α-Thiodisulfides: construction and biological activities

Abstract

An overview of new synthetic methods for the construction of α-thiodisulfides is presented. α-Sulfone disulfide construction is prominently featured in the synthetic discussion. Biological test results on α-thiodisulfides, aryl disulfides, and thiosulfonates are reviewed and some organic-chemical mechanistic discussion is provided to rationalize them.     

Dithiocarbamate salts: biological activity,preparation, and utility in organic synthesis

The review includes synthetic methodologies of dithiocarbamic acid salts, their S-substituted derivatives, and nano particles (NP's) in their synthesis. This review also deals with the utility of dithiocarbamates in synthesis of: (a) heterocycles, (b) some organic reagents and (c) NP's.     

Recent trends in the chemistry of aminobenzo[b]thiophenes

The chemistry of aminobenzo[b]thiophenes has gained increased interest in both synthetic organic chemistry and biological fields and has considerable value. Some of the reactions have been successfully applied for the production of various fused heterocycles. The present review covers the literature up to date for the synthesis, reactions and applications of such compounds.     

硫代磷酰二腙及其配合物的合成和生物活性

合成了一种硫代磷酰二腙配体(H2L)及其Mn(Ⅱ)、Fe(Ⅱ)、Co(Ⅱ)配合物,所合成的配体及配合物均用元素分析、摩尔电导、UV、IR等手段进行了表征,对配体还用MS和1HNMR进行了结构表征。测定了化合物的杀虫活性以及对水稻幼苗细胞超氧化物歧化酶(SOD)活力的影响,表明这些化合物具有一定杀虫活性并能激活水稻细胞SOD。     

Utility of thiocarbohydrazide in heterocyclic synthesis

This review describes the synthesis and properties of thiocarbohydrazide and its utility as a building block for the synthesis of heterocyclic systems with pharmacological interest.     

Thiochroman-4-ones: synthesis and reactions

The aim of this paper is to present the synthesis and reactions of thiochroman-4-ones. These compounds are used as precursors for the synthesis of many heterocyclic rings. The reactions of thiochroman-4-ones are subdivided into groups that cover reactions yielding heterocycles such as pyrazoles, imidazoles, thiazoles, indoles, pyridines, pyrimidines, and thiazepines.     

二丁基(三甲基硅基亚甲基)锡芳香酸酯的合成、结构及生物活性

合成了9个二丁基(三甲硅基亚甲基)锡芳香酸酯,通过IR、NMR和MS对目标化合物的结构进行了表征.生物活性测定的初步结果表明,该类化合物具有较好的杀螨活性和一定的杀菌活性.     

肌肉醇取代吡啶酸盐的合成及生物活性

为合成新的胍盐,探讨结构活性关系,以硫脲和硫酸二甲酯为起始原料反应先生成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,最后采用酸碱成盐组合法与取代吡啶酸反应得到了6个含胍基的肌肉醇盐.通过红外光谱(IR)、核磁共振(1H NMR)、元素分析和熔点测定确定了各化合物的结...     

磷酰基(硫)脲类化合物的合成、性质及生物活性

综述了磷酰基（硫）脲类化合物的合成、性质及生物活性等方面的研究进展。     

N-(4,6-二甲基嘧啶-2-基)苯胺盐的合成及生物活性研究

报道了20个N-(4,6-二甲基嘧啶-2-基)苯胺盐,其中19个未见文献报道。采用琼脂稀释法对它们进行了室内毒力测试,求出毒力回归方程。结果表明,该类化合物对多种植物病菌均有较好的抑菌和杀菌作用。讨论了N-(4,6-二甲基嘧啶-2-基)苯胺盐结构与生物活性的关系。     

Synthesis,exchange reactions,and biological activity of poly(8‐methacryloxyquinoline)

8‐Methacryloxyquinoline (MAQ) was prepared through the reaction of 8‐hydroxyquinoline with either methacryloyl chloride or methacrylic acid in the presence of triethylamine or N,N‐dicyclohexylcarbodiimide, respectively. MAQ was polymerized in dimethylformamide with 2,2‐azobisisobutyronitrile as the initiator. The reactions of the resulting polymers with hydroxyl and amino compounds were studied. The polymers were characterized with IR, ¹H‐NMR, and mass spectroscopy. Some of the synthesized polymers were tested for their antimicrobial activity against bacteria and fungi. Generally, all the polymers were effective against the tested microorganisms, but their growth‐inhibition effects varied. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011     

