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Synthesis and activity of pyrimidinylpropenamide antibiotics: the alkyl analogues of sparsomycin.

作者信息

Nakajima Noriyuki, Enomoto Takeshi, Watanabe Takehiro, Matsuura Nobuyasu, Ubukata Makoto

机构信息

Biotechnology Research Center, Toyama Prefectural University, Kosugi, Japan.

出版信息

Biosci Biotechnol Biochem. 2003 Dec;67(12):2556-66. doi: 10.1271/bbb.67.2556.

DOI:10.1271/bbb.67.2556
PMID:14730133
Abstract

Facile syntheses of sparsomycin (3) and its four analogues (4-7) based on diastereoselective oxidation of sulfide, sulfenylation, and coupling of 6-methyluracylacryllic acid with monooxodithioacetal amine, are described. Studies on the biological activity of morphological reversion on src(ts)-NRK cells were also carried out.

摘要

相似文献

1
Synthesis and activity of pyrimidinylpropenamide antibiotics: the alkyl analogues of sparsomycin.
Biosci Biotechnol Biochem. 2003 Dec;67(12):2556-66. doi: 10.1271/bbb.67.2556.
2
Synthesis and morphological reversion activity on srctsNRK cells of pyrimidinylpropanamide antibiotics, sparsomycin, sparoxomycin A1, A2, and their analogues.
Bioorg Med Chem Lett. 1998 Dec 1;8(23):3331-4. doi: 10.1016/s0960-894x(98)00604-0.
3
Sparsomycin analogs. VI. Synthesis and antitumor activity of octylsparsomycin analogs.稀疏霉素类似物。VI。辛基稀疏霉素类似物的合成与抗肿瘤活性。
Chem Pharm Bull (Tokyo). 1989 Mar;37(3):688-91. doi: 10.1248/cpb.37.688.
4
The development of sparsomycin as an anti-tumour drug.sparsomycin作为一种抗肿瘤药物的研发。
Anticancer Drug Des. 1988 Mar;2(4):333-7.
5
Synthesis and biological evaluation of sparsomycin analogues.稀疏霉素类似物的合成与生物学评价
J Med Chem. 1983 Nov;26(11):1556-61. doi: 10.1021/jm00365a003.
6
Sparsomycin analogs. II. Synthesis and biological activities of 5-carboxy-6-methyluracil derivatives.稀疏霉素类似物。II. 5-羧基-6-甲基尿嘧啶衍生物的合成及生物活性
Chem Pharm Bull (Tokyo). 1983 Jan;31(1):135-43. doi: 10.1248/cpb.31.135.
7
Pyrimidinylpropenamides as antitumor agents. Analogues of the antibiotic sparsomycin.嘧啶基丙烯酰胺类作为抗肿瘤剂。抗生素稀疏霉素的类似物。
J Med Chem. 1977 Mar;20(3):337-41. doi: 10.1021/jm00213a004.
8
Chemical and biological aspects of sparsomycin, an antibiotic from Streptomyces.来自链霉菌的抗生素稀疏霉素的化学和生物学特性
Prog Med Chem. 1986;23:219-68. doi: 10.1016/s0079-6468(08)70344-8.
9
Effect of sparsomycin analogues on the puromycin-peptidyl transferase reaction on ribosomes.稀疏霉素类似物对核糖体上嘌呤霉素 - 肽基转移酶反应的影响。
J Med Chem. 1978 Feb;21(2):176-9. doi: 10.1021/jm00200a006.
10
Structure-activity relationships of sparsomycin and its analogues. Inhibition of peptide bond formation in cell-free systems and of L1210 and bacterial cell growth.稀疏霉素及其类似物的构效关系。对无细胞系统中肽键形成以及L1210和细菌细胞生长的抑制作用。
J Med Chem. 1987 Feb;30(2):325-33. doi: 10.1021/jm00385a014.