Literature DB >> 22434373

Stereoselective synthesis and hormonal activity of novel dafachronic acids and naturally occurring steroids isolated from corals.

Ratni Saini1, Sebastian Boland, Olga Kataeva, Arndt W Schmidt, Teymuras V Kurzchalia, Hans-Joachim Knölker.   

Abstract

A stereoselective synthesis of (25S)-Δ(1)-, (25S)-Δ(1,4)-, (25S)-Δ(1,7)-, (25S)-Δ(8(14))-, (25S)-Δ(4,6,8(14))-dafachronic acid, methyl (25S)-Δ(1,4)-dafachronate and (25S)-5α-hydroxy-3,6-dioxocholest-7-en-26-oic acid is described. (25S)-Δ(1,4)-Dafachronic acid and its methyl ester are natural products isolated from corals and have been obtained by synthesis for the first time. (25S)-5α-Hydroxy-3,6-dioxocholest-7-en-26-oic acid represents a promising synthetic precursor for cytotoxic marine steroids.

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Year:  2012        PMID: 22434373     DOI: 10.1039/c2ob25394a

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  5 in total

1.  Integration of carbohydrate metabolism and redox state controls dauer larva formation in Caenorhabditis elegans.

Authors:  Sider Penkov; Damla Kaptan; Cihan Erkut; Mihail Sarov; Fanny Mende; Teymuras V Kurzchalia
Journal:  Nat Commun       Date:  2015-08-20       Impact factor: 14.919

Review 2.  NR3E receptors in cnidarians: A new family of steroid receptor relatives extends the possible mechanisms for ligand binding.

Authors:  Konstantin Khalturin; Isabelle M L Billas; Yassmine Chebaro; Adam M Reitzel; Ann M Tarrant; Vincent Laudet; Gabriel V Markov
Journal:  J Steroid Biochem Mol Biol       Date:  2018-06-22       Impact factor: 4.292

3.  Endocannabinoids in Caenorhabditis elegans are essential for the mobilization of cholesterol from internal reserves.

Authors:  Celina Galles; Gastón M Prez; Sider Penkov; Sebastian Boland; Exequiel O J Porta; Silvia G Altabe; Guillermo R Labadie; Ulrike Schmidt; Hans-Joachim Knölker; Teymuras V Kurzchalia; Diego de Mendoza
Journal:  Sci Rep       Date:  2018-04-23       Impact factor: 4.379

4.  Synthesis of the 8,19-Epoxysteroid Eurysterol A.

Authors:  Ömer Taspinar; Tobias Wilczek; Julian Erver; Martin Breugst; Jörg-Martin Neudörfl; Hans-Günther Schmalz
Journal:  Chemistry       Date:  2020-03-09       Impact factor: 5.236

5.  Updates in Rhea: SPARQLing biochemical reaction data.

Authors:  Thierry Lombardot; Anne Morgat; Kristian B Axelsen; Lucila Aimo; Nevila Hyka-Nouspikel; Anne Niknejad; Alex Ignatchenko; Ioannis Xenarios; Elisabeth Coudert; Nicole Redaschi; Alan Bridge
Journal:  Nucleic Acids Res       Date:  2019-01-08       Impact factor: 16.971

  5 in total

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