Synthesis of phenol-class azo derivatives of 4-aminosalicylic acid

To explore the better prodrug of 4-aminosalicylic acid（4-ASA）with higher activity and less side effects against the inflammatory bowel disease.4-ASA,after a succession of synthesis process,was conjugated with various carder molecules to get seven azo derivatives of 4-ASA.All compounds were characterized by FT-IR,^1H NMR,^13C NMR spectras in detail.New derivatives of 4-ASA were definituded.     

Synthesis of 4-Aminosalicylglycine

To search for a better prodrug of 4-aminosalicylic acid that is expected to deliver stably parent drug to colon against the inflammatory bowel disease, a novel 4-aminosalicylic acid derivative was designed and synthesized from 4-aminosalicylic acid. 4-Aminosalicylglycine was prepared from 4-aminosalicylic acid by protecting amino and hydroxyl groups with benzyloxycarbonyl and acetyl, respectively, then the carboxylic acid was converted to acyl chloride which was treated with glycine. After removing the protection groups, 4-aminosalicylglycine wasobtained. All the compounds were characterized by FT-IR, ^1H-NMR, ^13C-NMR spectra. In vivo experiment on rats suggested that the curative effect of 4-aminosalicylglycine was more effective than that of 4-aminosalicylic acid.     

5-甲基水杨醛缩对氨基水杨酸席夫碱的合成、表征及性质

用5-甲基水杨醛和对氨基水杨酸为原料,合成了一种新型席夫碱,用元素分析、IR、1 H NMR、MS验证其结构.采用荧光光谱法研究该化合物与牛血清白蛋白(BSA)的相互作用机制,采用位点结合模型公式、热力学公式求解出不同温度下的结合常数、结合位点数、热力学参数,得出其淬灭机制为静态淬灭,结合位点数为1,作用力类型为氢键和范德华力.     

Synthesis of glycyrrhetic acid derivatives

11-Deoxyglycyrrhetinic acid (DGA) (2) was produced by Clemmensen reduction of the C-11 carbonyl of 18β-glycyrrhetic acid (GA) (1). Four derivatives of GA and DGA (3a–3d) were synthesized. Their structures were elucidated using spectral data (IR, mass, ¹H, ¹³C NMR). __________ Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 153–155, March–April, 2008.     

苯氧乙酸类化合物的合成研究

二苯醚型苯氧基乙（丙）酸类除草剂是一类用于禾本科杂草的除草剂，具有选择性强，内吸迅速，对环境危害小和使用安全等优点，被广泛应用于农林业生产。为了寻找更高效、低毒和低残留的除草剂，本文以相应结构的取代羟基二苯醚为骨架，以氯代乙酸乙酯为原料，经亲核取代反应制得此类化合物。在反应过程中为提高产率，加入了相转移催化剂；由于羟基二苯醚类化合物在空气中容易被氧化，在反应过程中采用氮气保护，得到了较纯产物，产率较高。共合成了苯氧基苯氧基乙酸乙酯类化合物5个，目标物的合成路线如下：     

Synthesis of thiourea derivatives as CCR4 antagonists

A series of thiourea derivatives have been synthesized. Their structures were confirmed by MS and 1H NMR. Several compounds showed potent activities as antagonists of CCR4 receptor.     

Synthesis of compounds of the triallylmethane series based on reactions of triallylborane and derivatives of carbonic acid

An original method was developed for the synthesis of functional derivatives of triallylmethane (CH₂=CH-CH₂)₃C-X (X = OH, NH₂, or SCOPh) based on reactions of triallylborane with the corresponding derivatives of carbonic acid (ethylene carbonate, diethylcyanamide, and 0,S-dimethyidithio carbonate) at 110–120 °C.Translated fromIzvestiya Akademii Nauk, Seriya Khimicheskaya, No. 11, pp 2739–2742, November, 1996.     

几种4-取代-L-脯氨酸衍生物的合成

以Boc-(4R)-羟基-(2S)-脯氨酸为原料,在NaH作用下与苄位溴代试剂发生醚化反应,合成了几种4-取代-L-脯氨酸类手性催化剂,即在(4R)-羟基-(2S)-脯氨酸的4-位上引入不同的苄氧基以期提高其催化活性和脂溶性,并通过1 H NMR、13 C NMR和HRMS对合成产物的结构进行表征,确定其为目标产物.实验结果还表明,当苯环上连有强的吸电子基团时反应很难进行,而当连有给电子基团时反应相对较容易进行且反应条件较温和.     

Quantum chemical studies on some potentially tautomeric oxazolidin-4-one derivatives and their thio and azo anologs

The basicities and nucleophilicities along with prototautomerism of biologically active oxazolidin-4-one and its thio and azo analogs were investigated by semi-empirical methods. The oxo and thion protonation were found to be easier than that of azo protonation for 4-oxo and 4-thion derivatives whereas amino protonation was found to be easier than imino and azo protonation in 4-imino derivative. The preferred tautomeric form for 4-oxo and 4-thion derivatives were found to be the keto and thion forms, respectively, whereas the amino form was found to be preferred in 4-imino derivatives. An acceptable correlation between gas phase proton affinities and aqueous phase acidity constants as well as the correlation between nucleophilicity and acidity constants was observed.     

