Literature DB >> 12762801

Plakortides M and N, bioactive polyketide endoperoxides from the Caribbean marine sponge Plakortis halichondrioides.

María del Sol Jiménez1, Sandra P Garzón, Abimael D Rodríguez.   

Abstract

From a small specimen of the marine sponge Plakortis halichondrioides collected in Puerto Rico we have isolated the known unsaturated ester methyl (2Z,6R,8R,9E)-3,6-epoxy-4,6,8-triethyl-2,4,9-dodecatrienoate (1) along with the known cyclic peroxide plakortide F (2). In addition, the structures of two new polyketide endoperoxides, namely, plakortide O (3) and plakortide P (4), were fully characterized by spectroscopic and chemical methods. The absolute stereochemistry of plakortide O methyl ester (3a) has been determined by analysis of the (R)- and (S)-MTPA esters of the acyclic derivative 5 obtained by hydrogenolysis. Plakortide O (3) and plakortide P (4) exhibited potent cytotoxicity in the NCI human cancer screening program, whereas plakortide O methyl ester, 3a, displayed strong antimalarial activity against Plasmodium falciparum [corrected].

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Year:  2003        PMID： 12762801     DOI： 10.1021/np030021h

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


  9 in total

1.  Bioactive Cycloperoxides Isolated from the Puerto Rican Sponge Plakortis halichondrioides.

Authors:  Carlos Jiménez-Romero; Idelisse Ortiz; Jan Vicente; Brunilda Vera; Abimael D Rodríguez; Sangkil Nam; Richard Jove
Journal:  J Nat Prod       Date:  2010-10-05       Impact factor: 4.050

Review 2.  Rearrangements of organic peroxides and related processes.

Authors:  Ivan A Yaremenko; Vera A Vil'; Dmitry V Demchuk; Alexander O Terent'ev
Journal:  Beilstein J Org Chem       Date:  2016-08-03       Impact factor: 2.883

Review 3.  Marine antimalarials.

Authors:  Ernesto Fattorusso; Orazio Taglialatela-Scafati
Journal:  Mar Drugs       Date:  2009-04-23       Impact factor: 5.118

4.  Aromatic cyclic peroxides and related keto-compounds from the Plakortis sp. component of a sponge consortium.

Authors:  Emiliano Manzo; M Letizia Ciavatta; Dominique Melck; Peter Schupp; Nicole de Voogd; Margherita Gavagnin
Journal:  J Nat Prod       Date:  2009-08       Impact factor: 4.050

5.  5-OHKF and NorKA, depsipeptides from a Hawaiian collection of Bryopsis pennata: binding properties for NorKA to the human neuropeptide Y Y1 receptor.

Authors:  Jiangtao Gao; Catherina Caballero-George; Bin Wang; Karumanchi V Rao; Abbas Gholipour Shilabin; Mark T Hamann
Journal:  J Nat Prod       Date:  2009-12       Impact factor: 4.050

Review 6.  Synthesis of five- and six-membered cyclic organic peroxides: Key transformations into peroxide ring-retaining products.

Authors:  Alexander O Terent'ev; Dmitry A Borisov; Vera A Vil'; Valery M Dembitsky
Journal:  Beilstein J Org Chem       Date:  2014-01-08       Impact factor: 2.883

7.  Sponge symbioses between Xestospongia deweerdtae and Plakortis spp. are not motivated by shared chemical defense against predators.

Authors:  Micah Jaarsma Marty; Jan Vicente; Benjamin L Oyler; Allen Place; Russell T Hill
Journal:  PLoS One       Date:  2017-04-18       Impact factor: 3.240

8.  Cytotoxicity of Endoperoxides from the Caribbean Sponge Plakortis halichondrioides towards Sensitive and Multidrug-Resistant Leukemia Cells: Acids vs. Esters Activity Evaluation.

Authors:  Tanja Schirmeister; Swarna Oli; Hongmei Wu; Gerardo Della Sala; Valeria Costantino; Ean-Jeong Seo; Thomas Efferth
Journal:  Mar Drugs       Date:  2017-03-03       Impact factor: 5.118

Review 9.  Increasing the Strength and Production of Artemisinin and Its Derivatives.

Authors:  Syed Lal Badshah; Asad Ullah; Nasir Ahmad; Zainab M Almarhoon; Yahia Mabkhot
Journal:  Molecules       Date:  2018-01-03       Impact factor: 4.411
  9 in total

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