Literature DB >> 22014756

Neopetrosiquinones A and B, sesquiterpene benzoquinones isolated from the deep-water sponge Neopetrosia cf. proxima.

Priscilla L Winder1, Heather L Baker, Patricia Linley, Esther A Guzmán, Shirley A Pomponi, M Cristina Diaz, John K Reed, Amy E Wright.   

Abstract

Two new marine-derived sesquiterpene benzoquinones which we designate as neopetrosiquinones A (1) and B (2), have been isolated from a deep-water sponge of the family Petrosiidae. The structures were elucidated on the basis of their spectroscopic data. Compounds 1 and 2 inhibit the in vitro proliferation of the DLD-1 human colorectal adenocarcinoma cell line with IC(50) values of 3.7 and 9.8 μM, respectively, and the PANC-1 human pancreatic carcinoma cell line with IC(50) values of 6.1 and 13.8 μM, respectively. Neopetrosiquinone A (1) also inhibited the in vitro proliferation of the AsPC-1 human pancreatic carcinoma cell line with an IC(50) value of 6.1 μM. The compounds are structurally related to alisiaquinone A, cyclozonarone, and xestoquinone.
Copyright © 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID： 22014756      PMCID： PMC3268459          DOI： 10.1016/j.bmc.2011.09.026

Source DB:  PubMed          Journal:  Bioorg Med Chem        ISSN： 0968-0896            Impact factor:   3.641


  9 in total

1.  Discorhabdins S, T, and U, new cytotoxic pyrroloiminoquinones from a deep-water Caribbean sponge of the genus Batzella.

Authors:  Sarath P Gunasekera; Ignacio A Zuleta; Ross E Longley; Amy E Wright; Shirley A Pomponi
Journal:  J Nat Prod       Date:  2003-12       Impact factor: 4.050

2.  UV/Vis spectra and solubility of some naphthoquinones, and the extraction behavior of plumbagin from Plumbago scandens roots in supercritical CO2.

Authors:  S V Rodrigues; L M Viana; W Baumann
Journal:  Anal Bioanal Chem       Date:  2006-05-20       Impact factor: 4.142

3.  The beta-catenin/TCF-4 complex imposes a crypt progenitor phenotype on colorectal cancer cells.

Authors:  Marc van de Wetering; Elena Sancho; Cornelis Verweij; Wim de Lau; Irma Oving; Adam Hurlstone; Karin van der Horn; Eduard Batlle; Damien Coudreuse; Anna Pavlina Haramis; Menno Tjon-Pon-Fong; Petra Moerer; Maaike van den Born; Gwen Soete; Steven Pals; Martin Eilers; Rene Medema; Hans Clevers
Journal:  Cell       Date:  2002-10-18       Impact factor: 41.582

4.  Xestoquinone activates skeletal muscle actomyosin ATPase by modification of the specific sulfhydryl group in the myosin head probably distinct from sulfhydryl groups SH1 and SH2.

Authors:  H Sakamoto; K Furukawa; K Matsunaga; H Nakamura; Y Ohizumi
Journal:  Biochemistry       Date:  1995-10-03       Impact factor: 3.162

5.  Synthesis and in vitro trypanocide activity of several polycyclic drimane-quinone derivatives.

Authors:  Mauricio A Cuellar; Cristian Salas; Manuel J Cortés; Antonio Morello; Juan Diego Maya; Marcelo D Preite
Journal:  Bioorg Med Chem       Date:  2003-06-12       Impact factor: 3.641

6.  Antimalarial potential of xestoquinone, a protein kinase inhibitor isolated from a Vanuatu marine sponge Xestospongia sp.

Authors:  Dominique Laurent; Valérie Jullian; Arnaud Parenty; Martine Knibiehler; Dominique Dorin; Sophie Schmitt; Olivier Lozach; Nicolas Lebouvier; Maryvonne Frostin; Frédéric Alby; Séverine Maurel; Christian Doerig; Laurent Meijer; Michel Sauvain
Journal:  Bioorg Med Chem       Date:  2006-03-02       Impact factor: 3.641

7.  Alisiaquinones and alisiaquinol, dual inhibitors of Plasmodium falciparum enzyme targets from a New Caledonian deep water sponge.

Authors:  Denis Desoubzdanne; Laurence Marcourt; Roselyne Raux; Séverine Chevalley; Dominique Dorin; Christian Doerig; Alexis Valentin; Frédéric Ausseil; Cécile Debitus
Journal:  J Nat Prod       Date:  2008-05-31       Impact factor: 4.050

8.  Small-molecule antagonists of the oncogenic Tcf/beta-catenin protein complex.

Authors:  Maina Lepourcelet; Ying-Nan P Chen; Dennis S France; Huisheng Wang; Phillip Crews; Frank Petersen; Charles Bruseo; Alexander W Wood; Ramesh A Shivdasani
Journal:  Cancer Cell       Date:  2004-01       Impact factor: 31.743

9.  Marine sponge polyketide inhibitors of protein tyrosine kinase.

Authors:  R H Lee; D L Slate; R Moretti; K A Alvi; P Crews
Journal:  Biochem Biophys Res Commun       Date:  1992-04-30       Impact factor: 3.575
  9 in total
  2 in total

Review 1.  Synthetic strategies to terpene quinones/hydroquinones.

Authors:  Marina Gordaliza
Journal:  Mar Drugs       Date:  2012-02-14       Impact factor: 6.085

Review 2.  Bioactive Prenyl- and Terpenyl-Quinones/Hydroquinones of Marine Origin †.

Authors:  Pablo A García; Ángela P Hernández; Arturo San Feliciano; Mª Ángeles Castro
Journal:  Mar Drugs       Date:  2018-08-21       Impact factor: 5.118
  2 in total

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