Structure based library approach to photosynthesis inhibitors: Combinatorial synthesis of hydrouracil library

Aiming Yu, Huazheng Yang, Huayin Liu, Yi Ma, Zhengpu Zhang

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Based on the binding mode for hydrouracil in photosystem II (PS II) D1 protein, a general method for the solid phase combinatorial synthesis of hydrouracil library was developed. The acryloyl chloride or acid were coupled to Wang resin 1 to afford the acryloyl ester 2. Resin bound ester 2 reacted with various primary amines to give secondary amines 3, which were converted to the resin bound ureas 4 by treatment with isocyanates. Preparation of the hydrouracils 5 was achieved by the acidic cyclization-cleavage from the resin. For characterization purposes, 8 hydrouracil analogues were synthesized in parallel, following which a small library of 9 hydrouracil derivatives was prepared after cleavage from Wang resin. All the 9 bydrouracil derivatives desired were identified by GC-MS.

Original languageEnglish (US)
Pages (from-to)455-459
Number of pages5
JournalScience in China, Series B: Chemistry
Volume41
Issue number5
StatePublished - Oct 1998
Externally publishedYes

Fingerprint

Photosynthesis
Resins
Amines
Esters
Derivatives
Isocyanates
Photosystem II Protein Complex
Cyclization
Urea
Acids
Proteins
Wang resin

Keywords

  • Combinatorial synthesis
  • Compound library
  • D1 protein
  • Photosynthesis inhibitors
  • Solid phase synthesis

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Structure based library approach to photosynthesis inhibitors : Combinatorial synthesis of hydrouracil library. / Yu, Aiming; Yang, Huazheng; Liu, Huayin; Ma, Yi; Zhang, Zhengpu.

In: Science in China, Series B: Chemistry, Vol. 41, No. 5, 10.1998, p. 455-459.

Research output: Contribution to journalArticle

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