含氨基酸结构的磺酰胺衍生物合成与生物活性

采用分子杂交策略，设计合成15个氨基酸结构的磺酰胺衍生物进行抗菌活性评价。首先，苯磺酰氯与氨基酸反应制得苯磺酰氨基酸（中间体Ⅰ），然后，以芳香醛、亚磷酸酯、乙酸铵和三氟甲磺酸铝为原料，一锅法制得α-氨基膦酸酯（中间体Ⅱ），最后，中间体Ⅰ与Ⅱ缩合，制得目标物，经1H NMR 、13C NMR和MS确认结构。结果表明，该类化合物对大肠杆菌（E. coli）和耐氟喹诺酮大肠杆菌（FREC）活性最为显著。其中，化合物Ⅲb〔{(2-氟苯基) [2-(苯基磺酰氨基)苯丙酰氨基]甲基}膦酸二乙酯〕、Ⅲc〔{(2-氟苯基) [2-(苯基磺酰氨基)苯丙酰氨基]甲基}膦酸二乙酯〕、Ⅲh〔{(2-氟苯基) [2-(苯基磺酰基氨)异戊酰氨基]甲基}膦酸二乙酯〕和Ⅲm〔{(苯基) [2-(苯基磺酰基氨)乙酰氨基]甲基}膦酸二乙酯〕对E. coli的MIC（Minimum Inhibitory Concentration）均为16 μg/mL，化合物Ⅲn〔{(2-氟苯基) [2-(苯基磺酰氨基)乙酰氨基]甲基}膦酸二乙酯〕对E. coli的MIC为8 μg/mL，抗菌活性不低于对照药苯唑西林；化合物Ⅲb、Ⅲh、Ⅲm和Ⅲn对FREC的MIC分别为32、32、32和16 μg/mL，优于对照药苯唑西林和诺氟沙星。     

1,1'-二芳基烷基醚化合物的合成及生物活性

利用氯苄和苄醇为原料,NaOH为缚酸剂合成了8个未见文献报道的1,1, 二芳基烷基醚类化合物,目标化合物经元素分析、IR、MS和1HNMR结构确证;初步生物活性测定结果表明:该类化合物具有虫、菌、草等广谱生物活性,如Ig在普筛浓度下(5.0×10-4)对蚜虫具有A级活性(>95%的死亡率),Ic在普筛浓度(2250ga.i./hm2)下,苗后茎叶处理对马齿苋和反枝苋均具有100%的防治效果。     

Electrochemically generated base-promoted synthesis and biological activities of 2,4-disubstituted carbonotrithioates

The electrosynthesis of new 2,4-dialkylcarbonotrithioates, in satisfactory yields, starting from arylthiols and carbon disulfide using an electrogenerated base (EGB) that is reported to promote the reaction is reported. The EGB was prepared by pro-base-free electrolysis of acetonitrile under galvanostatic conditions using a sacrificial magnesium anode. The as-prepared compounds were fully characterized by ¹H, ¹³C, ¹⁹F NMR spectroscopy and mass spectrometry. The antimicrobial and cytotoxic activities of some representative compounds were investigated against human pathogenic bacteria, colon and lung cancer cell lines. Promising results were found against gram-positive and gram-negative bacteria and DLD-1 and A-549 cancer cell lines.     

Oxysterols: Chemical synthesis,biosynthesis and biological activities

As a class of compounds, oxysterols have demonstrated a wide variety of biological properties. Due to the general interest in these compounds, new methods of chemical synthesis have been developed to provide them for biological investigation. The specific inhibition by oxysterols of cholesterol biosynthesis in mammalian cells has been shown to result primarily from a decrease in cellular levels of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase activity. Recent evidence suggests these cellular responses may be mediated by an oxysterol binding protein found in the cytosol of many lines of cultured cells. In certain instances, oxysterols have been shown to be produced in biological systems. These results support the supposition that oxysterols may regulate sterol biosynthesis at the cellular level. Included herein are the inhibitory effects of 9α, 11α-epoxycholest-7-en-3β-ol cholest-8-en-3β-ol-7-one and cholest-8-en-3β-ol-11-one on HMG-CoA reductase activity and their relative affinities for a cytosolic binding protein.     

烷基三唑硫酮席夫碱的合成和生物活性研究

为进一步研究三唑席夫碱化合物的合成与性质,以自制的5-烷基-4-氨基-1,2,4-三唑-3-硫酮与对甲氧基苯乙酮和取代芳醛为原料,在冰醋酸催化下,回流反应0.5 h,合成了1,2,4-三唑硫酮席夫碱化合物,其结构通过元素分析、红外光谱(IR)和核磁共振(1H NMR)进行表征。分析结果表明:在IR图谱中,目标产物在波数1 587—1 603 cm-l处出现席夫碱亚胺结构CHN的特征吸收峰;在1H NMR中,席夫碱亚胺结构CHN的质子化学位移δ在10.5附近出现,NC—CH3结构中H的化学位移在2.4左右。研究了化合物对烟草赤星病、马铃薯干腐病、小麦赤霉病、番茄早疫病、西瓜枯萎病5种植物病原菌的生物活性,得到毒力回归方程及相关系数,计算EC50和EC95值,结果表明它们具有较好的抑菌活性。含有吸电子取代基的席夫碱杀菌效果比给电子取代基的好。     

Solid-phase synthesis of sulfur containing heterocycles

Solid-phase organic synthesis by combinatorial techniques is a widely exploited area in the discovery of new pharmacologically active compounds and is a rapidly expanding area of synthetic organic chemistry. Because of many biological activities possessed by heterocycles, a large number of reports related to their solid-phase synthesis have appeared in recent decades. In this review article, I have described the importance of solid-phase synthetic strategies for the synthesis of sulfur atom containing heterocycles.