Literature DB >> 20801038

Unusual antimalarial meroditerpenes from tropical red macroalgae.

E Paige Stout1, Jacques Prudhomme, Karine Le Roch, Craig R Fairchild, Scott G Franzblau, William Aalbersberg, Mark E Hay, Julia Kubanek.   

Abstract

Three antimalarial meroditerpenes have been isolated from two Fijian red macroalgae. The absolute stereochemistry of callophycolide A (1), a unique macrolide from Callophycus serratus, was determined using a combination of Mosher's ester analysis, circular dichroism analysis with a dimolybdenum tetraacetate complex, and conformational analysis using NOEs. In addition, two known tocopherols, β-tocopherylhydroquinone (4) and δ-tocopherylhydroquinone (5), were isolated from Amphiroa crassa. By oxidizing 5 to the corresponding δ-tocopherylquinone (6), antimalarial activity against the human malaria parasite Plasmodium falciparum was increased by more than 20-fold. Copyright (c) 2010 Elsevier Ltd. All rights reserved.

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Year:  2010        PMID： 20801038      PMCID： PMC2939151          DOI： 10.1016/j.bmcl.2010.08.031

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  11 in total

1.  Determination of tocopherols, tocopherolquinones and tocopherolhydroquinones by gas chromatography-mass spectrometry and preseparation with lipophilic gel chromatography.

Authors:  H U Melchert; D Pollok; E Pabel; K Rubach; H J Stan
Journal:  J Chromatogr A       Date:  2002-11-08       Impact factor: 4.759

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

Review 3.  Natural products as sources of new drugs over the last 25 years.

Authors:  David J Newman; Gordon M Cragg
Journal:  J Nat Prod       Date:  2007-02-20       Impact factor: 4.050

4.  Practical method for the absolute configuration assignment of tert/tert 1,2-diols using their complexes with Mo2(OAc)4.

Authors:  Marcin Górecki; Ewa Jabłońska; Anna Kruszewska; Agata Suszczyńska; Zofia Urbańczyk-Lipkowska; Michael Gerards; Jacek W Morzycki; Wojciech J Szczepek; Jadwiga Frelek
Journal:  J Org Chem       Date:  2007-03-22       Impact factor: 4.354

5.  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

6.  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

Review 7.  Antimalarials from nature.

Authors:  Kirandeep Kaur; Meenakshi Jain; Tarandeep Kaur; Rahul Jain
Journal:  Bioorg Med Chem       Date:  2009-03-03       Impact factor: 3.641

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

Review 9.  Tocopherylquinone and tocopherylhydroquinone.

Authors:  Etsuo Niki
Journal:  Redox Rep       Date:  2007       Impact factor: 4.412

10.  Meroditerpenoids from the southern Australian marine brown alga Sargassum fallax.

Authors:  Priyanka Reddy; Sylvia Urban
Journal:  Phytochemistry       Date:  2009-01-18       Impact factor: 4.072
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  10 in total

1.  Problems with molecular mechanics implementations on the example of 4-benzoyl-1-(4-methyl-imidazol-5-yl)-carbonylthiosemicarbazide.

Authors:  Agata Siwek; Katarzyna Swiderek; Stefan Jankowski
Journal:  J Mol Model       Date:  2011-05-28       Impact factor: 1.810

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

Review 3.  Antiplasmodial natural products: an update.

Authors:  Nasir Tajuddeen; Fanie R Van Heerden
Journal:  Malar J       Date:  2019-12-05       Impact factor: 2.979

Review 4.  Phytochemical and Potential Properties of Seaweeds and Their Recent Applications: A Review.

Authors:  Hossam S El-Beltagi; Amal A Mohamed; Heba I Mohamed; Khaled M A Ramadan; Aminah A Barqawi; Abdallah Tageldein Mansour
Journal:  Mar Drugs       Date:  2022-05-24       Impact factor: 6.085

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.  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

Review 7.  Environmental Impact on Seaweed Phenolic Production and Activity: An Important Step for Compound Exploitation.

Authors:  Silvia Lomartire; João Cotas; Diana Pacheco; João Carlos Marques; Leonel Pereira; Ana M M Gonçalves
Journal:  Mar Drugs       Date:  2021-04-26       Impact factor: 5.118

8.  The Prospective Use of Brazilian Marine Macroalgae in Schistosomiasis Control.

Authors:  Erika M Stein; Sara G Tajú; Patrícia A Miyasato; Rafaela P de Freitas; Lenita de F Tallarico; Guilherme S Dos Santos; Giovana L F Luiz; Henrique K Rofatto; Fábio N V da Silva; Pio Colepicolo; Arthur L Macedo; Carlos A Carollo; Eliana Nakano
Journal:  Mar Drugs       Date:  2021-04-22       Impact factor: 5.118

9.  Assessment of dual life stage antiplasmodial activity of british seaweeds.

Authors:  Jasmine Spavieri; Andrea Allmendinger; Marcel Kaiser; Maurice Ayamba Itoe; Gerald Blunden; Maria M Mota; Deniz Tasdemir
Journal:  Mar Drugs       Date:  2013-10-22       Impact factor: 5.118

Review 10.  Seaweed Phenolics: From Extraction to Applications.

Authors:  João Cotas; Adriana Leandro; Pedro Monteiro; Diana Pacheco; Artur Figueirinha; Ana M M Gonçalves; Gabriela Jorge da Silva; Leonel Pereira
Journal:  Mar Drugs       Date:  2020-07-24       Impact factor: 5.118
  10 in total

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