卡德古霉素，一种新型核苷类似物抗生素。II. 改进的纯化方法、理化性质及结构评估。

Cadeguomycin, a novel nucleoside analog antibiotic. II. Improved purification, physicochemical properties and structure assessment.

作者信息

Wu R T, Okabe T, Namikoshi M, Okuda S, Nishimura T, Tanaka N

出版信息

J Antibiot (Tokyo). 1982 Mar;35(3):279-84. doi: 10.7164/antibiotics.35.279.

DOI:10.7164/antibiotics.35.279

Abstract

Cadeguomycin, a new nucleoside analog antibiotic, has been purified as colorless needle crystals by recycling preparative HPLC. The antibiotic, C12H14O7N4, mp 231 approximately 239 degrees C (dec.), FD-MS: m/z 326 (M+); is a weakly acidic substance, showing UV gamma H2Omax (epsilon) 232 (19677), 272 (6881) and 298 nm (7607), and IR nu KBrmax 1650 (C = O) and 3420 (NH or OH) cm-1. The UV spectrum is similar to other pyrrolo[2,3-d]pyrimidines. The structure of cadeguomycin, 2-amino-3,4-dihydro-4-oxo-7-beta-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidine-5- carboxylic acid, has been elucidated by 1H NMR and 13C NMR in comparison with other pyrrolo[2,3-d]pyrimidines and their nucleosides.

摘要

卡德古霉素是一种新型核苷类似物抗生素，通过循环制备型高效液相色谱法被纯化得到无色针状晶体。该抗生素化学式为C12H14O7N4，熔点231至239℃（分解），场解吸质谱：m/z 326（M+）；是一种弱酸物质，其紫外光谱在水中的最大吸收波长（ε）为232（19677）、272（6881）和298nm（7607），红外光谱在KBr中的最大吸收波数为1650（C = O）和3420（NH或OH）cm-1。其紫外光谱与其他吡咯并[2,3-d]嘧啶相似。通过1H NMR和13C NMR，并与其他吡咯并[2,3-d]嘧啶及其核苷进行比较，已阐明卡德古霉素的结构为2-氨基-3,4-二氢-4-氧代-7-β-D-呋喃核糖基-7H-吡咯并[2,3-d]嘧啶-5-羧酸。