单缩二氨基硫脲的微波合成及其抗菌活性

在微波辐射下,以良好的产率合成了9个未见文献报道的单缩二氨基硫脲化合物(1a～1i),其结构经1H NMR,IR.ESI～MS和元素分析表征.初步生物活性测试结果表明,1对大肠杆菌具有较好的抑制作用.     

缩氨基硫脲类化合物的设计合成和生物活性研究

通过CS₂, H₂NNH₂•H₂O, (CH₃O)₂SO₄反应制得肼基二硫代甲酸甲酯, 肼基二硫代甲酸甲酯再与相应的醛或酮, 通过缩合反应制得中间体化合物1a～1h, 产率78%～96%. 以乙醇作溶剂, 1与吗啉, 哌嗪, N-单取代哌嗪发生取代反应制得相应的目标化合物2, 3, 4, 产率57%～84%. 共计合成目标化合物16个, 均为新化合物, 并且有2个中间体为新化合物. 以上新化合物均经熔点、质谱、元素分析、红外光谱、核磁共振氢谱确证. 通过对目标化合物进行体外抗菌、抗癌活性测试表明, 16个目标化合物中, 化合物3f具有较强的抑菌活性, 化合物4c具有一定的抗癌作用.     

取代苯丙醛缩氨基硫脲类化合物的合成及其对棉铃虫酪氨酸酶的生物活性研究

酪氨酸酶在昆虫体内起着很重要的生理作用,是一个潜在的农药作用靶标.为了发现新的农药先导化合物,在前期工作基础之上,设计了一系列取代苯丙醛缩氨基硫脲类化合物,以取代苯甲醛为起始原料,经5步反应合成了15个目标化合物,其结构通过红外、核磁氢谱、质谱及元素分析确认.生物活性测试结果表明,该系列化合物对棉铃虫酪氨酸酶活性均优于商品化药剂托酚酮.     

N^4—取代缩氨基硫脲衍生物的合成

以Ｎ４－取代氨基硫脲与尿嘧啶－１－乙醛反应，合成了６种Ｎ４－取代氨基硫脲衍生物，并进行了抗菌活性测试。结果表明，当Ｎ４－取代基为对氯苯基（Ⅲ６）时，具有较高的抑制枯草杆菌活性，对八叠球菌、白色念珠菌、黄曲霉菌亦有一定活性。     

缩氨基硫脲的微波无溶剂合成

本文报道了利用微波辅助，以氨基硫脲和芳醛为原料，进行的缩氨基硫脲的合成。此方法简单，高效且环境友好。反应中不需用到溶剂和催化剂。实验证实微波辅助的无溶剂合成在有机合成中有着重要的价值。     

8-羟基喹啉-7-醛缩氨基硫脲衍生物的微波合成及抗肿瘤活性研究

以8-羟基喹啉-7-醛和一系列芳基及烷基取代氨基硫脲为原料,合成了15种8-羟基喹啉缩氨基硫脲类化合物。缩合反应在绿色溶剂水中进行,微波辐射下15-30 min内反应完全,操作简单,收率高。化合物结构经1H NMR、IR和高分辨质谱确证。部分化合物经抗肿瘤活性初步测试结果表明,多数化合物对细胞周期分裂蛋白25B(CDC25B)抑制率达到90%以上,具有潜在的抗肿瘤活性。     

呋喃醛双缩二氨基硫脲腙的合成和结构测定

由ＣＳ＿２，Ｎ＿２Ｈ＿４和Ｃ＿４Ｈ＿３ＯＣＨＯ合成Ｃ＿（１１）Ｈ＿（１０）Ｎ＿４Ｏ＿２Ｓ·１／２ＤＭＦ，Ｍ＿ｒ＝２９８．７９，橙黄针状晶体，三斜晶系，空间群Ｐ１，ａ＝８．９１２（３），ｂ＝９．９８９（３），ｃ＝１６．１０７（４），ａ＝８３．６１８（６），β＝８７．１０５（５），γ＝８６．１１５（３）°，Ｖ＝１４２０．４，Ｚ＝４，Ｄ＿ｘ＝１．３９７ｇ／ｃｍ￣３，λ（ＭｏＫα）＝０．７１０７３，μ＝２．１７０ｃｍ￣（－１），Ｆ（０００）＝６１６。３２２６个可观察的独立反射（Ｉ＞３σ（Ｉ）使结构顺利解出，并精修到Ｒ＝０．０４８，△ρ＿（ｍａｘ）＝０．２８６。单晶体结构分析表明不对称单位含有二个非结晶学对称相关的独立分子和一个溶剂分子ＤＭＦ，通过ＤＭＦ中的ｏ原子和亚胺Ｈ形成Ｎ－Ｈ…Ｏ…Ｈ－Ｎ类型双氢键，使两个分立分子缔合一起而自成独立的结构单元。     

缩氨基硫脲衍生物的合成及抗菌活性研究

以邻甲苯胺、苯胺或乙醇胺和二硫化碳为原料,经与氨水、氯乙酸钠和水合肼反应,合成了N(4)取代氨基硫脲,再与取代水杨醛或2-乙酰基吡啶进行缩合反应,得到6个缩氨基硫脲化合物3a~3f。抗菌实验结果表明:当质量浓度为1 mg/mL时,化合物3d对革兰氏阳性菌—金黄色葡萄球菌和枯草芽孢杆菌有很强的抑菌活性,对革兰氏阴性菌-大肠杆菌有一定的抑菌活性。      

新型噻吩-2-甲醛不对称双缩二氨基硫脲衍生物的合成及其抗菌活性

1,3-二氨基硫脲与芳香醛在冰醋酸催化下经缩合反应制得一系列单缩二氨基硫脲(3a~3k);3a~3k分别与噻吩-2-甲醛进一步缩合合成了11个新型的噻吩-2-甲醛不对称双缩二氨基硫脲类衍生物(5a~5k),其结构经1H NMR,IR,ESI-MS和元素分析表征。初步抗菌活性测定结果表明:部分目标化合物对枯草芽孢杆菌具有抑菌活性;5d对金黄色葡萄球菌的IC50为4.29,优于对照药阿莫西林(IC506.4)。     

Synthesis and antimicrobial activity of o- and p-hydroxybenzoic acid thiosemicarbazides

The ortho- and para-hydroxybenzoic acid thiosemicarbazide derivatives which are potentially biologically active substances were obtained by the reaction of the corresponding hydrazides with various isothiocyanates. Their structures were determined using IR, ¹H NMR spectroscopy, and mass spectrometry. Pronounced antimicrobial activity of synthesized derivatives was revealed.     

