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81.
Stephen J. Wagner Randy White Ludwig Wolf John Chapman Daniel Robinette Timothy E. Lawlor Roger Y. Dodd 《Photochemistry and photobiology》1993,57(5):819-824
Abstract— Psoralens and UVA light have been used in the laboratory to study the inactivation of viruses that may be infrequently present in platelet concentrates that are prepared for transfusion. In order to evaluate safety aspects of the treatment of platelet suspensions with 4'-aminomethyl-4,5',8-trimethylpsoralen (AMT), we have investigated the residual levels and mutagenic potential of AMT after UVA phototreatment. 4'-aminomethyl-4,5',8-trimethylpso-ralen, at a final concentration of 40 μg/mL, was added to platelet suspensions which contained 16% plasma and a synthetic medium. Platelet suspensions containing AMT were irradiated with up to 7.2 J/cm2 UVA light under normal oxygen levels. Residual levels of AMT were determined by HPLC and a bioassay based on bacteriophage 0.6 inactivation. The photodestruction of AMT or its activity by UVA was characterized by a D37 value of 0.6 and 0.3 J/cm2 with HPLC or bioassay, respectively. At 2.4 J/cm2 UVA, which results in approximately 5 log10 inactivation of vesicular stomatitis virus (VSV) and retention of platelet in vitro properties, 12% (HPLC) to 9% (bioassay) AMT remained. Like other psoralens, AMT was found to bind to serum proteins as shown by ultrafiltration. Results are consistent with approximately 36% of the initial drug load binding primarily to serum albumin. It was determined using 3H-AMT that 9 to 18% of radioactivity was bound to platelets in the absence of irradiation. Similar fractions (13 to 18%) of AMT were bound to platelets after 3.6 J/cm2 UVA irradiation, and 8 to 10% of total AMT was associated with saline-washed irradiated platelets and is presumably tightly bound. Mutagenicity testing (Ames test, in the absence of UVA) was also carried out on the UVA irradiated platelet samples. With Salmonella tester strains which detect primarily base substitution mutations (TA100, TA1535 and TA102), no increase from background mutagenesis levels was observed with any of the samples. However, tester strains which detect frameshift mutations (TA98, TA1537, and TA1538) displayed significant increases in histidine revertants over background levels for irradiated and non-irradiated AMT-containing samples tested in the presence of S9 microsomal enzymes. In the absence of S9 activation, a mutagenic response was observed only with tester strain TA1537. All frameshift tester strains exhibited decreased numbers of induced revertants with lower residual AMT concentrations (which correlated with higher UVA dose). Significant mutagenesis was still observed for platelet suspensions irradiated with virucidal levels of UVA which maintain platelet in vitro function (2.4 J/cm2). These results suggest that residual available AMT is mutagenic in the Ames test and that the observed frameshift mutations may be caused by binding of AMT or its metabolites to nucleic acids in the absence of UVA light. 相似文献
82.
An auto oxidation-rearrangement product 4 was isolated from a high dilution reaction of ninhydrin with 3,4,5-trimethoxyaniline in water. A general synthesis of this compound and its derivatives 4–6 was devised by oxidation of tetrahydroindeno[1,2-b]indol-10-ones 1–3 with sodium periodate to give isoindolo[2,1-a]-indole-6,11-diones 4–6 in good yield. Compounds 4–6 can be easily transformed into spiro[1H-isobenzofuran-1,2′-2H-indole]-3,3′-diones 8–10 , spiro[2H-indole-2,1′-1H-isoindole]-3,3′-diones 11–13 and isoindole[1,2-a:2′,1′-b]pyrimidine-5,15-diones 15, 16 in high yields. Analogous reactions were performed on 3-amino-5a, 10a-dihydroxybenzo[b]indeno[2,1-d]furan-10-one ( 17 ) to give a dibenzoxocintrione 18 , spiro-[benzofuran-2,1′-isobenzofuran]-3,3′-dione 19 and an isoindol-1-one 20 . 相似文献
83.
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86.
Valle MS Saraiva MF Retailleau P de Almeida MV Dodd RH 《The Journal of organic chemistry》2012,77(13):5592-5599
4-Hydroxymethylbutenolide 4 was transformed into its sulfamoyl derivative 5, which upon treatment with iodosobenzene diacetate and magnesium oxide in the presence of a rhodium catalyst afforded the product of intramolecular aziridination 6. Reaction of 6 with primary or secondary amines in DMA led to regioselective opening of the aziridine ring at C2 to give the corresponding bicyclic derivatives 7a-7g in good to excellent yields. Methanolysis of the lactone ring of the N-benzyl-N-methyl derivative 7c followed by protection of the resulting secondary hydroxy group and treatment of the product with Boc anhydride provided the activated cyclic sulfamates 13 and 14. The latter then reacted with a second nucleophile (azide or thiophenol) to give the corresponding difunctionalized α,β-diamino methyl esters 15-18, 20. 相似文献
87.
Stevens R Dodd JL Kresch MG Yazami R Fultz B Ellis B Nazar LF 《The journal of physical chemistry. B》2006,110(45):22732-22735
The lithium-storage material Li(0.6)FePO(4) was studied by inelastic neutron scattering and differential scanning calorimetry. Li(0.6)FePO(4) undergoes a transformation from a two-phase mixture (heterosite and triphylite) to a disordered solid-solution at 200 degrees C. Phonon densities of states (DOS) obtained from the inelastic neutron scattering were similar for the two-phase sample measured at 180 degrees C and the disordered sample measured at 220 degrees C. The vibrational entropy of transformation is 1.8 +/-0.9 J/(K mol), which is smaller than the configurational entropy difference of approximately 3.1 J/(K mol). The measured enthalpy of the disordering transition was estimated as 2.5 kJ/mol. The phonon data show a small change in lattice dynamics upon disordering. 相似文献
88.
A. H. Dodd 《Fresenius' Journal of Analytical Chemistry》1933,92(3-4):160
Ohne Zusammenfassung 相似文献
89.
Direct, chemo-specific arylation at C-2 or N-4 of 1,4-benzothiazin-3-one with aryl halides, based on Pd or Cu catalyst system, respectively, provided easy entry to arylated derivatives, a class of molecules not easily accessible via existing methods. Under Pd-catalysis conditions with LiHMDS as the base, N-arylation of 1,4-benzothiazin-3-one was inhibited leading to Cα-arylation of a secondary amide without the need for protection and de-protection of more acidic amido NH. 相似文献
90.
The synthesis of the highly constrained adenosine derivative 7 featuring at spirothietane at C-4′, which may be considered as a rigid analogue of MTA, is described. 相似文献