Literature DB >> 20337497

Anti-infective discorhabdins from a deep-water alaskan sponge of the genus Latrunculia.

Minkyun Na1, Yuanqing Ding, Bin Wang, Babu L Tekwani, Raymond F Schinazi, Scott Franzblau, Michelle Kelly, Robert Stone, Xing-Cong Li, Daneel Ferreira, Mark T Hamann.   

Abstract

Bioassay- and LC-MS-guided fractionation of a methanol extract from a new deep-water Alaskan sponge species of the genus Latrunculia resulted in the isolation of two new brominated pyrroloiminoquinones, dihydrodiscorhabdin B and discorhabdin Y (2), along with six known pyrroloiminoquinone alkaloids, discorhabdins A (3), C (4), E (5), and L (6), dihydrodiscorhabdin C (7), and the benzene derivative 8. Compounds 3, 4, and 7 exhibited anti-HCV activity, antimalarial activity, and selective antimicrobial activity. Although compounds 3 and 7 displayed potent and selective in vitro antiprotozoal activity, Plasmodium berghei-infected mice did not respond to these metabolites due to their toxicity in vivo.

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Year:  2010        PMID: 20337497      PMCID: PMC4883701          DOI: 10.1021/np900281r

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


  14 in total

1.  Ribonucleoside analogue that blocks replication of bovine viral diarrhea and hepatitis C viruses in culture.

Authors:  Lieven J Stuyver; Tony Whitaker; Tamara R McBrayer; Brenda I Hernandez-Santiago; Stefania Lostia; Phillip M Tharnish; Mangala Ramesh; Chung K Chu; Robert Jordan; Junxing Shi; Suguna Rachakonda; Kyoichi A Watanabe; Michael J Otto; Raymond F Schinazi
Journal:  Antimicrob Agents Chemother       Date:  2003-01       Impact factor: 5.191

2.  Discorhabdins I and L, cytotoxic alkaloids from the sponge Latrunculia brevis.

Authors:  Fernando Reyes; Rocío Martín; Ana Rueda; Rogelio Fernández; David Montalvo; Cristina Gómez; José M Sánchez-Puelles
Journal:  J Nat Prod       Date:  2004-03       Impact factor: 4.050

3.  Manzamine B and E and ircinal A related alkaloids from an Indonesian Acanthostrongylophora sponge and their activity against infectious, tropical parasitic, and Alzheimer's diseases.

Authors:  Karumanchi V Rao; Marwa S Donia; Jiangnan Peng; Esther Garcia-Palomero; Diana Alonso; Ana Martinez; Miguel Medina; Scott G Franzblau; Babu L Tekwani; Shabana I Khan; Subagus Wahyuono; Kristine L Willett; Mark T Hamann
Journal:  J Nat Prod       Date:  2006-07       Impact factor: 4.050

4.  Application of electronic circular dichroism in configurational and conformational analysis of organic compounds.

Authors:  Nina Berova; Lorenzo Di Bari; Gennaro Pescitelli
Journal:  Chem Soc Rev       Date:  2007-02-05       Impact factor: 54.564

5.  Antimicrobial and antileishmanial activities of hypocrellins A and B.

Authors:  Guoyi Ma; Shabana I Khan; Melissa R Jacob; Babu L Tekwani; Zuqiang Li; David S Pasco; Larry A Walker; Ikhlas A Khan
Journal:  Antimicrob Agents Chemother       Date:  2004-11       Impact factor: 5.191

Review 6.  Pyrroloiminoquinone and related metabolites from marine sponges.

Authors:  Edith M Antunes; Brent R Copp; Michael T Davies-Coleman; Toufiek Samaai
Journal:  Nat Prod Rep       Date:  2005-01-04       Impact factor: 13.423

7.  The current state of ab initio calculations of optical rotation and electronic circular dichroism spectra.

Authors:  T Daniel Crawford; Mary C Tam; Micah L Abrams
Journal:  J Phys Chem A       Date:  2007-11-07       Impact factor: 2.781

8.  Cytotoxic pyrroloiminoquinones from four new species of South African latrunculid sponges.

Authors:  Edith M Antunes; Denzil R Beukes; Michelle Kelly; Toufiek Samaai; Louis R Barrows; Kathryn M Marshall; Catherine Sincich; Michael T Davies-Coleman
Journal:  J Nat Prod       Date:  2004-08       Impact factor: 4.050

9.  Theoretical calculation of electronic circular dichroism of the rotationally restricted 3,8''-biflavonoid morelloflavone.

Authors:  Yuanqing Ding; Xing-Cong Li; Daneel Ferreira
Journal:  J Org Chem       Date:  2007-10-24       Impact factor: 4.354

10.  Discorhabdins revisited: cytotoxic alkaloids from southern australian marine sponges of the genera Higginsia and Spongosorites.

Authors:  Mohamed El-Naggar; Robert J Capon
Journal:  J Nat Prod       Date:  2009-03-27       Impact factor: 4.050

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  17 in total

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Journal:  Curr Opin Biotechnol       Date:  2010-10-16       Impact factor: 9.740

4.  Preclinical pharmacology of BA-TPQ, a novel synthetic iminoquinone anticancer agent.

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Journal:  Mar Drugs       Date:  2010-07-13       Impact factor: 5.118

5.  Atkamine: a new pyrroloiminoquinone scaffold from the cold water Aleutian Islands Latrunculia sponge.

Authors:  Yike Zou; Mark T Hamann
Journal:  Org Lett       Date:  2013-03-08       Impact factor: 6.005

6.  Determination of Absolute Configuration of Natural Products: Theoretical Calculation of Electronic Circular Dichroism as a Tool.

Authors:  Xing-Cong Li; Daneel Ferreira; Yuanqing Ding
Journal:  Curr Org Chem       Date:  2010-10-01       Impact factor: 2.180

7.  A Convenient C-H Functionalization Platform for Pyrroloiminoquinone Alkaloid Synthesis.

Authors:  Myles W Smith; Isaac D Falk; Hideya Ikemoto; Noah Z Burns
Journal:  Tetrahedron       Date:  2019-05-08       Impact factor: 2.457

Review 8.  Marine Pyrrole Alkaloids.

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Journal:  Mar Drugs       Date:  2021-09-10       Impact factor: 5.118

Review 9.  Advancement into the Arctic region for bioactive sponge secondary metabolites.

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Journal:  Mar Drugs       Date:  2011-11-21       Impact factor: 6.085

Review 10.  Marine Indole Alkaloids.

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Journal:  Mar Drugs       Date:  2015-08-06       Impact factor: 5.118

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