2-Deoxy-β-C-aryl/alkyl glycosides were synthesized from di-O-pivaloyl protected homoallylic alcohol derived from D-mannitol with various aldehydes via the Prins cyclization. The salient features of this methodology are high yields and excellent stereoselectivity. This method has also been succe...

The glycosyltransferase UrdGT2 from Streptomyces fradiae catalyzes the formation of a glycosidic C–C bond between a polyketide aglycone and D-olivose. The enyzme was expressed in Escherichia coli, purified and crystallized. Its structure was established by X-ray diffraction at 1.9 Å resolution....

Background: Streptomyces fradiae is the principal producer of urdamycin A. The antibiotic consists of a polyketide-derived aglycone, which is glycosylated with four sugar components, 2× D-olivose (first and last sugar of a C-glycosidically bound trisaccharide chain at the 9-position), and 2× L...

Combinatorial biosynthesis is a promising technique used to provide modified natural products for drug development. To enzymatically bridge the gap between what is possible in aglycon biosynthesis and sugar derivatization, glycosyltransferases are the tools of choice. To overcome limitations set...

Background: Urdamycin A, the principle product of Streptomyces fradiae Tü2717, is an angucycline-type antibiotic. The polyketide-derived aglycone moiety is glycosylated at two positions, but only limited information is available about glycosyltransferases involved in urdamycin biosynthesis.Resu...

A strain (S. fradiae ΔurdQ/R) with mutations in urdQ and urdR encoding a dTDP-hexose-3,4-dehydratase and a dTDP-hexose-4-ketoreductase, respectively, produces a new urdamycin analogue (urdamycin X) with changes in the polyketide structure. The structure of urdamycin X has been elucidated by NMR...

A new synthesis of the potential antiviral agent, (S)-9-(2,3-dihydroxy-1-propoxymethyl)guanine is described, starting from the readily available methyl 2,3,4-tri-O-benzyl-α-(=D)-glucopyranoside. The sequence utilizes the absolute configuration defined by carbons 4, 5 and 6 of the (=D)-glucose r...

Six patients (all male, five homosexual and one bisexual, 23 to 48 years old) with the acquired immune deficiency syndrome (AIDS) who had cytomegalovirus retinitis were treated with a new antiviral drug as a part of a prospective open-labeled trial for serious cytomegalovirus infections. The dru...

Eight patients with cytomegalovirus retinitis in one or both eyes were treated with 9-(1,3 dihydroxy 2-propoxymethyl) guanine. Of the 14 eyes with retinitis, eight demonstrated more than 90% resolution, four had partial improvement, one failed to respond, and one could not be evaluated. Two of t...

With our lead compound (E)-3-(4-chlorophenyl)-2-(1H-pyrrole-2-carbonyl)acrylonitrile (1) inducing 50% growth inhibition of 11 cancer cell lines at 27–61 μM, potency enhancements were rapidly established through the synthesis of a series of focused compound libraries. Six highly focused librari...

The nucleophilic trifluoromethylthiolation of benzyl bromides using (bpy)Cu(SCF3) gave the desired products of benzyl trifluoromethyl sulfides in good to excellent yields. A diverse set of important functional groups including cyano, nitro, ester, alkoxy, halide, and heterocyclic groups can be w...

The (4-iodophenyl)aryliodonium salts bis(4-iodophenyl)iodonium, (4-iodophenyl)(4-methoxy-phenyl)iodonium and (4-iodophenyl)(2-thienyl)iodonium, each with three different anions, were prepared using 4-iodo-1-[hydroxy(tosyloxy)iodo]benzene. These are suitable precursor molecules for electrophilic ...

Radioiodinated free fatty acids are tracers that can be used to assess both myocardial perfusion and metabolism. There have been several fatty acids and structurally modified fatty acids studied since Evans' initial report of radiolabeled 1-123 oleic acid in 1965. The radiolabeling of a phe...

VectobacR-12AS was effective in reducing larval populations of Culex quinquefasciatus, Aedes albopictus, and Aedes aegypti at the mg/L level. Susceptibility to the Bacillus thuringensis (H-14) formulation varied according to different species and strains of mosquito larvae, especially significan...

Experimental data of CO2 absorption capacity for high concentrated 1-dimethylamino-2-propanol (DMA2P) - monoethanolamine (MEA) aqueous blends are presented under atmospheric pressure in a temperature range of 303.2 - 323.2 K, at different mass fractions of DMA2P (30 wt% to 50 wt%) and MEA (5 wt%...

The structural parameters of 4-(4-chlorophenyl)-2-oxo-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile (CPC) and 4-[4-(dimethylamino) phenyl]-2-oxo-1,2,5,6-tetrahydrobenzo[h]quinoline-3-carbonitrile (MAPC) dyes were determined with DFT at three functionals, vis. B3LYP, CAM-B3LYP and ωB97XD wi...

The 2′-deoxy-2′-methylene derivatives of adenosine (MdAdo), guanosine (MdGuo), tubercidin (MdTu), cytidine (MdCyd) and undine (MdUrd) were synthesized as mechanism-based inhibitors directed at ribonucleotide reductase. It was shown that MdCyd 5′-diphosphate irreversibly inactivated ribonucleo...

To search for new cruzain inhibitors, the synthesis of a series of novel 2-(N′-benzylidenehydrazino)-4-trifluoromethyl-pyrimidines in a convergent manner is presented. The cruzain inhibitory activity of some of these compounds was evaluated and a binding model was proposed. All derivatives test...

In the present study, we have carried out the synthesis of novel dihydropyrimidinecarbonitrile (1a–c), its dimethylated adduct (2a–c), and hydrazine derivative (3a–c) of 2a–c and its triazole fused derivatives (4a–c, 5a–c and 6a–c). The structure of newly synthesized compounds was confirm...

In continuation of our research program aiming at developing new potent antimicrobial agents, new series of substituted 3,4-dihydrothieno[2,3-d]pyrimidines was synthesized. The newly synthesized compounds were preliminary tested for their in vitro activity against six bacterial and three fungal ...