20174-69-0Relevant articles and documents
The synthesis of some new 7-methyl-3-substituted-1,2,4-triazolo[3,4-b]benzothiazoles
Dong, Heng-Shan,Zhang, Ji-Yong,Tang, Yan-Bo,Mao, Xue-Rong,Quan, Bin
, p. 783 - 786 (2001)
New 7-Methyl-3-substituted-1,2,4-triazolo[3,4-b]benzothiazoles were synthesized from p-methylaniline to 5 with various aromatic carbonic acids. The yielded product 6a-j was investigated with Elemental analyses, NMR, MS and IR techniques.
Microwave-assisted, solvent-free, one-pot, three-component synthesis of fused pyran derivatives containing benzothiazole nucleus catalyzed by pyrrolidine-acetic acid and their biological evaluation
Patel, Haresh B.,Gohil, Jayvirsinh D.,Patel, Manish P.
, p. 1057 - 1067 (2017)
Abstract: An efficient method for the synthesis of fused pyran derivatives has been developed by a one-pot, three-component, solvent-free reaction of 1H-pyrazole-4-carbaldehyde and various active methylenes and malononitriles under microwave irradiation in the presence of pyrrolidine-acetic acid as bifunctional catalyst. The salient features of this protocol are the solvent-free reaction, shorter reaction time, greater selectivity, and straightforward workup procedure. All the synthesized compounds were confirmed by analytical and spectral data. The synthesized compounds were investigated against a representative panel of pathogenic strains using the broth microdilution MIC method for their in vitro antimicrobial activity. Graphical abstract: [Figure not available: see fulltext.].
Novel Triapine Derivative Induces Copper-Dependent Cell Death in Hematopoietic Cancers
Chen, Ge,Niu, Chunyi,Yi, Jianhua,Sun, Lin,Cao, Hengyi,Fang, Yanjia,Jin, Taijie,Li, Ying,Lou, Chunli,Kang, Jingwu,Wei, Wanguo,Zhu, Jidong
, (2019/04/01)
Triapine, an iron chelator that inhibits ribonucleotide reductase, has been evaluated in clinical trials for cancer treatment. Triapine in combination with other chemotherapeutic agents shows promising efficacy in certain hematologic malignancies; however, it is less effective against many advanced solid tumors, probably due to the unsatisfactory potency and pharmacokinetic properties. In this report, we developed a triapine derivative IC25 (10) with potent antitumor activity. 10 Preferentially inhibited the proliferation of hematopoietic cancers by inducing mitochondria reactive oxygen species production and mitochondrial dysfunction. Unlike triapine, 10 executed cytotoxic action in a copper-dependent manner. 10-Induced up-expression of thioredoxin-interacting protein resulted in decreased thioredoxin activity to permit c-Jun N-terminal kinase and p38 activation and ultimately led to the execution of the cell death program. Remarkedly, 10 showed good bioavailability and inhibited tumor growth in mouse xenograft models. Taken together, our study identifies compound 10 as a copper-dependent antitumor agent, which may be applied to the treatment of hematopoietic cancers.
Synthesis of 2-anilinopyridyl linked benzothiazole hydrazones as apoptosis inducing cytotoxic agents
Sultana, Faria,Saifi, Mohd Aslam,Syed, Riyaz,Mani, Geeta Sai,Shaik, Siddiq Pasha,Osas, Egharevba God'Shelp,Godugu, Chandraiah,Shahjahan, Syeda,Kamal, Ahmed
, p. 7150 - 7161 (2019/05/17)
A series of 2-anilinopyridyl linked benzothiazole-hydrazone conjugates (5a-aa) were designed, synthesized and evaluated for their in vitro cytotoxic potency against a panel of cancer cell lines like mouse skin melanoma (B16F10), lung adenocarcinoma (A549), breast adenocarcinoma (MCF-7), triple negative breast cancer (MDA-MB-231) and normal lung epithelial (L132) cell lines. Preliminary screening results revealed that some of these conjugates like 5i and 5l exhibited a significant antiproliferative effect against human breast cancer (MCF-7) with IC50 values of 1.03 and 1.69 μM respectively. Further, detailed biological studies of this promising conjugate (5i) were carried out on MCF-7 cells. The flow cytometric analysis revealed that this conjugate induces cell-cycle arrest in the G2/M phase in a dose dependent manner. Furthermore, in order to determine the effect of the conjugate on cell viability, various cell based assays such as clonogenic assay, ethidium bromide staining, Hoechst staining, detection of ROS generation and annexin V-FITC/PI assays were performed. In these studies, apoptotic features were clearly observed indicating that this conjugate inhibited cell proliferation by apoptosis.