胍类化合物的合成及生物活性研究
摘要
胍是一类具有重要应用价值和良好生物活性的有机化合物,广泛应用于医药、农药和化工领域。本文主要做了两个方面的工作,第一：合成了一系列含有胍基的肌肉醇盐,用IR,1H NMR和元素分析对其结构进行表征,初步测定了它们的室内抑菌活性和植物生长调节活性,探讨其结构和生物活性之间的关系。第二：对含有胍基的现有商品—肌酸的合成工艺进行了研究,并探讨其可能的反应机理。
,肌肉醇盐的合成及生物活性研究
胍盐是胍类化合物的一个重要组成部分,这些化合物因具有强碱性、高稳定性和较好的生物活性而备受人们的关注。本文以硫脲和硫酸二甲酯反应生成S-甲基异硫脲硫酸盐,再与2-甲基氨基乙醇反应生成肌肉醇硫酸盐,用NaOH溶液中和分离出肌肉醇碱,最后与各种只有生物活性的酸反应生成了一系列肌肉醇盐。通过IR,1H NMR和元素分析对化合物结构进行表征,初步室内生测结果表明该类化合物具有一定的抑菌活性和植物生长调节活性,探讨了化合物结构与生物活性之间的关系。
二,肌酸的合成研究
肌酸是人体固有的一种生理活性物质,它对促进核酸、蛋白质的合成,增加体内能量物质的储备等有重要作用,本文研究成功以尿素和硫酸二甲酯为原料反应生成O-甲基异脲甲基硫酸盐,再与肌氨酸钠反应生成一水肌酸的工艺。结构经1H NMR、IR和元素分析进行了表征。通过实验条件研究,选择出反应的较佳工艺,并对可能的反应机理进行探讨,为肌酸的合成工艺改进提供参考。
Guanidine compounds have important applications and good biological activities. They have been widely used in pesticide, medicine and chemical industry. Two aspects of the work have been done in this paper:Firstly, a series of creatinol salts were synthesized. Their structures have been confirmed by IR,1H NMR and elemental analysis. The preliminary antibacterial and plant growth regulating activities were tested. The relationship between the structures and the biological activities of the compounds has been discussed. Secondly, the synthesis process of creatine, a commercial product which contains guanidine in the structure, was studied. And the possible reaction mechanism was discussed.
Part one:Synthesis and biological activities of creatinol salts
Guanidine salt is an important component of guanidine compounds. The researchers pay much attention to guanidine salt for its features of strong alkaline, high stability and good biological activities. In this paper, S-methyl-iso-thiourea sulfate was synthesized using thiourea and dimethyl sulfate as starting materials. The creatinol sulfate was prepared by S-methyl-iso-thiourea sulfate and 2-methylaminoethanol. The base creatinol was liberated by creatinol sulfate reacting with NaOH. A series of creatinol salts were obtained by the base creatinol reacting with biological acids. Their structures have been determined by IR,1H NMR and elemental analysis. The preliminary biological activities have been tested. The results showed that most of them exhibited fungus-inhibiting and plant growth-regulating activities. The relationship between the structures and the biological activities of the compounds has been discussed.
Part two:Preparation of creatine
Creatine is a kind of physiological active substance which existed in human body. It is used for synthesis of nucleic acid, proteins and storing the energetic material in human body. A synthetic method of synthesis of creatine has been finished in this paper:The O-methylisourea methyl sulfate was synthesized using urea and dimethyl sulfate as starting materials. The creatine was synthesized by O-methylisourea methyl sulfate and sarcosine sodium. The structures of creatine have been confirmed by 1H NMR, IR and elemental analysis. The reaction conditions were optimized through experiments, and the possible reaction mechanism has been proposed. This synthetic method can provide a sample to the synthesis of creatine.
,肌肉醇盐的合成及生物活性研究
胍盐是胍类化合物的一个重要组成部分,这些化合物因具有强碱性、高稳定性和较好的生物活性而备受人们的关注。本文以硫脲和硫酸二甲酯反应生成S-甲基异硫脲硫酸盐,再与2-甲基氨基乙醇反应生成肌肉醇硫酸盐,用NaOH溶液中和分离出肌肉醇碱,最后与各种只有生物活性的酸反应生成了一系列肌肉醇盐。通过IR,1H NMR和元素分析对化合物结构进行表征,初步室内生测结果表明该类化合物具有一定的抑菌活性和植物生长调节活性,探讨了化合物结构与生物活性之间的关系。
二,肌酸的合成研究
肌酸是人体固有的一种生理活性物质,它对促进核酸、蛋白质的合成,增加体内能量物质的储备等有重要作用,本文研究成功以尿素和硫酸二甲酯为原料反应生成O-甲基异脲甲基硫酸盐,再与肌氨酸钠反应生成一水肌酸的工艺。结构经1H NMR、IR和元素分析进行了表征。通过实验条件研究,选择出反应的较佳工艺,并对可能的反应机理进行探讨,为肌酸的合成工艺改进提供参考。
Guanidine compounds have important applications and good biological activities. They have been widely used in pesticide, medicine and chemical industry. Two aspects of the work have been done in this paper:Firstly, a series of creatinol salts were synthesized. Their structures have been confirmed by IR,1H NMR and elemental analysis. The preliminary antibacterial and plant growth regulating activities were tested. The relationship between the structures and the biological activities of the compounds has been discussed. Secondly, the synthesis process of creatine, a commercial product which contains guanidine in the structure, was studied. And the possible reaction mechanism was discussed.
Part one:Synthesis and biological activities of creatinol salts
Guanidine salt is an important component of guanidine compounds. The researchers pay much attention to guanidine salt for its features of strong alkaline, high stability and good biological activities. In this paper, S-methyl-iso-thiourea sulfate was synthesized using thiourea and dimethyl sulfate as starting materials. The creatinol sulfate was prepared by S-methyl-iso-thiourea sulfate and 2-methylaminoethanol. The base creatinol was liberated by creatinol sulfate reacting with NaOH. A series of creatinol salts were obtained by the base creatinol reacting with biological acids. Their structures have been determined by IR,1H NMR and elemental analysis. The preliminary biological activities have been tested. The results showed that most of them exhibited fungus-inhibiting and plant growth-regulating activities. The relationship between the structures and the biological activities of the compounds has been discussed.
Part two:Preparation of creatine
Creatine is a kind of physiological active substance which existed in human body. It is used for synthesis of nucleic acid, proteins and storing the energetic material in human body. A synthetic method of synthesis of creatine has been finished in this paper:The O-methylisourea methyl sulfate was synthesized using urea and dimethyl sulfate as starting materials. The creatine was synthesized by O-methylisourea methyl sulfate and sarcosine sodium. The structures of creatine have been confirmed by 1H NMR, IR and elemental analysis. The reaction conditions were optimized through experiments, and the possible reaction mechanism has been proposed. This synthetic method can provide a sample to the synthesis of creatine.
引文
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