Synthesis of chiral 2-(4-phenoxyphenylsulfonylmethyl)thiiranes as selective gelatinase inhibitors

Mijoon Lee, M. Margarida Bernardo, Samy O. Meroueh, Stephen Brown, Rafael Fridman, Shahriar Mobashery

Research output: Contribution to journalArticle

43 Citations (Scopus)

Abstract

(Chemical Equation Presented) Compound 1, 2-(4-phenoxyphenylsulfonylmethyl) thiirane, is a selective inhibitor of gelatinases, which is showing high promise in studies of animal models for cancer metastasis and stroke. The (R)-1 and (S)-1 enantiomers of compound 1 were each synthesized in this study and were shown to be equally active in inhibition of gelatinases.

Original languageEnglish (US)
Pages (from-to)4463-4465
Number of pages3
JournalOrganic Letters
Volume7
Issue number20
DOIs
StatePublished - Sep 29 2005

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Gelatinases
animal models
Matrix Metalloproteinase Inhibitors
Enantiomers
enantiomers
metastasis
strokes
inhibitors
Animals
Animal Models
cancer
Stroke
Neoplasm Metastasis
synthesis
Neoplasms
ethylene sulfide

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Synthesis of chiral 2-(4-phenoxyphenylsulfonylmethyl)thiiranes as selective gelatinase inhibitors. / Lee, Mijoon; Bernardo, M. Margarida; Meroueh, Samy O.; Brown, Stephen; Fridman, Rafael; Mobashery, Shahriar.

In: Organic Letters, Vol. 7, No. 20, 29.09.2005, p. 4463-4465.

Research output: Contribution to journalArticle

Lee, Mijoon ; Bernardo, M. Margarida ; Meroueh, Samy O. ; Brown, Stephen ; Fridman, Rafael ; Mobashery, Shahriar. / Synthesis of chiral 2-(4-phenoxyphenylsulfonylmethyl)thiiranes as selective gelatinase inhibitors. In: Organic Letters. 2005 ; Vol. 7, No. 20. pp. 4463-4465.
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