Literature DB >> 24329175

Callyspongiolide, a cytotoxic macrolide from the marine sponge Callyspongia sp.

Cong-Dat Pham1, Rudolf Hartmann, Philip Böhler, Björn Stork, Sebastian Wesselborg, Wenhan Lin, Daowan Lai, Peter Proksch.   

Abstract

A novel macrolide, <span class="Chemical">callyspongiolide, whose structure was determined by comprehensive analysis of the NMR and HRMS spectra, was isolated from the marine sponge Callyspongia sp. collected in Indonesia. The compound features a carbamate-substituted 14-membered macrocyclic lactone ring with a conjugated structurally unprecedented diene-ynic side chain terminating at a brominated benzene ring. Callyspongiolide showed strong cytotoxicity against human Jurkat J16 T and Ramos B lymphocytes.

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Year:  2013        PMID: 24329175      PMCID: PMC4900817          DOI: 10.1021/ol403241v

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


  17 in total

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4.  Leiodermatolide, a potent antimitotic macrolide from the marine sponge Leiodermatium sp.

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5.  Cytotoxic macrolides from a new species of the deep-water marine sponge Leiodermatium.

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Journal:  J Org Chem       Date:  2006-09-15       Impact factor: 4.354

6.  Peloruside A: a potent cytotoxic macrolide isolated from the new zealand marine sponge Mycale sp.

Authors:  L M West; P T Northcote; C N Battershill
Journal:  J Org Chem       Date:  2000-01-28       Impact factor: 4.354

7.  Stereochemical Determination of Acyclic Structures Based on Carbon-Proton Spin-Coupling Constants. A Method of Configuration Analysis for Natural Products.

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8.  Kahalalide derivatives from the Indian sacoglossan mollusk Elysia grandifolia.

Authors:  Mohamed Ashour; RuAngelie Edrada; Rainer Ebel; Victor Wray; Wim Wätjen; K Padmakumar; Werner E G Müller; Wen Han Lin; Peter Proksch
Journal:  J Nat Prod       Date:  2006-11       Impact factor: 4.050

9.  Niphatoxin C, a cytotoxic tripyridine alkaloid from Callyspongia sp.

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10.  Callyspongenols A-C, new cytotoxic C22-polyacetylenic alcohols from a red sea sponge, Callyspongia species.

Authors:  Diaa T A Youssef; Rob W M van Soest; Nobuhiro Fusetani
Journal:  J Nat Prod       Date:  2003-05       Impact factor: 4.050

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  8 in total

1.  Enantioselective total synthesis and structural assignment of callyspongiolide.

Authors:  Arun K Ghosh; Luke A Kassekert; Joseph D Bungard
Journal:  Org Biomol Chem       Date:  2016-12-07       Impact factor: 3.876

2.  Enantioselective Synthesis of Both Epimers at C-21 in the Proposed Structure of Cytotoxic Macrolide Callyspongiolide.

Authors:  Arun K Ghosh; Luke A Kassekert
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Review 3.  Biological Activity of Recently Discovered Halogenated Marine Natural Products.

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Journal:  Mar Drugs       Date:  2015-06-30       Impact factor: 5.118

4.  Preparation of macrocyclic Z-enoates and (E,Z)- or (Z,E)-dienoates through catalytic stereoselective ring-closing metathesis.

Authors:  Hanmo Zhang; Elsie C Yu; Sebastian Torker; Richard R Schrock; Amir H Hoveyda
Journal:  J Am Chem Soc       Date:  2014-11-17       Impact factor: 15.419

5.  Callyspongiolide kills cells by inducing mitochondrial dysfunction via cellular iron depletion.

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Journal:  Commun Biol       Date:  2021-09-23

Review 6.  Marine-Derived Macrolides 1990-2020: An Overview of Chemical and Biological Diversity.

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Review 7.  Chemical Diversity and Biological Activity of Secondary Metabolites Isolated from Indonesian Marine Invertebrates.

Authors:  Fauzia Izzati; Mega Ferdina Warsito; Asep Bayu; Anggia Prasetyoputri; Akhirta Atikana; Linda Sukmarini; Siti Irma Rahmawati; Masteria Yunovilsa Putra
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Review 8.  Metabolities from Marine Sponges of the Genus Callyspongia: Occurrence, Biological Activity, and NMR Data.

Authors:  Lucas Hilário Nogueira de Sousa; Rusceli Diego de Araújo; Déborah Sousa-Fontoura; Fabrício Gava Menezes; Renata Mendonça Araújo
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  8 in total

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