- Synthesis and biological evaluation of novel Jiyuan Oridonin A-1,2,3-triazole-azole derivatives as antiproliferative agents
-
As a continuation of our research on developing potent and potentially safe anti-proliferative agents, two series of novel Jiyuan Oridonin A-1,2,3-triazole-azole hybrids were designed, synthesized and evaluated for their anti-proliferative activity against four selected cancer cell lines (MGC-803, MCF-7, PC-3, Eca-109). Some compounds with better growth inhibitory effects were chosen to carry out further studies in A549 and SMMC-7721. Most of the synthesized compounds exhibited moderate to good activity against all the cancer cell lines selected. Particularly, the most active agent 8b showed high potency against human cancer cells with IC50 ranging from 0.2 ± 0.0 to 5.0 ± 0.9 μM. Cellular mechanism studies elucidated compound 8b arrests cell cycle at G1 phase and induce a strong apoptotic response in SMMC-7721 cells. Furthermore, 8b could inhibit the colony formation and migration via Wnt signaling pathway in SMMC-7721 cells. For all these reasons, compound 8b holds promising potential as anti-proliferative agent.
- Ke, Yu,Liang, Jian-Jia,Hou, Rui-Juan,Li, Ming-Ming,Zhao, Long-Fei,Wang, Wang,Liu, Ying,Xie, Hang,Yang, Rui-Hua,Hu, Tian-Xing,Wang, Jin-Yi,Liu, Hong-Min
-
-
Read Online
- In vitro and in vivo evaluation of organometallic gold(i) derivatives as anticancer agents
-
Alkyne gold(i) derivatives with the water soluble phosphanes PTA (1,3,5-triaza-7-phosphaadamantane) and DAPTA (3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane) were described and their anticancer potential against the colon cancer cell line Caco-2 (PD7 and TC7 clones) was studied. Strong antiproliferative effects are found, for all the new complexes, to be even more pronounced than for the reference drug cisplatin, and similar to auranofin. The interaction of these derivatives with bovine serum albumin (BSA) was studied by fluorescence spectroscopy. The types of quenching and binding constants were determined by a fluorescence quenching method. Moderate values of the binding constants are calculated for the tested derivatives indicating that these complexes can be stored and carried easily by this protein in the body. The study of the thermodynamic parameters in the case of [Au(CCCH2Spyridine)(PTA)] points out to the presence of van der Waals interactions or hydrogen bonding between the metallic complex and the protein. In addition, the complex [Au(CCCH2Spyridine)(PTA)] has shown inhibition in colon cancer proliferation of HTC-116-luc2 cell lines via the apoptotic pathway and S-phase arrest of the cell cycle. Intraperitoneal injection of this derivative in athymic nude mice inoculated with HTC-116-luc2 cells prolonged their survival and displayed moderate inhibition of the tumour growth with no subsequent organ (kidney and liver) damage after treatment.
- García-Moreno, Elena,Tomás, Alejandro,Atrián-Blasco, Elena,Gascón, Sonia,Romanos, Eduardo,Rodriguez-Yoldi, Jesus M.,Cerrada, Elena,Laguna, Mariano
-
p. 2462 - 2475
(2016/02/12)
-
- A library of spirooxindoles based on a stereoselective three-component coupling reaction
-
A collection of structurally complex and chemically diverse small molecules is a useful tool to explore cell circuitry. In this article, we report the split-pool synthesis of more than 3000 spirooxindoles on high capacity macrobeads. The key reaction to a
- Lo, Michael M.-C.,Neumann, Christopher S.,Nagayama, Satoshi,Perlstein, Ethan O.,Schreiber, Stuart L.
-
p. 16077 - 16086
(2007/10/03)
-
- Prototropic rearrangement of 2-propynyl(methyl)amino, 2-propynyloxy, and 2-propynylsulfanyl derivatives of hetarenes under conditions of phase-transfer catalysis: Mechanism and limitations
-
2-Propynyl derivatives of N-methylaniline, phenol, benzenethiol, 2-pyridinethiol, 2-pyrimidinethiol, and 1,3-benzoxazole-2-thiol were synthesized. Under conditions of phase-transfer catalysis, phenyl 2-propynyl sulfide is converted into allenyl phenyl sul
- Rubina,Fleisher,Abele,Popelis,Lukevits
-
p. 963 - 967
(2007/10/03)
-
- Synthesis and cytotoxicity of 3-(hetarylthio)-1-propynyl-(trimethyl)silanes
-
We have developed a two-step method for synthesis of 3-(hetarylthio)-1-propynyl(trimethyl)silanes from thiols in a phase-transfer catalysis system HC≡CCH2Br-solid K2CO3-18-crown-6-toluene followed by reaction with n-BuLi-Me3SiCl in ether or THF. We have observed that 3-[1,3-bis(trimethylsilyl)-2-propynyl] thioindole displays high cytotoxicity in HT-1080 and MG-22A tumor cell lines.
- Abele,Abele,Rubina,Dzenitis,Arsenyan,Shestakova,Nesterova,Domracheva,Popelis,Grinberga,Lukevics
-
p. 867 - 872
(2007/10/03)
-
- Electrolytic partial fluorination of organic compounds. Part 57: Regioselective anodic monofluorination of nitrogen-containing heterocyclic propargyl sulfides
-
Anodic fluorination of various nitrogen-containing heterocyclic propargyl sulfides using Et4NF·nHF (n=3,4) or Et3N·3HF as a supporting electrolyte and fluoride ion source in dimethoxyethane provided the corresponding monofluorinated products in moderate yields. Fluorination took place selectively at the position α to the sulfur atom of the sulfides and the heterocyclic moieties were not fluorinated at all.
- Riyadh, Sayed M,Ishii, Hideki,Fuchigami, Toshio
-
p. 8817 - 8821
(2007/10/03)
-