Literature DB >> 17579462

Highly polar spiroisoxazolines from the sponge Aplysina fulva.

Evan W Rogers1, Tadeusz F Molinski.   

Abstract

Two new highly polar brominated spiroisoxazolines, araplysillin N9-sulfamate (1) and an N-[5S,10R)-7,9-dibromo-10-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,6,8-triene-3-carboxy]-4-aminobutanoic acid (2), were isolated from a sample of Aplysina fulva collected in the Florida Keys. The absolute stereostructures of the new compounds were determined from analysis of MS, 1H and 13C NMR, and CD spectroscopy. Compound 2 provides a structural clue that may unify the biosynthesis of brominated spiroisoxazolines.

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Year:  2007        PMID： 17579462      PMCID： PMC2533261          DOI： 10.1021/np070109l

Source DB:  PubMed          Journal:  J Nat Prod        ISSN： 0163-3864            Impact factor:   4.050


  3 in total

1.  Aeroplysinin-1, an antibacterial bromo-compound from the sponge Verongia aerophoba.

Authors:  E Fattorusso; L Minale; G Sodano
Journal:  J Chem Soc Perkin 1       Date:  1972

2.  Stereochemical heterogeneity in Verongid sponge metabolites. Absolute stereochemistry of (+)-fistularin-3 and (+)-11-epi-fistularin-3 by microscale LCMS-Marfey's analysis.

Authors:  Evan W Rogers; Maria Fernanda de Oliveira; Roberto G S Berlinck; Gabriele M König; Tadeusz F Molinski
Journal:  J Nat Prod       Date:  2005-06       Impact factor: 4.050

3.  11-oxoaerothionin: a cytotoxic antitumor bromotyrosine-derived alkaloid from the Caribbean marine sponge Aplysina lacunosa.

Authors:  A L Acosta; A D Rodríguez
Journal:  J Nat Prod       Date:  1992-07       Impact factor: 4.050
  3 in total
  8 in total

Review 1.  Brominated compounds from marine sponges of the genus Aplysina and a compilation of their 13C NMR spectral data.

Authors:  Narlize Silva Lira; Ricardo Carneiro Montes; Josean Fechine Tavares; Marcelo Sobral da Silva; Emidio V L da Cunha; Petronio Filgueiras de Athayde-Filho; Luis Cezar Rodrigues; Celidarque da Silva Dias; Jose Maria Barbosa-Filho
Journal:  Mar Drugs       Date:  2011-11-10       Impact factor: 6.085

2.  Salvadenosine, a 5'-deoxy-5'-(methylthio) nucleoside from the Bahamian tunicate Didemnum sp.

Authors:  Matthew T Jamison; Christopher N Boddy; Tadeusz F Molinski
Journal:  J Org Chem       Date:  2014-10-20       Impact factor: 4.354

3.  Application of Networking Approaches to Assess the Chemical Diversity, Biogeography, and Pharmaceutical Potential of Verongiida Natural Products.

Authors:  James Lever; Robert Brkljača; Colin Rix; Sylvia Urban
Journal:  Mar Drugs       Date:  2021-10-18       Impact factor: 5.118

4.  Targeted Isolation of Antibiotic Brominated Alkaloids from the Marine Sponge Pseudoceratina durissima Using Virtual Screening and Molecular Networking.

Authors:  James Lever; Florian Kreuder; Jason Henry; Andrew Hung; Pierre-Marie Allard; Robert Brkljača; Colin Rix; Aya C Taki; Robin B Gasser; Jan Kaslin; Donald Wlodkowic; Jean-Luc Wolfender; Sylvia Urban
Journal:  Mar Drugs       Date:  2022-08-29       Impact factor: 6.085

5.  Cytotoxic Compounds of Two Demosponges (Aplysina aerophoba and Spongia sp.) from the Aegean Sea.

Authors:  Maria Orfanoudaki; Anja Hartmann; Mostafa Alilou; Naida Mehic; Marcel Kwiatkowski; Karin Jöhrer; Hieu Nguyen Ngoc; Andreas Hensel; Richard Greil; Markus Ganzera
Journal:  Biomolecules       Date:  2021-05-12

6.  Bromotyrosine-derived alkaloids from the Caribbean sponge Aplysina lacunosa.

Authors:  Qun Göthel; Thanchanok Sirirak; Matthias Köck
Journal:  Beilstein J Org Chem       Date:  2015-11-26       Impact factor: 2.883

7.  Naturally Drug-Loaded Chitin: Isolation and Applications.

Authors:  Valentine Kovalchuk; Alona Voronkina; Björn Binnewerg; Mario Schubert; Liubov Muzychka; Marcin Wysokowski; Mikhail V Tsurkan; Nicole Bechmann; Iaroslav Petrenko; Andriy Fursov; Rajko Martinovic; Viatcheslav N Ivanenko; Jane Fromont; Oleg B Smolii; Yvonne Joseph; Marco Giovine; Dirk Erpenbeck; Michael Gelinsky; Armin Springer; Kaomei Guan; Stefan R Bornstein; Hermann Ehrlich
Journal:  Mar Drugs       Date:  2019-10-10       Impact factor: 5.118

8.  Stereochemical Determination of Fistularins Isolated from the Marine Sponge Ecionemia acervus and Their Regulatory Effect on Intestinal Inflammation.

Authors:  Yeong Kwang Ji; Seon Min Lee; Na-Hyun Kim; Nguyen Van Tu; Yun Na Kim; Jeong Doo Heo; Eun Ju Jeong; Jung-Rae Rho
Journal:  Mar Drugs       Date:  2021-03-22       Impact factor: 5.118
  8 in total

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