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化学学报
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化学学报 ›› 1955, Vol. 21 ›› Issue (2): 132-141. 上一篇    下一篇

论文

金微素的化学Ⅰ.金微素及其衍化物的氢解和芳构化

黄耀曾, 丁宏勋, 丁维钰, 盛怀禹, 涂通源, 黄敬坚, 徐元耀, 汪猷   

  1. 中国科学院有机化学研究所
  • 投稿日期:1955-01-03 发布日期:2013-06-04

STUDIES ON THE CHEMISTRY OF AUREOMYCIN I. HYDROGENOLYSIS AND AROMATIZATION OF AUREOMYCIN AND ITS DERIVATIVES

HUANG YAO-TSENG(YAO-TSENG HUANG), TING HUNG-SHIUN(HUNG-SHIUN TINC), TING WEI-YI, SHENG HAI-YU, TU TUNG-YUAN, HUANG JING-JAIN, HSU YUEN-YAO, WANG YU(YU WANG)   

  1. Institute of Organic Chemistry, Academia Sinica
  • Received:1955-01-03 Published:2013-06-04

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金黴素(Ⅰ)在冰醋酸與甲醇溶液中,用鋅粉氫解,在温和條件下,產生脫二甲胺金黴素(Ⅱ);較劇烈條件下,則生成脫二甲胺脫羥金黴素(Ⅲ)。Ⅲ從Ⅱ經鋅粉醋酸氫解得到。Ⅰ,Ⅱ,Ⅲ分別與濃鹽酸或甲醇鹽酸處理相應地得到脫水金黴素(Ⅳ),脫二甲胺脫水金黴素(Ⅴ)及脫二甲胺脫羥脫水金黴素(Ⅵ)。脫水金黴素(Ⅳ)經鋅粉醋酸氫解亦產生Ⅴ與Ⅵ。Ⅵ亦可從V製成。Ⅰ,Ⅱ,Ⅲ,Ⅳ,Ⅴ或Ⅵ和鋅粉共同蒸餾,皆得到并四苯。從紫外吸收光譜測定,對金黴素結構中二甲胺基及角羥基的位置有補充的說明。

Aureomycin (Ⅰ) on reduction with zinc-acetic acid gives desdimethylaminoaureomycin (Ⅱ) under mild conditions and desdimethylaminodesoxyaureomycin (Ⅲ) under more drastic conditions. Ⅱ can }be converted into Ⅲ-by further reductictfi.