Literature DB >> 15128261

Bielschowskysin, a gorgonian-derived biologically active diterpene with an unprecedented carbon skeleton.

Jeffrey Marrero1, Abimael D Rodríguez, Peter Baran, Raphael G Raptis, Juan A Sánchez, Eduardo Ortega-Barria, Todd L Capson.   

Abstract

Bielschowskysin is a naturally occurring diterpene isolated from the Caribbean gorgonian octocoral Pseudopterogorgia kallos. Its highly oxygenated hexacyclic structure is based on a previously undescribed tricyclo[9.3.0.0(2,10)]tetradecane ring system that was established through spectroscopic analysis and X-ray crystallographic analysis. Bielschowskysin was shown to exhibit antimalarial activity against Plasmodium falciparum as well as strong anticancer activity against two human cancer cell lines.

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Year:  2004        PMID： 15128261     DOI： 10.1021/ol049495d

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  16 in total

1.  Progress toward the total synthesis of Bielschowskysin: a stereoselective [2+2] photocycloaddition.

Authors:  Brandon Doroh; Gary A Sulikowski
Journal:  Org Lett       Date:  2006-03-02       Impact factor: 6.005

Review 2.  Marine pharmacology in 2003-4: marine compounds with anthelmintic antibacterial, anticoagulant, antifungal, anti-inflammatory, antimalarial, antiplatelet, antiprotozoal, antituberculosis, and antiviral activities; affecting the cardiovascular, immune and nervous systems, and other miscellaneous mechanisms of action.

Authors:  Alejandro M S Mayer; Abimael D Rodríguez; Roberto G S Berlinck; Mark T Hamann
Journal:  Comp Biochem Physiol C Toxicol Pharmacol       Date:  2007-02-09       Impact factor: 3.228

3.  A strategy toward the synthesis of C13-oxidized cembrenolides.

Authors:  Alec Saitman; Steven D E Sullivan; Emmanuel A Theodorakis
Journal:  Tetrahedron Lett       Date:  2013-03-20       Impact factor: 2.415

4.  Synthesis of a highly functionalized core of verrillin.

Authors:  Alec Saitman; Emmanuel A Theodorakis
Journal:  Org Lett       Date:  2013-04-30       Impact factor: 6.005

Review 5.  Polycyclic Furanobutenolide-Derived Cembranoid and Norcembranoid Natural Products: Biosynthetic Connections and Synthetic Efforts.

Authors:  Robert A Craig; Brian M Stoltz
Journal:  Chem Rev       Date:  2017-05-18       Impact factor: 60.622

6.  Synthesis of macroheterocycles through intramolecular oxidative coupling of furanoid β-ketoesters.

Authors:  K C Nicolaou; Christopher R H Hale; Christian Ebner; Christian Nilewski; Christopher F Ahles; Derek Rhoades
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-05       Impact factor: 15.336

7.  An expedient synthesis of a functionalized core structure of bielschowskysin.

Authors:  K C Nicolaou; Vikrant A Adsool; Christopher R H Hale
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-26       Impact factor: 15.336

8.  Enantioselective construction of α-quaternary cyclobutanones by catalytic asymmetric allylic alkylation.

Authors:  Corey M Reeves; Christian Eidamshaus; Jimin Kim; Brian M Stoltz
Journal:  Angew Chem Int Ed Engl       Date:  2013-05-17       Impact factor: 15.336

9.  Use of a palladium(II)-catalyzed oxidative kinetic resolution in synthetic efforts toward bielschowskysin.

Authors:  Michael E Meyer; John H Phillips; Eric M Ferreira; Brian M Stoltz
Journal:  Tetrahedron       Date:  2013-09-09       Impact factor: 2.457

Review 10.  Bioactive compounds from marine invertebrates as potent anticancer drugs: the possible pharmacophores modulating cell death pathways.

Authors:  Srimanta Patra; Prakash Priyadarshi Praharaj; Debasna Pritimanjari Panigrahi; Biswajit Panda; Chandra Sekhar Bhol; Kewal Kumar Mahapatra; Soumya Ranjan Mishra; Bishnu Prasad Behera; Mrutyunjay Jena; Gautam Sethi; Shankargouda Patil; Samir Kumar Patra; Sujit Kumar Bhutia
Journal:  Mol Biol Rep       Date:  2020-08-14       Impact factor: 2.316
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