吲唑衍生物的合成

经酯化反应合成了５个３－羟基吲唑类衍生物并经ＩＲ,＾１Ｈ ＮＭＲ和元素分析确证,初步测定了它们作为植物生长调节剂的生理活性。     

新型5位与6位取代的吲唑类衍生物的合成及抗肿瘤活性研究

为了寻找高效低毒的新型抗肿瘤药物,设计并合成了新型的5位与6位取代的吲唑类化合物.采用噻唑蓝(MTT)法对目标化合物在PC-3(人前列腺癌细胞)、MCF-7(人乳腺癌细胞)、Hep G-2(人肝癌细胞)和MGC-803(人胃癌细胞)四种人类癌细胞的抗增殖活性进行评价.结果显示大部分化合物对PC-3具有特异性的抗增殖活性.其中,N-(1-苄基-1H-1,2,3-三唑-4-基)甲基)-1-异丙基-1H-吲哚唑-5-羧酰胺(8a)和N-[(1-苄基-1H-1,2,3-三唑-4-基)甲基]-1-异丙基-1H-吲唑-6-甲酰胺(14a)对PC-3细胞的抗增殖活性较好, IC₅₀值分别为6.21和6.43μmol/L,为前列腺癌抗肿瘤药物的研究提供了思路.     

新型吲唑类化合物的合成及其抗肿瘤活性

以2,6-二氟苯腈与吗啉反应制得2-氟-6-吗啉-苯腈(1); 1与水合肼在N-甲基吡咯烷酮中通过环合反应制得3-氨基-4-吗啉-1H-吲唑(2); 2与不同羧酸经缩合反应合成了8个新型吲唑类化合物(4a~4h),其结构经¹H NMR, IR和HR-ESI-MS表征。抗肿瘤活性测试结果表明：3,4,5-三甲氧基-氮-(4-吗啉-1H-吲唑-3-基)苯甲酰胺（4a）的抗肿瘤活性最好,对K-562, SMMC7721和T-47D肿瘤细胞有明显抑制作用,IC₅₀分别为0.056 μmol·L^-1, 0.062 μmol·L^-1和0.078 μmol·L^-1。     

新型吲唑-查尔酮杂合物的合成及抗肿瘤活性

设计并合成了一系列新型含查尔酮-吲唑杂合衍生物,并对其体外肿瘤活性进行初步研究。 先以2,6-二氟苯腈和吗啉为起始原料,经过取代和环合两步反应合成4-吗啉-3-氨基-1H-吲唑。 4-吗啉-3-氨基-1H-吲唑与含羧基的查尔酮中间体与经过酰胺化反应制备了9个新型含查尔酮-吲唑杂合衍生物,其结构经傅里叶变换红外光谱仪(FTIR)、核磁共振波谱仪(NMR)、质谱(MS)和元素分析确证。 采用MTT法,以索拉菲尼为阳性对照药,以人胃癌细胞株(MKN45)和人肺癌细胞株(A549)为测试细胞株对目标化合物进行抗肿瘤活性评价。 结果表明,大部分目标化合物显示了较好的抗肿瘤活性,其中化合物4a和4d活性较好,其抑制人胃癌细胞株MKN45的IC₅₀分别为2.65和3.55 μmol/L,均优于阳性对照药索拉菲尼(IC₅₀=4.69 μmol/L)。     

吲唑衍生物及其生物活性研究进展

吲唑衍生物具有抗肿瘤、抗菌、抗炎及治疗骨质疏松等多种生物活性,因此,在药物化学领域受到广泛的关注,具有巨大研究前景及价值。本文总结归纳了近几年来与吲唑衍生物相关的文献,对单取代、双取代及多取代吲唑衍生物及其生物活性的最新研究进展进行了综述,希望能为开发高效低毒的吲唑衍生物提供一定的理论基础。     

3-氨基-4-氯-1H吲唑衍生物的合成及抗肿瘤活性测定

以2,6-二氯苯腈为起始原料通过5步反应合成了9个具有抗肿瘤活性的吲唑类化合物并对其抗肿瘤活性进行了初步筛选.目标产物结构经~1H-NMR和IR确证,体外细胞实验结果显示化合物2c的抗肿瘤活性最好,对K-562、SMMC7721肿瘤细胞有明显抑制作用.     

新型吲哚苯醌衍生物的合成及抗肿瘤活性

基于醌类以及含"2-苯基萘型"结构单元的衍生物在临床上表现出良好的抗肿瘤活性,设计了取代吲哚苯醌衍生物。以2-取代吲哚衍生物为底物,乙腈为反应溶剂,在相转移催化剂苄基三乙基氯化铵和无水碳酸钾存在下,与四溴苯醌反应,合成了9个未见文献报道的2-取代吲哚-1,4-醌衍生物(2a^2c,3a^3c,4a^4c),其结构经1H NMR,13C NMR和HR-MS(ESI)表征。体外抗肿瘤活性实验表明,该类化合物对人肺癌细胞系(A549)、人乳腺癌细胞系(MDA-MB-231)及宫颈癌细胞系(Hela)具有抑制作用,其中化合物2b和3c对人乳腺癌细胞系MDA-MB-231具有良好的抑制活性。     

新型吲哚并[1,2-b]吲哒唑三氟甲磺酸盐衍生物的合成及其抗肿瘤活性

吲哚并[1,2-b]吲哒唑类化合物与三氟甲磺酸甲酯成盐,再与对二甲氨基苯甲醛偶联合成了3个新型吲哚并[1,2-b]吲哒唑三氟甲磺酸盐衍生物(3a～3c),其结构经NMR和IR表征.用MTT法检测了3对白血病细胞HL-60和K562的抗肿瘤活性,结果显示3具有良好的体外抗肿瘤活性.     