硝基苯酰基硫脲衍生物的合成与生物活性研究

酰氨基硫脲类化合物具有很好的生物活性,如消炎、抗菌、抗结核、抗癌、杀菌、杀虫及植物生长调节等[1-8],也是重要的有机合成中间体[9-12].因此,随着新型农药的开发研究,酰氨基硫脲类化合物又成为药物开发的热点之一.     

Synthesis and antimicrobial activity of N-analogous corollosporines

Corollosporine is an antimicrobial metabolite, which was isolated from the marine fungus Corollospora maritima. Owing to its basic 4-hydroxyphthalic acid anhydride structure, it has become an attractive target for a structure/activity relationship modelling of derived compounds with potential antibiotic activity. In this regard we report on the straightforward synthesis of hetero analogous corollosporines, which were easily prepared by a three-step reaction sequence, taking advantage of a novel multicomponent reaction (AAD-reaction) and a subsequent aromatization/Grignard reaction protocol. Furthermore, the obtained products were tested in several biological assays to evaluate their antimicrobial activity.     

Synthesis and antimicrobial activity of tris phosphonates

Syntheses of novel [{(3‐dialkoxy‐phosphoryl)‐(substituted‐phenyl‐methyl)‐2‐oxo‐2‐phenyl‐2,3‐dihydro‐2λ⁵–benzo [1,3,2] diazaphosphol‐1‐yl}‐(substituted‐phenyl)‐methyl]‐phosphonic acid diethyl/dimethyl esters ( 3a , 3b , 3c , 3d , 3e , 3f , 3g , 3h , 3i , 3j ) were conveniently accomplished by cyclocondensation of [(2‐{(dimethoxy‐phosphoryl)‐phenyl‐methyl)‐amino}‐phenyl amino)‐phenyl‐methyl]phosphonic acid diethyl/dimethyl esters ( 2a , 2b , 2c , 2d , 2e , 2f , 2g , 2h , 2i , 2j ) with phenyl phosphonic dichloride in dry toluene in the presence of triethylamine at 40°C. The title compounds were characterized by physicospectral techniques. All the synthesized compounds were found to possess antimicrobial properties. J. Heterocyclic Chem., 2011.     

Allobetulin N-acetylglucosaminide. Synthesis and antimicrobial activity

Russian Journal of General Chemistry - Allobetulin N-acetylglucosaminide has been synthesized and shown to exhibit selective bacteriostatic activity against Staphylococcus aureus ATCC 209p with a...     

Synthesis and antimicrobial activity of novel chalcone derivatives

A series of novel 3-[N, N-bis(2-hydroxyethyl)-amino]-chalcone derivatives 3a–3j were synthesized by the aldol condensation of [N, N-bis(2-hydroethyl)-3-amino]-acetophenone 2 with aromatic aldehydes. Their structures were further confirmed by ESI-HRMS, ¹H NMR, IR and elemental analysis. X-ray analysis reveals crystal 3b is a monoclinic system with P2₁/n space group. The antimicrobial activities of the newly synthesized chalcones in vitro were evaluated and the results indicated that most compounds presented moderate to good antimicrobial activities, especially the antifungal capability. Compounds 3a, 3d, 3f and 3g revealed obvious potency against Candida albicans with MIC values of 32 μg/mL, which were better compared with others.     

Synthesis and antimicrobial activity of quinoline-based 2-pyrazolines

A series of 2-pyrazolines was prepared in a reaction of quinolinylchalcones with phenyl hydrazine under both conventional and microwave-induced heating. Structures of the synthesized compounds were characterized by spectroscopic data and CHN analyses. All prepared compounds were tested for antimicrobial activity against bacterial strains, viz. Staphylococcus aureus, Salmonella typhii, Escherichia coli, and Shigella dysentery. Almost all synthesized compounds have shown antimicrobial activity; however, compounds with a chloro group as a substituent have been found to be more effective.     

Synthesis and antimicrobial activity of some netropsin analogues

Nine novel lexitropsins were synthesized by linking two netropsin-like moieties through three different dicarboxylic acids; 9,10-dihydro-2,7-phenanthrenedicarboxylic acid; [(3-[[(carboxymethyl)amino]carbonyl]benzoyl)amino]acetic acid and indole-2,5-dicarboxylic acid. The netropsin residues were modified by the use of N-isopentylpyrrole, 5-methylthiophene or 5-isopropylthiazole heterocyclic building blocks in place of the usual N-methylpyrrole. The compounds were tested against five gram-positive bacteria: Staphylococcus aureus, Streptomyces faecalis, methicillin resistant Staphylococcus aureus, Enterobacter cloacae, Mycobacterium fortuitum, three gram-negative bacteria: Klebsiella aerogenes, Proteus vulgaris, Escherichia coli and three fungi: Aspergillus niger, Candida albicans and Aspergillus nidulans. Some of the compounds showed significant inhibitory effects on the growth of the microorganisms.