Molecules 2008, 13(4), 995-1003; doi:10.3390/molecules13040995
Article

Novel Spiroannulated 3-Benzofuranones. Synthesis and Inhibition of the Human Peptidyl Prolyl cis/trans Isomerase Pin1

Manfred Braun 1,* email, Anahita Hessamian-Alinejad 1 , Boris Féaux De Lacroix 1 , Birte Hernandez Alvarez 2  and Gunter Fischer 2
1 Department of Chemistry, University of Düsseldorf, Universitätstr. 1, D-40225 Düsseldorf, Germany 2 Max-Planck Research Unit for Enzymology of Protein Folding, Weinbergweg 22, D-06120 Halle, Germany
* Author to whom correspondence should be addressed.
Received: 3 April 2008; in revised form: 22 April 2007 / Accepted: 23 April 2008 / Published: 29 April 2008
(This article belongs to the Special Issue Spiro Compounds)
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Abstract: The novel 3H-spiro[1-benzofuran-2-cyclopentan]-3-one skeleton has been madeaccessible by different routes. One- and two-step protocols lead to tricyclic and tetracyclicbenzofuranones 2 and 3, respectively. A four-step synthesis to spirocompound 4 isdescribed. The novel spirocyclic benzofuranones display modest to no inhibition of thehuman peptidyl prolyl cis/trans isomerase Pin1.
Keywords: Ketones; lithiation; cyclization; metathesis; spiroannulation

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MDPI and ACS Style

Braun, M.; Hessamian-Alinejad, A.; De Lacroix, B.F.; Alvarez, B.H.; Fischer, G. Novel Spiroannulated 3-Benzofuranones. Synthesis and Inhibition of the Human Peptidyl Prolyl cis/trans Isomerase Pin1. Molecules 2008, 13, 995-1003.

AMA Style

Braun M, Hessamian-Alinejad A, De Lacroix BF, Alvarez BH, Fischer G. Novel Spiroannulated 3-Benzofuranones. Synthesis and Inhibition of the Human Peptidyl Prolyl cis/trans Isomerase Pin1. Molecules. 2008; 13(4):995-1003.

Chicago/Turabian Style

Braun, Manfred; Hessamian-Alinejad, Anahita; De Lacroix, Boris F.; Alvarez, Birte H.; Fischer, Gunter. 2008. "Novel Spiroannulated 3-Benzofuranones. Synthesis and Inhibition of the Human Peptidyl Prolyl cis/trans Isomerase Pin1." Molecules 13, no. 4: 995-1003.

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