1521-00-2Relevant academic research and scientific papers
Synthesis, electrochemical and anti-microbial study of 2,5-diamino benzoquinones
Asha,Suma
, (2021/12/29)
Fifteen symmetric and unsymmetric 2,5-diamino benzoquinones have been synthesized and their electrochemical activity was studied by cyclic voltammetry. Presence of electron donating substituent like amino group found to shift the half wave potential towar
Antiureolytic Activity of Substituted 2,5-Diaminobenzoquinones
Nain-Perez, Amalyn,Barbosa, Luiz C. A.,Rodríguez-Hernández, Diego,Mota, Yane C. C.,Silva, Thamara F.,Ramalho, Teodorico C.,Modolo, Luzia V.
, (2019/12/24)
A series of 2,5-bis(alkyl/arylamino)-1,4-benzoquinones (1–12) were investigated in vitro for their potential to inhibit the activity of jack bean urease. Compounds 1–6, 8, 9, 11 and 12 effectively inhibited the jack bean urease activity by 90.8 % when tes
Benzoquinone Derivatives For Treatment Of Cancer And Methods Of Making The Benzoquinone Derivatives
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Paragraph 0123; 0145, (2017/10/23)
The present invention benzoquinone derivatives of the formula (I): and to pharmaceutically acceptable salts or solvates thereof. In formula (I) one of X or Y is hydrogen and the other one of X or Y is 3-Trifluoro-methylaniline; 3,4,5-trifluoroaniline; 4-methoxylaniline; 4-fluoroaniline; 3,3′-Dimethyl-1,1′-Biphenyl-4,4′-diamine; 2-(pyrrolidin-l-yl)ethyl)amine; 4-trifluoromethyl-benzylamine ; 4-fluorobenzyl-amine; 3,4-dimethoxybenzylamine; or 3,5-ditrifluoromethyl-benzylamine. Compounds of formula (I) have been identified as being useful in the treatment of cancer, in particular lung, breast and pancreatic cancer. The invention relates also to a method of making the benzoquinone derivatives and to methods of treatment.
Amino-substituted para-Benzoquinones as Potential Herbicides
Nain-Perez, Amalyn,Barbosa, Luiz C. A.,Pican?o, Marcelo C.,Giberti, Samuele,Forlani, Giuseppe
, p. 1008 - 1017 (2016/09/09)
Although quinones present a large array of biological activities, a few studies on the herbicidal potential of 2,5-bis(alkyl/arylamino)-1,4-benzoquinones have been reported to date. In this work, starting from benzoquinone, 13 2,5-bis(alkyl/arylamino)-1,4
Development of quinone analogues as dynamin GTPase inhibitors
Macgregor, Kylie A.,Abdel-Hamid, Mohammed K.,Odell, Luke R.,Chau, Ngoc,Whiting, Ainslie,Robinson, Phillip J.,McCluskey, Adam
, p. 191 - 206 (2014/08/18)
Virtual screening of the ChemDiversity and ChemBridge compound databases against dynamin I (dynI) GTPase activity identified 2,5-bis-(benzylamino)-1,4- benzoquinone 1 as a 273 ± 106 μM inhibitor. In silico lead optimization and focused library-led synthesis resulted in the development of four discrete benzoquinone/naphthoquinone based compound libraries comprising 54 compounds in total. Sixteen analogues were more potent than lead 1, with 2,5-bis-(4-hydroxyanilino)-1,4-benzoquinone (45) and 2,5-bis(4-carboxyanilino)- 1,4-benzoquinone (49) the most active with IC50 values of 11.1 ± 3.6 and 10.6 ± 1.6 μM respectively. Molecular modelling suggested a number of hydrogen bonding and hydrophobic interactions were involved in stabilization of 49 within the dynI GTP binding site. Six of the most active inhibitors were evaluated for potential inhibition of clathrin-mediated endocytosis (CME). Quinone 45 was the most effective CME inhibitor with an IC50(CME) of 36 ± 16 μM.
THYMOQUINONE ANALOGS FOR THE TREATMENT OF PANCREATIC CANCER
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Page/Page column 5; 9, (2011/10/31)
Analogs of thymoquinone, an active compound extracted from Nigellasativa (black seed oil) are 2,5-bis (alkyl/aryl amino) 1, 4-benzoquinones, are more potent than the naturally-occurring compound (e.g, have a lower IC50) in terms of inhibition o
Structure-activity studies on therapeutic potential of thymoquinone analogs in pancreatic cancer
Banerjee, Sanjeev,Azmi, Asfar S.,Padhye, Subhash,Singh, Marjit W.,Baruah, Jubaraj B.,Philip, Philip A.,Sarkar, Fazlul H.,Mohammad, Ramzi M.
scheme or table, p. 1146 - 1158 (2011/03/21)
Purpose: Pancreatic cancer (PC) is one of the deadliest of all tumors. Previously, we were the first to show that Thymoquinone (TQ) derived from black seed (Nigella sativa) oil has anti-tumor activity against PC. However, the concentration of TQ required
Synthesis of 2,5-Diaminoquinones by one-pot copper-catalyzed aerobic oxidation of hydroquinones and addition reaction of amines
Kim, Sungjin,Kim, Daehwan,Park, Jaiwook
experimental part, p. 2573 - 2578 (2009/12/29)
The aerobic oxidation of various hydroquinones was achieved by using copper nanoparticles entrapped in aluminum oxyhydroxide [Cu/ AlO(OH)] at room temperature. Furthermore, 2,5diamino-1,4-benzoquinones were synthesized directly from hydroquinone and amines by a one-pot procedure consisting of the copper-catalyzed aerobic oxidation of hydroquinones and the double addition of amines to the resulting quinones.
2,5-Diamino-p-benzoquinone Derivatives as Photosystem I Electron Acceptors: Synthesis and Electrochemical and Physicochemical Properties
Lotina-Hennse, Blas,Achnine, Lahoucine,Macias Ruvalcaba, Norma,Ortiz, Aurelio,Hernandez, Jesus,Farfan, Norberto,Aguilar-Martinez, Martha
, p. 724 - 730 (2007/10/03)
A series of 2,5-diamino-p-benzoquinone derivatives have been prepared and their physicochemical properties studied. The sensitivity of their photoreduction potential to 3-(3,4-dichlorophenyl)-1,1-dimethylurea, 2,5-dibromo-3-methyl-6-isopropyl-p-benzoquinone, and KCN, as well as the photosystem I (PSI) activity, suggests that the reduction of 2,5-diamino-p-benzoquinone derivatives in the illuminated thylakoid is at the primary electron acceptor of PSI and it is reversible. The half-wave potentials of these compounds to their corresponding radical anions in an aprotic medium such as acetonitrile were found to be comparable with the midpoint potential values of the electron transport carriers at the reducing site of PSI. The strong reductant produced by PSI is really more accessible to the strong lipophilic electron acceptor. These lipophilic p-benzoquinone derivatives can reach the carriers inside the thylakoid membrane more easily than the ionic electron acceptor. The accepting electron properties of these compounds at PSI are similar to those of the bipyridinium herbicides.
