We report here a practical access to a series of five-membered cyclosulfamides (1,2,5-thiadiazolidines 1,1-dioxides) N2 substituted by the BOC group. These compounds are synthesized starting from chlorosulfonyl isocyanate and nitrogen mustards or amino acids. The derivatization of amino acids ca...

The marine alkaloids, longamide B (1), longamide B methyl ester (2), hanishin (3), and a series of non-naturally occurring analogues were synthesized in an efficient manner from inexpensive commercially available dl-aspartic acid dimethyl ester. The cytotoxicities of these natural products (1–3...

In a visible light, room temperature photoredox catalytic process using 0.5 mol% of a Ir[(dF(CF3)ppy)2(dtbbpy)]PF6 catalyst, a general method for attaching a carbomethoxydifluoromethyl group to the alpha position of a ketone, using the reaction of methyl (chlorosulfonyl)difluoroacetate (MCDA) wi...

Proteases of cysteine, aspartic, and subtilisin classes have been indicated as candidate prohormone processing enzymes. The chromaffin granule proenkephalin processing proteases have been characterized as the novel cysteine protease prohormone thiol protease (PTP), a 70-kDa aspartic proteinase, ...

The suprachiasmatic nucleus (SCN) regulates a number of circadian rhythms in mammals. A neuropeptide Y (NPY)-containing pathway from the intergeniculate leaflet of the lateral geniculate to the SCN is considered to carry information of the environmental light-dark cycle. Antisera directed agains...

Proneuropeptide Y (proNPY) is posttranslationally processed to NPY(1–36)amide and the C-terminal flanking peptide of NPY (CPON). Antisera directed against the N-terminal part of NPY, CPON, or CysNPY(32–36)amide were used to identify peptide fragments processed from proNPY in biopsies of human ...

The inhibitory capacity of C-Npys (S-[3-nitro-2-pyridinesulfenyl]) derivatives over thiol-containing serine proteases has never been tested. In the present work we used an extracellular serine-thiol proteinase activity from the fungal pathogen Paracoccidioides brasiliensis (PbST) to describe a p...

The mono- (2) and bis-phosphate (3) derivatives of d-threo-2,5-hexodiulose (1) (5-keto-d-fructose) were synthesized enzymically and purified by anion-exchange chromatography. The proportions, sizes of ring, and anomeric configurations were determined by F.t. 31P- and 13C-n.m.r. spectroscopy. Com...

13C-N.m.r. spectroscopy has been used to determine the equilibrium composition of solutions of maltulose and isomaltulose in deuterium oxide. Resonance assignments have been made for maltulose, isomaltulose, sucrose, leucrose, 1-kestose, nystose, inulin, and grass levan. Some earlier assignments...

The very acid labile dimethoxytrityl group is demonstrated to survive Yb(OTf)3-promoted glycosidations with N-phenyl trifluoroacetimidates as the donors. In addition, the installation of this sterically demanding protecting group at the primary position of the donor allows the achievement of a v...

To determine the influence of internucleotide linkage and sugar ring conformation, and the role of 5′-terminal phosphate, on the activation of human RNase L, a series of 2′- and 5′-O-methylphosphonate-modified tetramers were synthesized from appropriate monomeric units and evaluated for their...

3′,4′-Ethyleneoxy-bridged 5-methyluridine derivatives with methyl groups in the bridge, (R)-Me-3′,4′-EoNA-T and (S)-Me-3′,4′-EoNA-T, were synthesized, and these two analogs and unsubstituted 3′,4′-EoNA-T were successfully incorporated into a 2′,5′-linked oligonucleotide (isoDNA). Their...

Removal of 4,4′-dimethoxytrityl (DMT) groups from primary and secondary hydroxyl functionality was investigated. It was observed that deblocking of DMT group from secondary hydroxyl group of molecules attached to solid support under acidic conditions occurred relatively slowly compared to prima...

The 9-phenyl- and the 9-(p-tolyl)-xanthen-9-yl groups 2a and 2b are recommended as alternatives to the 4,4′-dimethoxytrityl group 1 for the protection of the 5′-hydroxy functions in oligonucleotide synthesis.

Incomplete sulfurization during solid-phase synthesis of phosphorothioate oligonucleotides using phosphoramidite chemistry was identified as the cause of formation of two new classes of process-related oligonucleotide impurities containing a DMTr-C-phosphonate (DMTr = 4,4′-dimethoxytrityl) moie...

A new series of 5-methyl-thiazolo[5,4-d]pyrimidine-7-ones bearing different substituents at position 2 (aryl, heteroaryl and arylamino groups) was synthesized and evaluated in radioligand binding assays to determine their affinities at the human (h) A1, A2A, and A3 adenosine receptors (ARs). Eff...

A series of thiazolo[5,4-d]pyrimidine derivatives were synthesized and evaluated for their antiproliferative activities on three cancer cell lines. The structure-activity relationship studies were conducted through the variation in the three regions of the thiazolo-pyrimidine core. Substitution ...

A series of thiazolo[5,4-d]pyrimidine derivatives were designed through the atom replacement strategy based on biologically validated scaffolds and then evaluated for their antiproliferative activities on cancer cell lines. The structure-activity relationship studies were conducted, leading to t...

A practical approach to synthesize 2-aminothiazolo[5,4-c]pyridines from simple asymmetric pyridylthioureas was achieved by utilizing K3[Fe(CN)6] as the oxidant. These reactions went through an intramolecular oxidation and finally led to the formation of CS bond. Furthermore, the possible oxidati...

Four novel thiazole containing ABP688 derivatives were synthesized and evaluated for their binding affinity towards the metabotropic glutamate receptor subtype 5 (mGluR5). (E)-3-((2-(Fluoromethyl)thiazol-4-yl)ethynyl)cyclohex-2-enone O-methyl oxime (FTECMO), the ligand with the highest binding a...