total

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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

2.  Facile Discovery and Quantification of Isonitrile Natural Products via Tetrazine-Based Click Reactions.

Authors:  Yao-Bing Huang; Wenlong Cai; Antonio Del Rio Flores; Frederick F Twigg; Wenjun Zhang
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3.  Stereocontrolled Synthesis of Kalihinol C.

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Journal:  J Am Chem Soc       Date:  2017-03-02       Impact factor: 15.419

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5.  Genome-based identification and comparative analysis of enzymes for carotenoid biosynthesis in microalgae.

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6.  Deciphering the Reaction Pathway of Mononuclear Iron Enzyme-Catalyzed N≡C Triple Bond Formation in Isocyanide Lipopeptide and Polyketide Biosynthesis.

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Journal:  ACS Catal       Date:  2022-01-31       Impact factor: 13.700

7.  Natural product-inspired aryl isonitriles as a new class of antimalarial compounds against drug-resistant parasites.

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Journal:  Bioorg Med Chem       Date:  2020-08-01       Impact factor: 3.641

8.  Fungal Isocyanide Synthases and Xanthocillin Biosynthesis in Aspergillus fumigatus.

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9.  Broad Spectrum Antibiotic Xanthocillin X Effectively Kills Acinetobacter baumannii via Dysregulation of Heme Biosynthesis.

Authors:  Ines Hübner; Justin A Shapiro; Jörn Hoßmann; Jonas Drechsel; Stephan M Hacker; Philip N Rather; Dietmar H Pieper; William M Wuest; Stephan A Sieber
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10.  Amphilectene Diterpene Isonitriles and Formamido Derivatives from the Hainan Nudibranch Phyllidia Coelestis.

Authors:  Marianna Carbone; Maria Letizia Ciavatta; Emiliano Manzo; Xiao-Lu Li; Ernesto Mollo; I Wayan Mudianta; Yue-Wei Guo; Margherita Gavagnin
Journal:  Mar Drugs       Date:  2019-10-24       Impact factor: 5.118

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