Naphthyl cyanoketene ,-acetals in glycoside synthesis: a new preparative route to a new class of -naphthylcyanoacrylamide thioglycosides and their conversions to naphthyl-pyrazole hybrids.

The novel -naphthylcyanoacrylamide thioglycosides were readily prepared by the reaction of -napthylcyanoacetamide with aryl isothiocyanates in the presence of potassium hydroxide, followed by coupling of the produced salts with 2,3,4,6-tetra--acetyl-α-d-gluco- and galacto-pyranosyl bromides . The -naphthyl acrylamide thioglycoside was prepared by the reaction of -napthylcyanoacetamide with glucose isothiocyante in the presence of potassium hydroxide, followed by alkylation of the produced salt with methyl iodide. The reaction of thioglycoside compounds with hydrazines afforded the corresponding naphthyl-pyrazole hybrids.

Design and synthesis of a new class of indeno[1,2-b]pyridine thioglycosides.

This research reports a novel method for synthesizing a new class of indeno[1,2-b]pyridine thioglycosides. This series of indenopyridine thioglycosides was designed by the reaction of (E)-2-cyano-3-(furan/or thiophene-2-yl)prop-2-enethioamide or with 1-indanone to give the corresponding 2-thiooxo-1H-indeno[1,2-b]pyridine-3-carbonitriles ,. The latter compounds were treated with peracetylated sugar bromides in KOH-acetone to give the corresponding indenopyridine thioglycosides -.

Design, synthesis, molecular docking and anti-hepatocellular carcinoma evaluation of novel acyclic pyridine thioglycosides.

A novel series of acyclic pyridine thioglycosides has been synthesized. Evaluation of the anti proliferative activity of these compounds against HEPG-2 cell lines (liver carcinoma cell lines) shows that most of the compounds have high anti-tumor activities especially 6b, 6c, 7b and 7c. Furthermore, in the modeling study, these compounds showed that they have high binding affinity with thymidylate synthase dihydrofolate reductase (TS-DHFR).

Synthesis and anticancer activity of new [(Indolyl)pyrazolyl]-1,3,4-oxadiazole thioglycosides and acyclic nucleoside analogs.

New [(Indolyl)pyrazolyl]-1,3,4-oxadiazole compounds and their derived thioglycosides as well as the corresponding sugar hydrazones were synthesized. The acyclo C-nucleoside analogs of the oxadiazoline base system were also prepared by reaction of acid hydrazides with aldehydo sugars followed by one pot process encompassing acetylation and cyclization of the synthesized hydrazones. The anticancer activity of the newly synthesized compounds was studied against colorectal carcinoma (HCT116), breast adenocarcinoma (MCF7) and prostate cancer (PC3) human tumor cell lines and a number of compounds showed moderate to high activities.

Antimetabolites: Design, synthesis, and cytotoxic evaluation of novel dihydropyridine thioglycosides and pyridine thioglycosides.

A convenient synthesis of a novel series of dihydropyridine and pyridine thioglycosides was developed. The evaluation of anti-proliferative activity against HepG-2 cell lines (liver carcinoma cell lines) shows that most of the compounds have antitumor activity, especially 5b, 5f, 5j, 5n, 7b, 7f, 7j, 7n, 8b, 8f, and 8j. The results of molecular docking reveal that these compounds have high binding affinity by hydrogen bond formation with the binding pocket of thymidylate synthase dihydrofolate reductase (TS-DHFR).

trans-Tetra-aqua-bis{(E)-2-cyano-1-[(ethoxy-carbon-yl)methyl-sulfan-yl]-2-(1-naphthyl-amino-carbon-yl)ethene-1-thiol-ato}calcium(II) diethyl ether disolvate.

In the title compound, [Ca(C(18)H(15)N(2)O(3)S(2))(H(2)O)(4)]·2C(4)H(10)O, the Ca atom, which lies on an inversion centre, is coordinated octa-hedrally by four water mol-ecules and two anions of the ketene dithio-acetal, the donor atoms of which are the amidic carbonyl O atoms. The central backbone of the ligands (excluding the naphthalene and oxoethyl groups) is essentially planar (r.m.

Synthesis and antitumor activity of new dihydropyridine thioglycosides and their corresponding dehydrogenated forms.

A number of a new pyridine thioglycosides were synthesized via reaction of piperidinium salts of dihydropyridinethiones with 2,3,4,6-tetra-O-acetyl-alpha-D-gluco- and galactopyranosyl bromide. The antitumor activities of the synthesized compounds were evaluated utilizing two different human cell lines. Some of the tested compounds showed high inhibition of human cell lines.