吲唑衍生物的合成及其生物活性的研究

报道了１０种吲唑衍射生物合成及其初步生物活性的测定结果，结构经＾１ＨＮＭＲ，ＩＲ元素分析等证实。     

Efficient synthesis of panaxadiol derivatives using continuous-flow microreactor and evaluation of anti-tumor activity

An efficient method has been developed for the synthesis of a series of(20R)-panaxadiol derivatives(4a–w) using a continuous-flow microreactor.The antitumor activities of the newly synthesized compounds were evaluated in vitro in two human prostate adenocarcinoma tumor cell lines(i.e.,PC-3and LNCa P cells),and their cytotoxicities were evaluated using a standard MTT assay.Compounds 4c,4h,4p,4q and 4s exhibited higher antitumor activities toward PC-3 cell line than panaxadiol,which was used as a reference standard.     

Researches on indazole derivatives

The action of sodamide on 1-aralkylindazoles gives a 2-arylquinazolone -4 structure through cyclization of the amide or amidine of an N-aralkyl-substituted anthranilic acid.For Part III see [2].     

积雪草酸衍生物的合成及抗肿瘤活性研究

以天然产物积雪草酸为起始原料,对其C-2、C-3、C-23位羟基、C-11位氢、C-28位羧基进行结构改造,合成了13个新的积雪草酸衍生物,其结构经MS及1H NMR等确证。采用MTT法,选用高表达人癌细胞(He La、Hep G2和BGC-823)对它们进行初步的体外抗肿瘤活性研究,结果表明,所测化合物对He La、Hep G2和BGC-823肿瘤细胞的抑制活性均明显强于积雪草酸,其中化合物I4和II4对He La、Hep G2和BGC-823细胞表现出很强的抑制活性,明显高于已上市药物吉非替尼,值得进一步研究。     

氮杂岩白菜素衍生物的合成及其初步抗肿瘤活性

岩白菜素因其广泛的生理活性而备受关注。本文通过Mannich和Mitsunobu反应,合成了8个氮杂岩白菜素衍生物,其结构经1H NMR、13C NMR及质谱确证。采用MTT法初步测试了目标化合物体外抗肿瘤活性,结果表明,化合物3c和3d对细胞株A549均表现出优于岩白菜素的抑制活性(IC50分别为3.74μmol/L和5.05μmol/L),可做进一步研究。     

Coordination properties of new indazole derivatives

Summary The bidentate nitrogen donor ligands 2-(1-indazolyl) pyridine and 2-(1-indazolyl) pyrimidine have been synthesised. Their complexes with Mn^II, Co^II, Ni^II, Cu^II and Zn^II have been prepared and characterised by elemental analysis, i.r., u.v. spectra and magnetic susceptibility measurements. The complexes are nonelectrolytes and have magnetic moments consistent with an octahedral environment.     

Synthesis and anti-tumor activity evaluation of novel podophyllotoxin derivatives

In order to investigate the effects on the cytotoxicity of indole-3-oxalylamino podophyllotoxin analogs, seven novel podophyllotoxin derivatives were synthesized.The compounds were tested against Hela, K562 or K562/A02 cancer cells in vitro,four of which showed significant cytotoxicity.Among them 9a,9b and 9c were superior to the positive control VP-16.     

Synthesis and anti-tumor activity of all-trans retinoic acid derivatives

A series of retinoate and retinamide derivatives were designed,synthesized,and their anti-tumor activities were investigated in NB4 by MTT and flow cytometry assays(FCM).All compounds showed cytotoxicity,especially compounds 1a and 1d exhibited a higher cytotoxicity than other derivatives and all-trans retinoic acid(ATRA).Furthermore,compound 1d could induce NB4 cell lines differentiation efficiently.     

Synthesis and properties of ferrocenylalkyl derivatives of indazole

Ferrocenylmethylation and -ferrocenylethylation of indazole were carried out for the first time. Both reactions afforded two isomers, which were characterized by physical and physicochemical methods, among them by X-ray diffraction analysis. 1-(-Ferrocenylethyl)indazole is thermally more stable than the 2-substituted isomer. Both isomers serve as ferrocenylalkylating agents with respect to s-triazole.     

Dipole moments of nitro derivatives of indazole

The dipole moments of indazole and a number of its nitro derivatives in dioxane solution were measured. The directions of the vectors of the dipole moments of indazole in the tautomeric 1-H and 2-H forms were determined to solve the problems associated with the tautomerism and the position of the substituents in the molecules. The experimental values of the dipole moments, of the investigated compounds were compared with the values calculated via a vector additive scheme. As a result it was shown that the mononitro and dinitro derivatives of indazole exist primarily in the 1-H tautomeric form, whereas the trinitro and tetranitroindazoles exist in the 2-H tautomeric form. The ratios of the isomers were calculated for compounds that have dipole moments intermediate between the 1-H and 2-H forms. A deviation between the experimental and calculated dipole moments of compounds containing two nitro groups in the ortho position was established; this may be explained by disruption of the coplanarity of the molecules or by deviation from additivity because of the introduction of strong electron-acceptor substituents.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1669–1671, December, 1977.