88336-80-5Relevant academic research and scientific papers
NUCLEOSIDE PRODRUGS AND USES RELATED THERETO
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Page/Page column 158, (2021/02/26)
Disclosed are acyclic nucleoside prodrugs with improved metabolic stability and oral bioavailability. In general, the prodrugs are derivatives of acyclic nucleoside phosphonates containing a lipid-like moiety that can increase oral absorption and subsequent stability in the liver and plasma. Preferably, the lipid-like moiety can resist enzyme-mediated ω-oxidation, such as ω -oxidation catalyzed by cytochrome P450 enzymes. Also disclosed are pharmaceutical formulations of the acyclic nucleoside prodrugs. The acyclic nucleoside prodrugs and pharmaceutical formulations thereof can be used to treat viral infections, such as HIV infections, and/or viral-associated cancer, such as HPV-associated cancers.
2-Oxoamide inhibitors of cytosolic group IVA phospholipase A2with reduced lipophilicity
Antonopoulou, Georgia,Magrioti, Victoria,Kokotou, Maroula G.,Nikolaou, Aikaterini,Barbayianni, Efrosini,Mouchlis, Varnavas D.,Dennis, Edward A.,Kokotos, George
, p. 4544 - 4554 (2016/09/13)
Cytosolic GIVA phospholipase A2(GIVA cPLA2) initiates the eicosanoid pathway of inflammation and thus inhibitors of this enzyme constitute novel potential agents for the treatment of inflammatory diseases. Traditionally, GIVA cPLAsu
Selective antiproliferative activity of caffeic acid phenethyl ester analogues on highly liver-Metastatic murine colon 26-L5 carcinoma cell line
Nagaoka, Takema,Banskota, Arjun H,Tezuka, Yasuhiro,Saiki, Ikuo,Kadota, Shigetoshi
, p. 3351 - 3359 (2007/10/03)
Caffeic acid phenethyl ester (CAPE, 2) and its 20 analogues (1, 3-21) were prepared. These esters were tested by MTT assay on growth of murine colon 26-L5 carcinoma, murine B16-BL6 malonoma, murine Lewis lung carcinoma, human HT-1080 fibrosarcoma, human lung A549 adenocarcinoma, and human cervix HeLa adenocarcinoma cell lines. It was found that CAPE analogues possessed selective antiproliferative activity toward highly liver-metastatic murine colon 26-L5 carcinoma cell line. Among them, 4-phenylbutyl caffeate (4), (Z)-8-phenyl-7-octenyl (10a) and (E)-8-phenyl-7-octenyl (10b) caffeate showed the most potent antiproliferative activity (EC50 value, 0.02μM). In addition, CAPE (2) induced DNA fragmentation at concentrations of 1 to 10μg/mL towards murine colon 26-L5 carcinoma cells. Copyright
Synthesis of 3- and 4-(ω-Phenylalkyl)catechols, the Sap Exuded from a Burmese Lac Tree, Melanorrhoea Usitate
Miyakoshi, Tetsuo,Du, Yumin,Kumanotani, Ju
, p. 1054 - 1056 (2007/10/02)
The presence of 3- and 4-(ω-phenylalkyl)catechols in Burmese lac has been confirmed by their synthesis. 3-(ω-Phenylalkyl)veratroles were synthesized by alkylation of ω-phenylalkyl bromide with aryl lithium derived from veratrole. 4-(ω-phenylalkyl)veratroles were similarly obtained from w-phenylalkyl bromide and 4-bromoveratrole.Demethylation of 3- and 4-(ω-phenylalkyl)veratroles with boron tribromide gave the corresponding catechols in good yields.
Synthesis of 3-(ω-Phenylalkyl)catechols, Phenolic Lipids found in Sap of the Burmese Lac Tree, via Directed Metallation
Furukawa, Yoshiaki,Yamagiwa, Yoshiro,Kamikawa, Tadao
, p. 1234 - 1235 (2007/10/02)
3-(ω-Phenylalkyl)catechols were synthesized via directed metallation.
Synthesis and Evaluation of Radioiodinated Terminal p-Iodophenyl-Substituted α- and β-Methyl-Branched Fatty Acids
Goodman, M. M.,Kirsch, G.,Knapp, F. F.
, p. 390 - 397 (2007/10/02)
Methods have been developed for the preparation of terminal p-iodophenyl-substituted α- and β-methyl-branched long-chain fatty acids.The syntheses and physical properties of 14-(p-iodophenyl)-2(RS)-methyltetradecanoic acid and 15-(p-iodophenyl)-3(RS)-methylpentadecanoic acid are described.The radioiodinated agents are of interest as a result of the expected pronounced uptake and prolonged myocardial retention that may result from the inhibition of fatty acid metabolism.Tissue distribution studies in rats with 14-(p-iodophenyl)-2(RS)-methyltetradecanoic acidand 15-(p-iodophenyl)-3(RS)-methylpentadecanoic acid show significant heart uptake and prolonged retention accompanied by low in vivo deiodination and high blood levels.A comparison of the heart uptake of the radioiodinated methyl-branched fatty acids and their unbranched analogues has demonstrated a greater myocardial retention of the methyl-branched fatty acids than the unbranched analogues.These results suggest that the mechanism of myocardial retention results from steric or chemical inhibition of the metabolism of these fatty acids by the presence of the methyl group.
