Literature DB >> 17715978

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

Amy L Lane1, 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.   

Abstract

Callophycoic acids A-H (1-8) and callophycols A and B (9 and 10) were isolated from extracts of the Fijian red alga Callophycus serratus, and identified by NMR, X-ray, and mass spectral analyses. These natural products represent four novel carbon skeletons, providing the first examples of diterpene-benzoic acids and diterpene-phenols in macroalgae. Compounds 1-10 exhibited antibacterial, antimalarial, and anticancer activity, although they are less bioactive than diterpene-benzoate macrolides previously isolated from this red alga.

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Year:  2007        PMID: 17715978      PMCID: PMC3374858          DOI: 10.1021/jo071210y

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  18 in total

1.  New antibacterial metabolites from the cyanobacterium Nostoc commune(EAWAG 122b).

Authors:  B Jaki; J Heilmann; O Sticher
Journal:  J Nat Prod       Date:  2000-09       Impact factor: 4.050

2.  A stereocontrolled synthesis of delta-trans-tocotrienoloic acid.

Authors:  David J Maloney; Sidney M Hecht
Journal:  Org Lett       Date:  2005-09-15       Impact factor: 6.005

3.  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

4.  Hexaprenoid hydroquinones from the sponge Haliclona (aka Adocia) sp.

Authors:  Lyndon M West; D John Faulkner
Journal:  J Nat Prod       Date:  2006-07       Impact factor: 4.050

5.  Distribution of bromophenols in species of marine algae from eastern Australia.

Authors:  F B Whitfield; F Helidoniotis; K J Shaw; D Svoronos
Journal:  J Agric Food Chem       Date:  1999-06       Impact factor: 5.279

6.  New bromoterpenes from the red alga Laurencia luzonensis.

Authors:  M Kuniyoshi; M S Marma; T Higa; G Bernardinelli; C W Jefford
Journal:  J Nat Prod       Date:  2001-06       Impact factor: 4.050

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

Authors:  Julia Kubanek; Anne C Prusak; Terry W Snell; Rachel A Giese; Kenneth I Hardcastle; Craig R Fairchild; William Aalbersberg; Carmen Raventos-Suarez; Mark E Hay
Journal:  Org Lett       Date:  2005-11-10       Impact factor: 6.005

8.  Novel, rapid, and inexpensive cell-based quantification of antimalarial drug efficacy.

Authors:  Tyler N Bennett; Michelle Paguio; Bojana Gligorijevic; Clement Seudieu; Andrew D Kosar; Eugene Davidson; Paul D Roepe
Journal:  Antimicrob Agents Chemother       Date:  2004-05       Impact factor: 5.191

9.  Simple and inexpensive fluorescence-based technique for high-throughput antimalarial drug screening.

Authors:  Martin Smilkstein; Nongluk Sriwilaijaroen; Jane Xu Kelly; Prapon Wilairat; Michael Riscoe
Journal:  Antimicrob Agents Chemother       Date:  2004-05       Impact factor: 5.191

10.  Human malaria parasites in continuous culture.

Authors:  W Trager; J B Jensen
Journal:  Science       Date:  1976-08-20       Impact factor: 47.728

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  15 in total

1.  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

2.  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

3.  Bioactive bromophycolides R-U from the Fijian red alga Callophycus serratus.

Authors:  An-Shen Lin; E Paige Stout; Jacques Prudhomme; Karine Le Roch; Craig R Fairchild; Scott G Franzblau; William Aalbersberg; Mark E Hay; Julia Kubanek
Journal:  J Nat Prod       Date:  2010-02-26       Impact factor: 4.050

4.  Iodinated Meroditerpenes from a Red Alga Callophycus sp.

Authors:  Serge Lavoie; David Brumley; Troy S Alexander; Christine Jasmin; Franz A Carranza; Kate Nelson; Cassandra L Quave; Julia Kubanek
Journal:  J Org Chem       Date:  2017-04-13       Impact factor: 4.354

5.  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

6.  Enantiospecific Solvolytic Functionalization of Bromochlorides.

Authors:  Alexander J Burckle; Bálint Gál; Frederick J Seidl; Vasil H Vasilev; Noah Z Burns
Journal:  J Am Chem Soc       Date:  2017-09-18       Impact factor: 15.419

7.  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

8.  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

9.  Bromophycoic acids: bioactive natural products from a Fijian red alga Callophycus sp.

Authors:  Margaret E Teasdale; Tonya L Shearer; Sebastian Engel; Troy S Alexander; Craig R Fairchild; Jacques Prudhomme; Manuel Torres; Karine Le Roch; William Aalbersberg; Mark E Hay; Julia Kubanek
Journal:  J Org Chem       Date:  2012-09-05       Impact factor: 4.354

10.  Seaweed allelopathy against coral: surface distribution of a seaweed secondary metabolite by imaging mass spectrometry.

Authors:  Tiffany D Andras; Troy S Alexander; Asiri Gahlena; R Mitchell Parry; Facundo M Fernandez; Julia Kubanek; May D Wang; Mark E Hay
Journal:  J Chem Ecol       Date:  2012-10-30       Impact factor: 2.626

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