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Sci. Pharm.
Volume 82
Issue 3
10.3797/scipharm.1401-19
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Scientia Pharmaceutica is published by MDPI from Volume 84 Issue 3 (2016). Previous articles were published by another publisher in Open Access under a CC-BY (or CC-BY-NC-ND) licence, and they are hosted by MDPI on mdpi.com as a courtesy and upon agreement with Austrian Pharmaceutical Society (Österreichische Pharmazeutische Gesellschaft, ÖPhG).
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Article

Short and Efficient Synthesis of Alkyl- and Aryl-Ortho-Hydroxy-Anilides and their Antibiotic Activity

by
Jürgen KRAUß
*,
Eva PLESCH
,
Sabine CLAUSEN
and
Franz BRACHER
Department of Pharmacy – Center for Drug Research, Ludwig-Maximilian-University, Butenandtstr. 5–13, 81377 Munich, Germany
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2014, 82(3), 501-518; https://doi.org/10.3797/scipharm.1401-19
Submission received: 23 January 2014 / Accepted: 13 March 2014 / Published: 13 March 2014
Versions Notes

Abstract

Ortho-hydroxy-anilides are part of natural products like the new antibiotics platencin (A) and platensimycin (B). An important step in the total synthesis of these antibiotics or their derivatives is the preparation of the o-hydroxy-anilide partial structure. The presented method allows the preparation of o-hydroxy-anilides and o-dihydroxy-anilides from 2-nitrophenol esters in a one-step synthesis without protecting the hydroxy group. Aryl- and alkyl-anilides were prepared following this method as simple analogues of platensimycin (A). The resulting compounds were tested in an agar diffusion assay for their antibiotic potency.
Keywords: Anilides; Hydrogenation; Antibiotic activity; Aminolysis Anilides; Hydrogenation; Antibiotic activity; Aminolysis

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MDPI and ACS Style

KRAUß, J.; PLESCH, E.; CLAUSEN, S.; BRACHER, F. Short and Efficient Synthesis of Alkyl- and Aryl-Ortho-Hydroxy-Anilides and their Antibiotic Activity. Sci. Pharm. 2014, 82, 501-518. https://doi.org/10.3797/scipharm.1401-19

AMA Style

KRAUß J, PLESCH E, CLAUSEN S, BRACHER F. Short and Efficient Synthesis of Alkyl- and Aryl-Ortho-Hydroxy-Anilides and their Antibiotic Activity. Scientia Pharmaceutica. 2014; 82(3):501-518. https://doi.org/10.3797/scipharm.1401-19

Chicago/Turabian Style

KRAUß, Jürgen, Eva PLESCH, Sabine CLAUSEN, and Franz BRACHER. 2014. "Short and Efficient Synthesis of Alkyl- and Aryl-Ortho-Hydroxy-Anilides and their Antibiotic Activity" Scientia Pharmaceutica 82, no. 3: 501-518. https://doi.org/10.3797/scipharm.1401-19

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