Molecules 2012, 17(1), 240-247; doi:10.3390/molecules17010240
Article

Practical Synthesis of Hydroxychromenes and Evaluation of Their Biological Activity

Received: 5 December 2011; in revised form: 24 December 2011 / Accepted: 26 December 2011 / Published: 28 December 2011
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: A simple and efficient seven steps synthesis of brodifacoum and difethialone from phenylacetyl chloride is described. The key synthetic strategies involve Friedel-Crafts acylation, intramolecular ring cyclization and condensation reaction in the presence of Brønsted-Lowry acids. It was found that brodifacoum showed favorable inhibiting activities on LPS-stimulated nitrite production in BV-2 microglia cells. Brodifacoum exhibited superior anti-inflammatory effects than difethialone. We expect that an efficient linear synthesis of 4-hydroxycoumarin derivatives and key fragments that are useful agents for the modulation of inflammation as well as inhibition of coagulation will be of practical use.
Keywords: anti-inflammatory; brodifacoum; coupling reaction; difethialone; Friedel-Crafts acylation; intramolecular ring cyclization reaction
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MDPI and ACS Style

Jung, J.-C.; Oh, S. Practical Synthesis of Hydroxychromenes and Evaluation of Their Biological Activity. Molecules 2012, 17, 240-247.

AMA Style

Jung J-C, Oh S. Practical Synthesis of Hydroxychromenes and Evaluation of Their Biological Activity. Molecules. 2012; 17(1):240-247.

Chicago/Turabian Style

Jung, Jae-Chul; Oh, Seikwan. 2012. "Practical Synthesis of Hydroxychromenes and Evaluation of Their Biological Activity." Molecules 17, no. 1: 240-247.

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