silicon and hexamethylsilazane

Several pyrazole and pyrazolo[4,3-d]-1,2,3-triazin-4-one ribonucleosides were prepared and tested for antiviral/antitumor activities. Appropriate heterocyclic bases were prepared by standard methodologies. Glycosylation of pyrazoles 6a-e,g,i and of pyrazolo[4,3-d]-1,2,3-triazin-4-ones 12f-1 mediated by silylation with hexamethyldisilazane, with 1-beta-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose, gave in good yields the corresponding glycosides 7a-e,g, 8g,i, 13f,h,k, and 14f, but could not be applied to compounds 12g,i,j,l. To overcome this occurrence, a different strategy involving the preparation, diazotization, and in situ cyclization of opportune pyrazole glycosides 9 and 10 was required. Moreover derivatives having the general formula 5 were considered not only as synthetic intermediates in the synthesis of 3 but also as carbon bioisosteres of ribavirin 4. All compounds were evaluated in vitro for cytostatic and antiviral activity. The pyrazolo[4,3-d]-1,2,3-triazin-4-one nucleosides that resulted were substantially devoid of any activity; only 15h,k showed a moderate cytostatic activity against T-cells. However, pyrazole nucleosides 9b,c,e were potent and selective cytotoxic agents against T-lymphocytes, whereas 9e showed a selective, although not very potent, activity against coxsackie B1.

Topics: Animals; Antineoplastic Agents; Antiviral Agents; B-Lymphocytes; Cell Division; Cyclization; Enterovirus; Glycosylation; HIV-1; Humans; Leukemia L1210; Mice; Molecular Structure; Nucleosides; Organosilicon Compounds; Pyrazoles; Silicon; Structure-Activity Relationship; T-Lymphocytes; Tumor Cells, Cultured; Vero Cells

Piliated Neisseria gonorrhoeae are virulent and attach readily to some human mucosal cells. The study of interactions between piliated Neisseria gonorrhoeae and surface structures of eukaryotic cells in tissue culture requires consistent high resolution imaging in scanning electron microscopy (SEM). The combination of the fixatives glutaraldehyde, osmium, tannic acid, and uranyl acetate improves preservation of pili and other delicate structures. Following the critical point drying (CPD) process, pili bundles remained intact, but charging produced image distortion in most of the specimens. The use of hexamethyldisilazane (HMDS) with air drying substantially reduced charging and image distortion. Less contrast and greater resolution of pili bundles and surface structures of bacteria or tissue culture cells were obtained at magnifications of 10,000 or higher. As an alternative to CPD, HMDS processing of cell culture monolayers was simple and was more efficient when a large number of samples was processed.

Topics: Fimbriae, Bacterial; Fixatives; Microscopy, Electron, Scanning; Neisseria gonorrhoeae; Organosilicon Compounds; Silicon

The capability of Hexamethyldisilizane (HMDS) as a solute for the last step in the dehydration of biological material for scanning electron microscopy was tested in the renal vessels of the rat. The HMDS-drying-method proved to be an economical alternative to the critical-point method.

Topics: Animals; Endothelium, Vascular; Fixatives; Male; Microscopy, Electron, Scanning; Organosilicon Compounds; Rats; Rats, Inbred Strains; Renal Artery; Renal Veins; Silicon

A new rapid procedure for desiccating frozen resin-cracked retinal tissue for scanning electron microscopy (SEM) which permits air-drying was found to compare favorably with tissues prepared by critical-point drying: Retinal tissue was fixed in 4% phosphate-buffered neutral formaldehyde, dehydrated by means of graded ethanol, embedded in Epon, cracked and washed in propylene oxide. For desiccation, the specimens were immersed in hexamethyldisilazane (HMDS), air-dried and finally sputter-coated. The method is time-saving, gives extended information in SEM, and the number of good specimens is increased.

Topics: Animals; Histological Techniques; Macaca mulatta; Microscopy, Electron, Scanning; Organosilicon Compounds; Retina; Silicon

Topics: Air Pollutants, Occupational; Animals; Dose-Response Relationship, Drug; Guinea Pigs; Maximum Allowable Concentration; Mice; Organosilicon Compounds; Oxidation-Reduction; Rabbits; Rats; Silicon; Volatilization

Topics: Acute Disease; Animals; Kinetics; Organosilicon Compounds; Rabbits; Rats; Silicon

Benzamidomethaneboronic acid (2) has been synthesized unambiguously from the reaction of dibutyl iodomethaneboronate and N-lithiohexamethyldisilazane to form dibutyl [bis(trimethylsilyl)amino]methaneboronate (4), which was desilylated, benzoylated, and hydrolyzed to 2. It has been shown that 2 is a strong competitive inhibitor of alpha-chymotrypsin (Ki = 8.1 X 10(-6) M, pH 7.5). The reaction product from dibutyl iodomethaneboronate and sodiobenzamide, previously shown to be a potent inhibitor of chymotrypsin, was shown by this work to be O-linked isomer, benzimidoxy-methaneboronic acid (3). The pH-Ki profile over the pH range 6.5-9.5 was consistent with the formation of an enzyme-inhibitor complex which resembled the metastable tetrahedral reaction intermediates occurring during acylation and deacylation of chymotrypsin-catalyzed hydrolysis.

Topics: Acylation; Boron Compounds; Chemical Phenomena; Chemistry; Chymotrypsin; Hydrogen-Ion Concentration; Kinetics; Organosilicon Compounds; Silicon

A new rapid procedure for preparing soft internal tissues from insects that allows air drying was found to compare favorably with tissues prepared by critical point drying. In the new procedure, tissues were fixed in 1% glutaraldehyde, dehydrated through a graded ethanol series, immersed in hexamethyldisilazane (HMDS) for 5 minutes, and air dried. Tissues prepared by both the HMDS treatment and by critical point drying were coated with gold for scanning electron microscopy. Tissues prepared by the HMDS treatment did not shrink or distort upon air drying and excellent surface detail was preserved. The HMDS treatment required about 5 minutes, whereas the critical point drying procedure required about 1.5 hours.

Topics: Animals; Fixatives; Microscopy, Electron, Scanning; Organosilicon Compounds; Orthoptera; Silicon; Specimen Handling

Topics: Chromatography, Gas; Humans; Organosilicon Compounds; Salicylates; Salicylic Acid; Silicon

This research is part of a continuing program for the development of a coaxial depth electrode for research and diagnostic studies of neurological diseases. The requirements for this electrode include (1) strength and resistance to buckling sufficient to ensure self-forced penetration of brain tissue to a depth of 6 cm; (2) biocompatibility of the materials employed; (3) resistance to brittle fracture; and (4) a total diameter of less than 200 micrometer to minimize tissue damage. Earlier synthesis efforts using chemical vapor deposition techniques have been successful, although the process yield was 40% and an outer insulating layer had yet to be deposited. Plasma polymerization processes have been employed to realize an increase in the yield and provide an outer insulating layer. The starting material is W-26 at.% Re wire, nominally 125 micrometer in diameter. Hexamethyldisilazane(CH3)3SiNHSi(CH3)3 is used to deposit the insulating layers. The paper describes factors influencing the choice of materials, deposition techniques, and properties of electrodes.

Topics: Alloys; Amines; Biocompatible Materials; Chemical Phenomena; Chemistry, Physical; Copper; Electrochemistry; Electrodes; Neurology; Nickel; Organosilicon Compounds; Polymers; Silicon; Stainless Steel