36623-66-2Relevant academic research and scientific papers
A Catalytic Oxidative Quinone Heterofunctionalization Method: Synthesis of Strongylophorine-26
Yu, Wanwan,Hjerrild, Per,Jacobsen, Kristian M.,Tobiesen, Henriette N.,Clemmensen, Line,Poulsen, Thomas B.
supporting information, p. 9805 - 9809 (2018/07/31)
The preparation of heteroatom-substituted p-quinones is ideally performed by direct addition of a nucleophile followed by in situ reoxidation. Albeit an appealing strategy, the reactivity of the p-quinone moiety is not easily tamed and no broadly applicable method for heteroatom functionalization exists. Shown herein is that Co(OAc)2 and Mn(OAc)3?2 H2O act as powerful catalysts for oxidative p-quinone functionalization with a collection of O, N, and S nucleophiles, using oxygen as the terminal oxidant. Preliminary mechanistic observations and the first synthesis of the cytotoxic natural product strongylophorine-26 is presented.
Synthesis of a novel series of 2-alkylthio substituted naphthoquinones as potent acyl-CoA: Cholesterol acyltransferase (ACAT) inhibitors
Lee, Kyeong,Cho, Soo Hyun,Lee, Jee Hyun,Goo, Jail,Lee, Sung Yoon,Boovanahalli, Shanthaveerappa K.,Yeo, Siok Koon,Lee, Sung-Joon,Kim, Young Kook,Kim, Dong Hee,Choi, Yongseok,Song, Gyu-Yong
, p. 515 - 525 (2013/05/09)
We report a new series of naphthoquinone derivatives as potent ACAT inhibitors, which were obtained through structural variations of previously disclosed lead 1. Several analogs represented by 3i-l, 4k-m, 6a-n, 7a, and 7i demonstrated potent human macrophage ACAT inhibitory activity by a cell-based reporter assay with human HepG2 cell lines. In particular, compounds 4l and 6j emerged as highly potent inhibitors, exhibiting significantly high inhibitory potencies with IC50 values of 0.44 μM and 0.6 μM, respectively. Moreover, compound 4l significantly reduced the accumulation of cellular cholesterol in HepG2 cell lines.
CHEMICAL INHIBITOR OF P53-SNAIL BINDING AND PHARMACEUTICAL COMPOSITION FOR TREATING CANCER DISEASE CONTAINING SAME AS ITS ACTIVE INGREDIENT
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Page/Page column 9, (2012/02/01)
Provided are compounds for inhibiting Snail-p53 binding and therapeutic agents for cancer including the compounds as an effective component. The Snail-p53 binding inhibitors induce expression of p53 in K-Ras mutant cell lines, thereby enabling effective t
CHEMICAL INHIBITOR OF P53-SNAIL BINDING AND PHARMACEUTICAL COMPOSITION FOR TREATING CANCER DISEASE CONTAINING SAME AS ITS ACTIVE INGREDIENT
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Page/Page column 14; 15, (2011/11/01)
Provided are compounds for inhibiting Snail-p53 binding and therapeutic agents for cancer including the compounds as an effective component. The Snail-p53 binding inhibitors induce expression of p53 in K-Ras mutant cell lines, thereby enabling effective t
Preparation of new dialkyl benzene-, biphenyl-, and naphthalene- bis(α-oxoethanedithioates)
Voss, Jurgen,Sarafidis, Abraam,Sawluk, Andrzej,Schmidt, Gunther,Adiwidjaja, Gunadi
experimental part, p. 2249 - 2276 (2011/01/12)
Novel arene-bis- and -tris(-oxoethanedithioate) esters of the benzene, the biphenyl, and, in particular, the naphthalene series were prepared by reaction of the corresponding diazoacetyl or bromoacetyl derivatives with elemental sulfur in the presence of triethylamine in dry DMF, and subsequent direct alkylation of the produced dithiocarboxylate anions. The thiolation reaction of the diazoketones was significantly promoted by the addition of anhydrous calcium chloride (calcium chloride-activated thiolation, or CAT). Certain carbonyl-activated methylene and methyl compounds exhibiting no bromo or diazo substituents could be also transformed into dithioesters by the CAT reaction. The structure of three dithioesters was corroborated by X-ray structural analyses. Copyright Taylor & Francis Group, LLC.
THIONO AND DITHIOCARBOXYLIC ESTERS WITH ADDITIONAL FUNCTIONAL GROUPS
Voss, Juergen
, p. 129 - 154 (2007/10/02)
Since powerful nucleophiles and reductants or electrophiles are required for the synthesis of thiono and dithio esters, severe difficulties arise if certain other functional groups are present in the precursor.Furthermore, strong interference may occur between a reactive substituent and the thio ester group once they are both present in a molecule. - It is, therefore, necessary - and possible - to choose thoroughly a selective method, if thiono or dithio esters with halogeno, nitro, or oxo substituents as well as bis-thiono and bis-dithio esters are to be prepared.
