Issue 9, 2013
From the journal:

MedChemComm

Synthesis, microbial transformation, and pharmacological evaluation of 4,5-dihydronaphtho[2,1-b]furan-2-ones and related analogues†

Khalid A. El Sayed,a   Ahmed I. Foudah,a   Alejandro M. S. Mayer,b   A. Michael Crider*c  and  Daniel Song‡a  

* Corresponding authors

a Department of Basic Pharmaceutical Sciences, College of Pharmacy, University of Louisiana at Monroe, Monroe, Louisiana 71201, USA

b Department of Pharmacology, Chicago College of Osteopathic Medicine, Midwestern University, Downers Grove, Illinois 60515, USA

c Department of Pharmaceutical Sciences, School of Pharmacy, Southern Illinois University Edwardsville, Edwardsville, IL 62026, USA
E-mail: mcrider@siue.edu
Fax: +1 618-650-5145
Tel: +1 618-650-5162

Abstract

Reaction of 5- or 7-methoxy-2-tetralone with an α-bromoester using lithium diisopropylamide as the base gave tricyclic naphtho[2,1-b]furan-2-ones in one step. Catalytic reduction, epimerization with triethylamine and microbial transformations yielded several related analogues. Some naphtho[2,1-b]furan-2-ones showed anti-inflammatory and breast cancer migration inhibitory activities.

Graphical abstract: Synthesis, microbial transformation, and pharmacological evaluation of 4,5-dihydronaphtho[2,1-b]furan-2-ones and related analogues

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Article information

DOI
https://doi.org/10.1039/C3MD00111C
Article type
Concise Article
Submitted
16 Apr 2013
Accepted
27 Jun 2013
First published
01 Jul 2013

Med. Chem. Commun., 2013,4, 1231-1238

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Synthesis, microbial transformation, and pharmacological evaluation of 4,5-dihydronaphtho[2,1-b]furan-2-ones and related analogues

K. A. El Sayed, A. I. Foudah, A. M. S. Mayer, A. M. Crider and D. Song, Med. Chem. Commun., 2013, 4, 1231 DOI: 10.1039/C3MD00111C

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