Improved loading and cleavage methods for solid-phase synthesis using chlorotrityl resins: Synthesis and testing of a library of 144 discrete chemicals as potential farnesyltransferase inhibitors

Jewn Giew Park, Kevin J. Langenwalter, Carolyn A. Weinbaum, Patrick J. Casey, Yuan-Ping Pang

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

The use of chlorotrityl resins for the immobilization of amines is sometimes deterred by the lengthy process of loading the reactants on the resins and product decomposition caused by the reactive chlorotrityl group in the presence of 1% TFA as a cleavage agent. Here, we report improved methods developed for selective and efficient loading of aminobenzoic acid derivatives on chlorotrityl resins and for cleavage of aniline-containing products from the resins without decomposition. These methods led to the synthesis of a library of 144 discrete chemicals as potential farnesyltransferase inhibitors (FTIs) using IRORI's radio-frequency-encoded sorting technique and to the study of the applicability of the bivalence approach to the development of FTIs.

Original languageEnglish (US)
Pages (from-to)407-413
Number of pages7
JournalJournal of Combinatorial Chemistry
Volume6
Issue number3
DOIs
StatePublished - May 2004

Fingerprint

Farnesyltranstransferase
Solid-Phase Synthesis Techniques
Inhibitor
Libraries
Aminobenzoates
Resins
Synthesis
Decompose
Testing
Radio
Sorting
Immobilization
Amines
Decomposition
Derivative
Derivatives
aniline

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Discrete Mathematics and Combinatorics

Cite this

Improved loading and cleavage methods for solid-phase synthesis using chlorotrityl resins : Synthesis and testing of a library of 144 discrete chemicals as potential farnesyltransferase inhibitors. / Park, Jewn Giew; Langenwalter, Kevin J.; Weinbaum, Carolyn A.; Casey, Patrick J.; Pang, Yuan-Ping.

In: Journal of Combinatorial Chemistry, Vol. 6, No. 3, 05.2004, p. 407-413.

Research output: Contribution to journalArticle

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