SYNTHESIS AND ANTI-VIRAL ACTIVITY OF 6-AMINO AND 6-DIMETHYLAMINO-9-(AMINOACYLAMIDOBENZYL)PURINES

被引：12

作者：

KELLEY, JL ^{[1
]}

MILLER, CA ^{[1
]}

SELWAY, JWT ^{[1
]}

SCHAEFFER, HJ ^{[1
]}

机构：

[1] WELLCOME RES LABS, BECKENHAM BR3 3BS, KENT, ENGLAND

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 1988年 / 23卷 / 04期

关键词：

D O I：

10.1016/0223-5234(88)90202-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Several aminoacylamido derivatives of 9-benzyladenine and of 9-benzyl-6-dimethylaminopurine were synthesized for evaluation in anti-viral and anti-bacterial screens and in tests for inhibition of protein synthesis. The 9-(aminoacylamidobenzyl)purines were synthesized in two steps from the appropriate 9-(aminobenzyl)adenine 3 or 9-(aminobenzyl)-6-dimethylaminopurine 4. Amines 3 and 4 were acylated with an N-carbobenzoxyamino acid via the mixed anhydride method to give the 9-(N-carbobenzoxyaminoacylamidobenzyl)purines 5-10. The N-carbobenzoxy groups were removed by catalytic hydrogenolysis or with hydrogen bromide in acetic acid to give 9-(aminoacylamidobenzyl)purines 11-16. Against rhinovirus serotype 1B, 6-dimethylamino-9-(3-phenylalanylamidobenzyl)-9 H-purine 16b had in vitro activity with an IC50 = 17 .mu.M.

引用

页码：319 / 323

页数：5

共 19 条

[1] A REINVESTIGATION OF MIXED CARBONIC ANHYDRIDE METHOD OF PEPTIDE SYNTHESIS [J].