Literature DB >> 16268553

Antineoplastic diterpene-benzoate macrolides from the Fijian red alga Callophycus serratus.

Julia Kubanek1, Anne C Prusak, Terry W Snell, Rachel A Giese, Kenneth I Hardcastle, Craig R Fairchild, William Aalbersberg, Carmen Raventos-Suarez, Mark E Hay.   

Abstract

[structures: see text] Three diterpene-benzoate natural products, with novel carbon skeletons and an unusual proposed biosynthesis, were isolated from extracts of the Fijian red alga Callophycus serratus and identified by a combination of X-ray crystallographic, NMR, and mass spectral analyses. Bromophycolide A (1) displayed cytotoxicity against several human tumor cell lines via specific apoptotic cell death. This represents the first discovery of natural products incorporating a diterpene and benzoate skeleton into a macrolide system.

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Year:  2005        PMID: 16268553      PMCID: PMC3374863          DOI: 10.1021/ol052121f

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


  5 in total

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Review 2.  Marine natural products.

Authors:  John W Blunt; Brent R Copp; Murray H G Munro; Peter T Northcote; Michele R Prinsep
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Authors:  F B Whitfield; F Helidoniotis; K J Shaw; D Svoronos
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Review 5.  The role of vanadium bromoperoxidase in the biosynthesis of halogenated marine natural products.

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Journal:  Nat Prod Rep       Date:  2004-01-21       Impact factor: 13.423

  5 in total
  29 in total

1.  Structure and biological evaluation of novel cytotoxic sterol glycosides from the marine red alga Peyssonnelia sp.

Authors:  An-Shen Lin; Sebastian Engel; Benjamin A Smith; Craig R Fairchild; William Aalbersberg; Mark E Hay; Julia Kubanek
Journal:  Bioorg Med Chem       Date:  2010-10-28       Impact factor: 3.641

2.  Bromophycolides C-I from the Fijian red alga Callophycus serratus.

Authors:  Julia Kubanek; Anne C Prusak; Terry W Snell; Rachel A Giese; Craig R Fairchild; William Aalbersberg; Mark E Hay
Journal:  J Nat Prod       Date:  2006-05       Impact factor: 4.050

3.  Probing marine natural product defenses with DESI-imaging mass spectrometry.

Authors:  Eduardo Esquenazi; Pieter C Dorrestein; William H Gerwick
Journal:  Proc Natl Acad Sci U S A       Date:  2009-04-28       Impact factor: 11.205

Review 4.  Advances in exploring the therapeutic potential of marine natural products.

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Journal:  Pharmacol Res       Date:  2019-07-25       Impact factor: 7.658

5.  Natural Products and Their Mimics as Targets of Opportunity for Discovery.

Authors:  Stephen F Martin
Journal:  J Org Chem       Date:  2017-09-15       Impact factor: 4.354

6.  Bromophycolide A targets heme crystallization in the human malaria parasite Plasmodium falciparum.

Authors:  E Paige Stout; Serena Cervantes; Jacques Prudhomme; Stefan France; James J La Clair; Karine Le Roch; Julia Kubanek
Journal:  ChemMedChem       Date:  2011-07-05       Impact factor: 3.466

7.  Callophycoic acids and callophycols from the Fijian red alga Callophycus serratus.

Authors:  Amy L Lane; Elizabeth P Stout; Mark E Hay; Anne C Prusak; Kenneth Hardcastle; Craig R Fairchild; Scott G Franzblau; Karine Le Roch; Jacques Prudhomme; William Aalbersberg; Julia Kubanek
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8.  Inhibitory effect of a callophycin A derivative on iNOS expression via inhibition of Akt in lipopolysaccharide-stimulated RAW 264.7 cells.

Authors:  Eun-Jung Park; Li Shen; Dianqing Sun; John M Pezzuto
Journal:  J Nat Prod       Date:  2013-12-03       Impact factor: 4.050

9.  Reactive desorption electrospray ionization mass spectrometry (DESI-MS) of natural products of a marine alga.

Authors:  Leonard Nyadong; Edward G Hohenstein; Asiri Galhena; Amy L Lane; Julia Kubanek; C David Sherrill; Facundo M Fernández
Journal:  Anal Bioanal Chem       Date:  2009-03-07       Impact factor: 4.142

10.  Antimalarial bromophycolides J-Q from the Fijian red alga Callophycus serratus.

Authors:  Amy L Lane; E Paige Stout; An-Shen Lin; Jacques Prudhomme; Karine Le Roch; Craig R Fairchild; Scott G Franzblau; Mark E Hay; William Aalbersberg; Julia Kubanek
Journal:  J Org Chem       Date:  2009-04-03       Impact factor: 4.354

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