6326-60-9Relevant academic research and scientific papers
NaHSO4/SiO2catalyzed generation of: o -quinone/ o -thioquinone methides: synthesis of arylxanthenes/ arylthioxanthenes via oxa-6π-electrocyclization
Anthony, Savarimuthu Philip,Karthick, Muthupandi,Konikkara Abi, Edwin,Ramanathan, Chinnasamy Ramaraj,Someshwar, Nagamalla
supporting information, p. 8653 - 8667 (2020/11/17)
ortho-Quinone methides, very reactive transient intermediates, are utilized successfully in synthesizing complex organic molecules of natural and biological significance. Among several synthetic protocols, the acid catalyzed generation of ortho-quinone me
A single metallocene compound and use thereof
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Paragraph 0038-0040, (2017/02/09)
The invention discloses a single metallocene compound, whose structure is shown in the formula I, wherein, X is selected from halogen atom, alkyl, alkyloxy and aryloxy; Cp' is selected from cyclopentadienyl without substituent group or with substituent gr
In vitro investigation of the antimicrobial activity of a series of lipophilic phenols and naphthols
Govender, Thavendran,Govinden, Usha,Mocktar, Chunderika,Kruger, Hendrik G.,Veljkovi?, Jelena,Cindro, Nikola,Bobinac, Damir,?ab?i?, Ivana,Mlinari?-Majerski, Kata,Basari?, Nikola
, p. 44 - 50 (2016/03/30)
Five groups of phenols/naphthols (42 compounds in total) were synthesized and screened against Gram-positive Staphylococcus aureus and Bacillus subtilis, Gram-negative Escherichia coli and Klebsiella pneumoniae, and the fungus Candida albicans. Whereas co
Triphenylbutanamines: Kinesin spindle protein inhibitors with in vivo antitumor activity
Wang, Fang,Good, James A. D.,Rath, Oliver,Kaan, Hung Yi Kristal,Sutcliffe, Oliver B.,MacKay, Simon P.,Kozielski, Frank
supporting information; experimental part, p. 1511 - 1525 (2012/04/10)
The human mitotic kinesin Eg5 represents a novel mitotic spindle target for cancer chemotherapy. We previously identified S-trityl-l-cysteine (STLC) and related analogues as selective potent inhibitors of Eg5. We herein report on the development of a series of 4,4,4-triphenylbutan-1-amine inhibitors derived from the STLC scaffold. This new generation systematically improves on potency: the most potent C-trityl analogues exhibit Kiapp ≥ 10 nM and GI50 ≈ 50 nM, comparable to results from the phase II clinical benchmark ispinesib. Crystallographic studies reveal that they adopt the same overall binding configuration as S-trityl analogues at an allosteric site formed by loop L5 of Eg5. Evaluation of their druglike properties reveals favorable profiles for future development and, in the clinical candidate ispinesib, moderate hERG and CYP inhibition. One triphenylbutanamine analogue and ispinesib possess very good bioavailability (51% and 45%, respectively), with the former showing in vivo antitumor growth activity in nude mice xenograft studies.
Chemistry of photogenerated α-phenyl-substituted o-, m-, and p-quinone methides from phenol derivatives in aqueous solution
Diao, Li,Wan, Peter
, p. 105 - 118 (2008/09/18)
The enhanced photochemical reactivity of o-substituted phenols in its propensity to give o-quinone methide (o-QM) intermediates via excited state intramolecular proton transfer (ESIPT) was uncovered by Keith Yates as part of his now classic studies of photohydration of aromatic alkenes, alkynes, and related compounds. Photogeneration of QMs and the study of their chemistry along with potential biological applications are the focus of many groups. In this work, photochemical precursors to o-, m-, and p-QMs based on substituted phenols (hydroxybenzyl alcohols) and related compounds have been studied in aqueous solution as a function of pH and water content. The focus will be on QMs that are stabilized by an a-phenyl substituent, which enhances quantum yields for their formation, with the resulting QMs having longer lifetimes and easier to detect. Noteworthy is that all QM isomers can. be photogenerated with the o and m isomers being the most efficient, consistent with the Zimmerman "ortho-meta" effect. m-QMs have formal non-Kekule structures, and although they can be routinely photogenerated, are found to be most reactive. One m-QM was found, to undergo a photocondensation reaction at high pH giving rise to m-substituted oligomers. The mechanism, of QM formation in aqueous solution is believed to involve singlet excited phenols that undergo adiabatic deprotonation to give the corresponding photoexcited phenolate ion, which subsequently expels the hydroxide ion (photodehydroxylation). A pathway involving direct loss of water for the o-isomers is also possible in organic solvents.
Facile construction of functionalized 4H-chromene via tandem benzylation and cyclization
Fan, Jinmin,Wang, Zhiyong
supporting information; experimental part, p. 5381 - 5383 (2009/03/11)
A series of functionalized 4H-chromenes have been constructed by using a novel FeCl3-catalyzed benzylation-cyclization tandem reaction. The Royal Society of Chemistry.
Triaryl methane derivatives as antiproliferative agents
Al-Qawasmeh, Raed A.,Lee, Yoon,Cao, Ming-Yu,Gu, Xiaoping,Vassilakos, Aikaterini,Wright, Jim A.,Young, Aiping
, p. 347 - 350 (2007/10/03)
Clotrimazole (CLT) 1, a synthetic anti-fungal imidazole derivative, inhibits tumor cell proliferation and angiogenesis. In the current study, flow cytometric analysis demonstrated that the decrease in tumor cell growth by CLT 1 was associated with inhibition of cell cycle progression at the G 1-S phase transition, resulting in G0-G1 arrest. A series of CLT 1 analogues has been generated in order to develop CLT 1 derivatives that are devoid of the imidazole moiety which is responsible for the hepatoxicity associated with CLT 1 while retaining CLT 1 efficacy. The majority of these analogues demonstrate in vitro antiproliferative activity ranging from submicromolar to micromolar concentrations.
Substituted N-Salicylidene β-Amino Alcohols. Preparation and Use as Chiral Ligands in Enantioselective Sulfoxidation and Conjugate Addition
Skarzewski, Jacek,Ostrycharz, Elzbieta,Siedlecka, Renata,Zielinska-Blajet, Mariola,Pisarski, Bartlomiej
, p. 743 - 757 (2007/10/03)
A high-yielding synthesis of optically active 3,5-disubstituted N-salicylidene β-amino alcohols 6, versatile chiral ligands, is developed. The catalytic use of D or L-N-(3-phenyl-5-nitrosalicylidene)valinol (6j) in enantioselective sulfoxidation reactions (H2O2/VO(acac)2) gives up to 95 percent e.e. The asymmetric conjugate addition of thiophenol to 2-cyclohexen-1-one catalyzed by Ti(OPr-i)4 and 6 leads to maximum of 31 percent e.e.
Preparation of o-dihydroxylated aromatic compounds via oxidation of o-fuchsones
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, (2008/06/13)
o-Dihydroxylated aromatic compounds, for example pyrocatechol, are selectively prepared by reacting an o-fuchsone with an oxidizing agent, for example hydrogen peroxide, optionally in the presence of a catalytically effective amount of an acid catalyst.