New azo derivatives of gossypol

New azo derivatives of gossypol are described. Their physicochemical properties are reported. The presence of hydroxyazo- and quinonhydrazo-tautomers is proposed.A. S. Sadykov Institute of Bioorganic Chemistry, Academy of Sciences of the Republic of Uzbekistan, Tashkent, fax (99871) 162 70 71. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 145–148, March–April, 2000.     

Synthesis and activities of new 4-hydroxy benzoxazolone derivatives

<正>A series of new 4-substituted benzoxazolone derivatives were synthesized according to a convenient method,their anti-inflammatory and analgesic activities in vivo were evaluated.All of them were new compounds,the structures of all the synthesized compounds were confirmed by ~1H NMR,~(13)C NMR,ESI-MS and HR-MS.Most of the compounds exhibited anti-inflammatory activity.     

Synthesis of 6-chloro and 6-fluoro-4-hydroxyl-2-quinolone and their azo disperse dyes

<正>In this study,6-chloro-4-hydroxy-2-quinolone and 6-flouro-4-hydroxy-2-quinolone were synthesized from corresponding dianilides.These compounds were coupled with some diazotized aromatic amines to give the corresponding azo disperse dyes.The structures of the quinolone derivatives and new azo dyes were confirmed by UV-vis,FT-IR,~1H NMR and elemental analysis.     

One-pot synthesis of quinoline-4-carboxylic acid derivatives in water: Ytterbium perfluorooctanoate catalyzed Doebner reaction

Ytterbium perfluorooctanoate [Yb(PFO)₃] has been proved to be an efficient catalyst for Doebner reaction of pyruvic acid, aldehydes and amines under mild conditions in water to afford quinoline-4-caboxylic acid derivatives with three component one-pot method in good yields. The process is operationally simple and environmentally benign and the catalyst has readily been recycled for several times with consistent activity. Furthermore, a plausible mechanism for this transformation is also presented.     

Synthesis of diastereomeric 3-hydroxy-4-pyrrolidinyl derivatives of nucleobases

The work deals with the synthesis of hydroxypyrrolidine analogs of nucleosides. Starting from the optically pure l- or d-tartaric acid, we improved the synthesis of enantiomeric trans-3,4-dihydroxypyrrolidines and elaborated a procedure for the synthesis of all possible diastereoisomers of 3-hydroxy-4-pyrrolidinyl derivatives of both purine and pyrimidine nucleobases. The prepared compounds were tested for cytostatic and antiviral properties but no significant activity was found.     

Synthesis of 4＂-benzyloxyimino-4＂-deoxyavermectin B 1 a derivatives

Six new 4＂-benzyloxyimino-4＂-deoxyavermectin B la derivatives were synthesized from avermectin Bla by the selective protection of C-5-hydroxy group, oxidation of C-4＂-hydroxy group, and deprotection followed by reaction with O-substituted hydroxylamine hydrochlorides. Their structures were confirmed by IR, 1H NMR, 13C NMR and MS. Insecticidal activities of the derivatives against Phopalosiphum pseudobrassicae, Spodoptera exigua and Pluteua xylosteua were evaluated.     

苯并异硒唑酮氨基酸衍生物的合成及抗脂质过氧化作用

在已知具有氧化作用的2-苯基-1,2-苯并异硒唑-3(2H)-酮(Ebselen)的基础上, 将其2-位苯环更换成氨基酸乙酯, 设计并合成了9个苯并异硒酮的氨基酸衍生物3～11. 这类化合物的抗氧化作用药理研究表明,它们对Fe^2^+/半胱氨酸及维生素C诱发的大鼠肝微粒体脂质过氧化有抑制活性, 部分化合物活性比母体化合物Ebselen更优.     

2,6-二氯-4-乙酰基苯基磷酸的合成

制备了酸性磷酸酶检测底物2，6-二氯-4-乙酰基苯基磷酸酯（DCAP-P）。以2，6-二氯苯酚为原料，经酰化反应、AlCl3催化F-C重排、碱化成盐、磷酯化、水解等5步反应，制备了DCAP-P，并对F-C重排、磷酯化条件进行了改进。     

Synthesis of novel 15-membered macrolide derivatives

In order to develop new antibiotics effective against resistant bacteria,a series of novel 15-membered macrolide derivatives were designed and synthesized by the modification of hydroxyl groups at C-11,C-12 and C-4＂ positions.Their structures were confirmed by MS,IR,^1H NMR or ^13C NMR.     

Synthesis of a new family of protected 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid derivatives with thioctic acid pending arms

The synthesis and characterization of a new family of ester protected N-substituted [1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid (H3DO3A) derivatives containing a pendant thioctic acid (α lipoic acid, LA) are reported. These compounds (DO3A^tBu-NLA, DO3A^tBu-NMeNLA, and DO3A^tBu-NEtNLA) are suitable for the functionalization of gold surfaces with rare-earth complexes.