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 language | English (US) |
|---|---|
| Pages (from-to) | 455-459 |
| Number of pages | 5 |
| Journal | Science in China, Series B: Chemistry |
| Volume | 41 |
| Issue number | 5 |
| State | Published - Oct 1998 |
| Externally published | Yes |
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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 journal › Article
}
TY - JOUR
T1 - Structure based library approach to photosynthesis inhibitors
T2 - Combinatorial synthesis of hydrouracil library
AU - Yu, Aiming
AU - Yang, Huazheng
AU - Liu, Huayin
AU - Ma, Yi
AU - Zhang, Zhengpu
PY - 1998/10
Y1 - 1998/10
N2 - 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.
AB - 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.
KW - Combinatorial synthesis
KW - Compound library
KW - D1 protein
KW - Photosynthesis inhibitors
KW - Solid phase synthesis
UR - http://www.scopus.com/inward/record.url?scp=0041859083&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0041859083&partnerID=8YFLogxK
M3 - Article
AN - SCOPUS:0041859083
VL - 41
SP - 455
EP - 459
JO - Science in China, Series B: Chemistry
JF - Science in China, Series B: Chemistry
SN - 1006-9291
IS - 5
ER -