Studies on macrocyclic lactone antibiotics. XIII. Anti-tubulin activity and cytotoxicity of rhizoxin derivatives: synthesis of a photoaffinity derivative.
Studies on macrocyclic lactone antibiotics. XIII. Anti-tubulin activity and cytotoxicity of rhizoxin derivatives: synthesis of a photoaffinity derivative.
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大环内酯类抗生素的研究。
DOI：
10.7164/antibiotics.44.66
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发表时间：
1991
期刊：
影响因子：
--
通讯作者：
Toru Komai
中科院分区：
文献类型：
--
作者：
Yuzo Kato;Yuji Ogawa;Takashi Imada;Shigeo Iwasaki;Shimazaki Naomi;Tomowo Kobayashi;Toru Komai
为了研究微管蛋白的结构-活性关系，并设计一种用于微管蛋白光亲和标记的探针，对抗有丝分裂剂根毒素侧链进行了化学修饰。OsO4/NaIO4氧化得到抗根毒素20-al(5)，通过NaBH3CN还原转化为20-ol(6)。以这两种化合物为关键中间体，制备了一系列Wittig反应产物7-2和20- o -酰基酯13-21，并测定了它们的抗微管蛋白活性和细胞毒性。合成了芳基叠氮化物衍生物23作为光亲和类似物。
Chemical modification of the side chain in rhizoxin, a potent antimitotic agent, was attempted in order to study structure-activity relationships and also to devise a probe for photoaffinity labeling of tubulin. An OsO4/NaIO4 oxidation gave a nor-rhizoxin 20-al (5) which was converted to 20-ol (6) by a NaBH3CN reduction. Starting from these two compounds as key intermediates, a series of Wittig reaction products 7-2, and of 20-O-acylates 13-21 were prepared and their anti-tubulin activity and cytotoxicity were determined. An aryl azide derivative 23 was synthesized as a photoaffinity analogue.
根瘤素与牛脑微管蛋白的相互作用。
影响因子：
11.2
作者：
Sullivan,AS;Prasad,V;Roach,MC;Takahashi,M;Iwasaki,S;Ludueña,RF
通讯作者：
Ludueña,RF