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18 results on '"Dreisigacker, Sandra"'

7. Salimabromide: Unexpected Chemistry from the Obligate Marine MyxobacteriumEnhygromxya salina

Author

Felder, Stephan, Dreisigacker, Sandra, Kehraus, Stefan, Neu, Edith, Bierbaum, Gabriele, Wright, Patrick R., Menche, Dirk, Schäberle, Till F., König, Gabriele M., Felder, Stephan, Dreisigacker, Sandra, Kehraus, Stefan, Neu, Edith, Bierbaum, Gabriele, Wright, Patrick R., Menche, Dirk, Schäberle, Till F., and König, Gabriele M.

Abstract

Marine myxobacteria (Enhygromyxa, Plesiocystis, Pseudoenhygromyxa, Haliangium) are phylogenetically distant from their terrestrial counterparts. Salimabromide is the first natural product from the Plesiocystis/Enhygromyxa clade of obligatory marine myxobacteria. Salimabromide has a new tetracyclic carbon skeleton, comprising a brominated benzene ring, a furano lactone residue, and a cyclohexane ring, bridged by a seven-membered cyclic moiety. The absolute configuration was deduced from experimental and calculated CD data. Salimabromide revealed antibiotic activity towards Arthrobacter cristallopoietes.

Published
2013
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15. Stereochemical Determination of the Leupyrrins and Total Synthesis of Leupyrrin A1.

Author

Herkommer, Daniel, Thiede, Sebastian, Wosniok, Paul R., Dreisigacker, Sandra, Maoqun Tian, Debna, Thomas, Irschik, Herbert, and Menche, Dirk

Subjects
*STEREOCHEMISTRY, *ANTIFUNGAL agents, *NUCLEAR magnetic resonance, *OXIDATIVE stress, *REGIOSELECTIVITY (Chemistry)
Abstract

The stereochemical determination of the potent antifungal agents leupyrrin A1 and B1 and the total synthesis of leupyrrin A1 are reported. The relative and absolute configuration was determined by a combination of high field NMR studies, molecular modeling, and chemical derivatization. The expedient total synthesis involves a one-pot sequential Zr-mediated oxidative diyne-cyclization/regioselective opening sequence for preparation of the unique dihydrofuran ring, a highly stereoselective one-pot approach to the butyrolactone, a challenging sp2-sp3 Suzuki coupling and a high-yielding Shiina macrolactonization. [ABSTRACT FROM AUTHOR]

Published
2015
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16. ChemInform Abstract: Stereochemical Determination of the Leupyrrins and Total Synthesis of Leupyrrin A1.

Author

Herkommer, Daniel, Thiede, Sebastian, Wosniok, Paul R., Dreisigacker, Sandra, Tian, Maoqun, Debnar, Thomas, Irschik, Herbert, and Menche, Dirk

Subjects
*ANTIFUNGAL agent synthesis, *STEREOCHEMISTRY, *NUCLEAR magnetic resonance, *MOLECULAR models, *DERIVATIZATION
Abstract

The relative and absolute configurations of potent antifungal agents leupyrrin A1 (I) and B1 (II) are determined by a combination of high field NMR studies, molecular modeling, and chemical derivatization. [ABSTRACT FROM AUTHOR]

Published
2015
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17. SAR Studies of the Leupyrrins: Design and Total Synthesis of Highly Potent Simplified Leupylogs.

Author

Wosniok PR, Knopf C, Dreisigacker S, Orozco-Rodriguez JM, Hinkelmann B, Mueller PP, Brönstrup M, and Menche D

Abstract

Invited for the cover of this issue is the group of Dirk Menche at the University of Bonn. The image depicts the natural product leupyrrin A 1 and a synthetic leupylog in balance on an IC50 weighing scale. Read the full text of the article at 10.1002/chem.202002622., (© 2020 Wiley-VCH GmbH.)

Published
2020
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18. Salimabromide: unexpected chemistry from the obligate marine myxobacterium Enhygromxya salina.

Author

Felder S, Dreisigacker S, Kehraus S, Neu E, Bierbaum G, Wright PR, Menche D, Schäberle TF, and König GM

Subjects
Animals, Anti-Bacterial Agents pharmacology, Aquatic Organisms, Arthrobacter drug effects, Heterocyclic Compounds, 4 or More Rings pharmacology, Myxococcales genetics, Phylogeny, Anti-Bacterial Agents isolation & purification, Heterocyclic Compounds, 4 or More Rings isolation & purification, Myxococcales chemistry
Abstract

Marine myxobacteria (Enhygromyxa, Plesiocystis, Pseudoenhygromyxa, Haliangium) are phylogenetically distant from their terrestrial counterparts. Salimabromide is the first natural product from the Plesiocystis/Enhygromyxa clade of obligatory marine myxobacteria. Salimabromide has a new tetracyclic carbon skeleton, comprising a brominated benzene ring, a furano lactone residue, and a cyclohexane ring, bridged by a seven-membered cyclic moiety. The absolute configuration was deduced from experimental and calculated CD data. Salimabromide revealed antibiotic activity towards Arthrobacter cristallopoietes., (Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Published
2013
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