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

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

Khalid A. El Sayed, Ahmed I. Foudah, Alejandro M. S. Mayer, A. Michael Crider and Daniel Song
MedChemComm, Vol.4(9), pp.1231-1238
2013
DOI: https://doi.org/10.1039/c3md00111c

Abstract

Biochemistry & Molecular Biology Chemistry, Medicinal Life Sciences & Biomedicine Pharmacology & Pharmacy Science & Technology
Reaction of 5- or 7-methoxy-2-tetralone with an alpha-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.

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