cis-Bis(1,10-phenanthroline-κ(2)N,N')bis-(pyridin-4-amine-κN(1))ruthenium(II) bis-(hexa-fluoridophosphate).

In the title complex, [Ru(C(12)H(8)N(2))(2)(C(5)H(6)N(2))(2)](PF(6))(2), the Ru(II) atom is bonded to two α-diimine ligands, viz. 1,10-phenanthroline (phen), in a cis configuration, in addition with with two 4-amino-pyridine (4Apy) ligands, resulting in a distorted octa-hedral coordination geometry. N-H⋯F hydrogen-bonding inter-actions play an important role in the crystal assembly: 2(1)-screw-axis-related complex mol-ecules and PF(6) (-) counter-ions alternate in helical chains formed along the a axis by means of these contacts. N-H⋯π contacts (H⋯centroid = 3.45 Å) are responsible for cross-linking between the helical chains along [001].

cis-Bis(2,2'-bipyridine-κ(2)N,N')bis-(pyridin-4-amine-κN(1))ruthenium(II) bis-(hexa-fluoridophosphate) acetonitrile monosolvate.

In the title complex, [Ru(C(10)H(8)N(2))(2)(C(5)H(6)N(2))(2)](PF(6))(2)·CH(3)CN, the Ru(II) atom is bonded to two α-diimine ligands, viz. 2,2'-bipyridine, in a cis configuration and to two 4-amino-pyridine (4Apy) ligands in the expected distorted octa-hedral configuration. The compound is isostructural with [Ru(C(10)H(8)N(2))(2)(C(5)H(6)N(2))(2)](ClO(4))(2)·CH(3)CN [Duan et al. (1999 ▶). J. Coord. Chem.46, 301-312] and both structures are stabilized by classical hydrogen bonds between 4Apy ligands as donors and counter-ions and acetonitrile solvent mol-ecules as acceptors. Indeed, N-H⋯F inter-actions give rise to an inter-molecularly locked assembly of two centrosymmetric complex mol-ecules and two PF(6) (-) counter-ions, which can be considered as the building units of both crystal architectures. The building blocks are connected to one another through hydrogen bonds between 4Apy and the connecting pieces made up of two centrosymmetric motifs with PF(6) (-) ions and acetonitrile mol-ecules, giving rise to ribbons running parallel to [011]. 2(1)-Screw-axis-related complex mol-ecules and PF(6) (-) counter-ions alternate in helical chains formed along the a axis by means of these contacts.

1,3-Azoles from ortho-naphthoquinones: synthesis of aryl substituted imidazoles and oxazoles and their potent activity against Mycobacterium tuberculosis.

Twenty-three naphthoimidazoles and six naphthoxazoles were synthesised and evaluated against susceptible and rifampicin- and isoniazid-resistant strains of Mycobacterium tuberculosis. Among all the compounds evaluated, fourteen presented MIC values in the range of 0.78 to 6.25 µg/mL against susceptible and resistant strains of M. tuberculosis. Five structures were solved by X-ray crystallographic analysis. These substances are promising antimycobacterial prototypes.

1,2-Dihydr-oxy-2-(3-methyl-but-2-en-yl)-3-oxo-2,3-dihydro-1H-indene-1-carboxylic acid monohydrate.

The title compound, C(15)H(16)O(5)·H(2)O, is an inter-mediate of the Hooker oxidation reaction, used for the synthesis of 2-hydr-oxy-3-(2-methyl-prop-1-en-yl)naphthalene-1,4-dione (nor-lapachol). The packing in the crystal structure is arranged by an O-H⋯O hydrogen-bonded network along the [100] and [010] directions. Each organic mol-ecule is linked to four other mol-ecules via the hydr-oxy groups. The water solvent mol-ecule is connected to carboxylic acid groups by three hydrogen bonds.

trans-5,6-Diphenyl-perhydro-pyran-2,4-dione.

In the title compound, C(17)H(14)O(3), the pyran ring adopts a boat conformation and the dihedral angle between the aromatic ring planes is 59.1 (1)°. In the crystal structure inter-molecular C-H⋯O hydrogen bonds and C-H⋯π inter-actions link the mol-ecules.

1,4- Addition of diazomethane to a heterodiene: a direct preparation of the oxazolic ring.

The reaction of naphthoquinone-oximes (3) and (4) with diazomethane yields directly, in one step, the oxazoles (5) and (6), respectively.

1, 4- Addition of diazomethane to a heterodiene: a direct preparation of the oxazolic ring

The reaction of naphthoquinone-oximes (3) and (4) with diazomethane yields directly, in one step, the oxazoles (5) and (6), respectively.

A reação das naphthoquinona-oximas (3) e (4) com diazometano fornece diretamente, em uma etapa, os oxazóis (5) e (6), respectivamente.

Synthesis of naphthofuranquinones with activity against Trypanosoma cruzi.

Four new naphthofuranquinones, obtained from 2-hydroxy-3-allyl-naphthoquinone (1) and nor-lapachol (2), have their structures established by physical and X-ray analysis and their activity evaluated against Trypanosoma cruzi. Compounds 3 and 4 were obtained by addition of iodine to 1 followed by cyclization generating a furan ring. Compound 5 was obtained through the acid-catalyzed reaction by dissolution of 1 in sulfuric acid. Compound 6 was synthesized by addition of bromine and aniline to 2. The IC(50)/24 h for 3-6 in assays with T. cruzi trypomastigotes was between 157 and 640 microM, while the value for crystal violet was 536.0 +/- 3.0 microM. Compounds 3-5 also inhibited epimastigote proliferation. The trypanocidal activity of the new naphthofuranquinones endowed with redox properties reinforces a rational approach in the chemotherapy of Chagas' disease.

A trypanocidal phenazine derived from beta-lapachone.

An intensive effort has been directed toward finding alternative drugs for treatment of Chagas' disease, caused by Trypanosoma cruzi, and prophylaxis of blood in endemic areas. Our research comprises the synthesis and trypanocidal screening of derivatives from naphthoquinones. Herein a new phenazine, obtained from the reaction of beta-lapachone with aniline, has its structure established by physical data and X-ray analysis. It was 9 times more active against T. cruzi trypomastigotes than crystal violet.