ASCAROSIDES AND ASCAROSIDE ESTERS IN ASCARIS LUMBRICOIDES (NEMATODA)
ASCAROSIDES AND ASCAROSIDE ESTERS IN ASCARIS LUMBRICOIDES (NEMATODA)
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DOI：
10.1016/0010-406x(67)90334-9
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发表时间：
1967-01-01
期刊：
影响因子：
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通讯作者：
FAIRBAIRN, D
中科院分区：
文献类型：
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作者：
JEZYK, PF;FAIRBAIRN, D
采用薄层色谱法对成虫雌麻总脂中的天冬苷和天冬苷酯进行了分离。采用极性溶剂薄层显影法从磷脂中分离出了天蚕苷A、B和C。中性脂质色谱上出现7个明显的天冬苷酯点。这些化合物在所有组织中都有发现，但含量却大不相同。在卵巢和子宫（受精卵）中，酯类和游离蛔虫苷含量最高。卵壳的天螺苷层主要由游离的天螺苷组成。天竺葵苷酯中存在乙酸、丙酸、[α]-甲基丁酸和[α]-甲基戊酸。蛔虫苷只含有一种糖苷，其色谱迁移率与蛔虫糖（3,6-二脱氧- l -阿拉伯糖己糖）相似。初步鉴定为含有C22、24、26、27、-28 29 30 31 33 35 37单醇和C31 33 35 37二醇的仲烷醇混合物。C29单醇和C31 - 33二醇最为常见。出现在薄层色谱上的每一个天子苷和天子苷酯部分都是一种混合物，其净色谱迁移率由链长、游离羟基的数量、糖苷键的数量以及天子苷酯的挥发性酸的性质决定。碱性水解将约75%的层析实体天车甙A转化为天车甙b。得到的证据表明，天然存在的天车甙A含有单醇和二醇苷元的混合物，其中二醇的一个羟基与较高的脂肪酸酯化。蛔虫苷B和C的苷元为未酯化二醇。
Ascarosides and ascaroside esters in the total lipids of adult female A. lumbricoides were fractionated by thin-layer chromatography. Ascarosides A, B and C were separated from phospholipids by development of thin-layer plates with polar solvents. Ascaroside esters appeared as 7 distinct spots on chromatograms of neutral lipids. These compounds were found in all tissues, but in widely different amounts. Esters and free ascarosides were most abundant in the ovaries and uteri (fertilized eggs), respectively. The ascaroside layer of the egg shell consisted largely of free ascarosides. Acetic, propionic, [alpha]-methylbutyric and [alpha]-methylvaleric acids were present in ascaroside esters. Ascarosides contained only one glycone, whose chromatographic mobility was similar to that of ascarylose (3,6-dideoxy-L-arabinohexose). The aglycones were tentatively identified as a mixture of secondary alkanols containing C22, 24, 26, 27,-28 29 30 31 33 35 37 monols and C31 33 35 37 diols. C29 monofs and C31 33 diols were most common. Each ascaroside and ascaroside ester fraction appearing on thin-layer chromatograms was a mixture, whose net chromatographic mobility was determined by chain length, number of free hydroxy groups, number of glycosidic linkages and, in the case of ascaroside esters, by the nature of the volatile acid. Alkaline hydrolysis converted about 75% of the chromatographic entity known as ascaroside A to ascaroside B. Evidence was obtained suggesting that naturally occurring ascaroside A contained a mixture of monol and diol aglycones in which one hydroxyl group of the diols was esterified with a higher fatty acid. The aglycones of ascarosides B and C were unesterified diols.