5457-89-6Relevant articles and documents
Synthesis and evaluation of novel thymidine analogs as antitumor and antiviral agents
Chen, Xiannong,Bastow, Kenneth,Goz, Barry,Kucera, Louis S.,Morris-Natschke, Susan L.,Ishaq, Khalid S.
, p. 3412 - 3417 (1996)
Two series of thymidine analogs with a hydroxyalkylammonium(amine) moiety have been synthesized and evaluated for antitumor and antiviral activities. The hydroxyalkylammonium-(amine) group was introduced at the 5' position of the 2'-deoxyribose residue of thymidine or at a corresponding position in acyclic thymidine analogs. In order to increase the lipophilicity of these compounds and potentially enable them to cross the cell membrane, the free hydroxy group also was esterified with a long hydrocarbon chain. The hexadecanoyl analogs (compounds 1c, 1d, 7c, and 7d) showed moderate antitumor cytotoxicity against SV-28 and KB cell lines (IC50 ~ 20 μM). Compound 1d showed moderate anti-HIV activity (EC50 = 6.8 μM), while compound 5 showed weak anti-HIV activity (EC50 = 55 μM). None of the compounds showed antiherpes simplex virus activity.
INTRODUCTION OF α,β-DOUBLE BOND INTO SATURATED ACETALS BY BROMINATION-DEHYDROBROMINATION
Vasil'ev, A. A.
, p. 876 - 880 (2007/10/02)
The successive bromination and dehydrobromination of the acetals of saturated aldehydes give the corresponding α,β-enals as the main reaction products.The process is complicated by the formation of esters at the first stage and ortho esters at the second as side reactions.
Acetals oxidation into esters with electrophilic halogens
Mingotaud,Florentin,Marquet
, p. 2401 - 2404 (2007/10/02)
A preparative oxidation of dioxolanes groups into esters is described. Among the different electophilic halogens and solvents which have been tested, ICl/H2O in methylene chloride and Br2/H2O in acetonitrile gave the best results.
The Effect of Carbonyl Containing Terminal Chains on Mesomorphic Properties in 4,4'-Disubstituted Phenylbenzoates and Phenylthiobenzoates. 5. Phenylbenzoates Containing a (CH2)nO2CR' Group (n = 1,2) on the Phenolic End
Neubert, M. E.,Citano, C. M.,Ezenyilimba, M. C.,Jirousek, M. R.,Sabol-Keast, S.,Sharma, R. B.
, p. 103 - 116 (2007/10/02)
A few homologs of the esters 2 (R' = C8H17, n= 1 or 2) and 4 (R' = C7H15) were synthesized and their mesomorphic properties determined using hot-stage polarizing microscopy.No mesophases were observed for series 2 (n = 1) or 4.This was also true for the previously reported series 1 (n = 1) and 3.Transitions temperatures for series 2 with n = 2 were lower than when n = 1 but higher than for the reverse ester series I with n = 2.In both series 1 and 2 with n = 2, only short range monotropic phases were observed.Like its parent sereis 2 (n = 0), the n = 2 esters showed various combination of nematic and smectic A, B and C, whereas the reverse esters 1 (n = 2) have only nematic and smectic A phases.The phenols required for synthesizing the esters 2 (n = 2) and 4 were prepared from the analogous protected phenolic alcohols.No suitable protecting group which could be selectively removed from the phenol could be found for synthesizing the precursor alcohol for series 2 when n = 1.Instead these esters were prepared by esterification of the appropriately 4-substituted benzoic acid with 4-hydroxybenzaldehyde, reduction to the alcohol and esterification.NMR spectra were used to confirm the structures of all intermediates and esters. Keywords: liquid crystals, phenylbenzoates, 4-substituted phenols, NMR
