Synthesis of the carbocyclic oxetanocin A1 and its related compounds.
Carboxetanocin A (III) and several related compounds including carboxetanocin G (VI), 9-(3,3-bis(hydroxymethyl)adenine (X), -guanine (XI) and 9-cyclobutylguanine were prepared.
Biomedical subjects
Publications and source records attributed to M Honjo.
Carboxetanocin A (III) and several related compounds including carboxetanocin G (VI), 9-(3,3-bis(hydroxymethyl)adenine (X), -guanine (XI) and 9-cyclobutylguanine were prepared.
A case of adenomatoid tumor arising from the epididymis is reported. A patient visited our hospital with complaint of a painless intrascrotal mass. Preoperative diagnosis was right epididymal tumor. Right epididymectomy was performed and histological diagnosis was adenomatoid tumor of the epididymis. We examined the histogenesis of this case by the immunoperoxidase technique. The tumor revealed cytoplasmic staining of tubular lining cells for keratin with no staining for myoglobin. This finding supported a mesothelial rather than endothelial derivation for this tumor. We found no muscle elements in this tumor.
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Reaction of 8-bromo-2',3'-O-isopropylidene-5'-O-(tetrahydropyran-2-yl) adenosine (Ib) with lithium 2-(tetrahydropyran-2-yloxy) ethoxide, followed by removal of the tetrahydropyran-2-yl groups, afforded 8-(2''-hydroxyethoxy)-2',3'-O-isopropylideneadenosine (II). Successive treatment of II with n-butyllithium and with methyl dichlorophosphate provided the 5',2''-(methyl phosphate) derivative (IIIa and IIIb).
Photochemical reaction of 2',3',5'-tri-O-acetyl-8-bromoadenosine (2) with triethyl phosphite, followed by deacetylation, gave diethyl adenosine-8-phosphonate (1). Intramolecular cyclization of diethyl 8-bromo-2',3'-O-isopropylideneadenosine-5'-phosphite (6) was accomplished with photo-irradiation to yield ethyl 2',3'-O-isopropylidene-adenosine-8,5'-phosphonate (4).
Halogenation of 5-substituted-6,2'-O-cyclouridines afforded 6,2':6,5'-dianhydro-5,6-dihydro-6, 6-dihydroxy-5-halo-5-substituted-uracil arabinosides. Their steric configurations and mass spectra were also discussed.
The reaction of the lithiated species of 2', 3', 5'-tri-O-protected uridines and 6-chloropurine ribonucleoside with diethyl chlorophosphate provided the corresponding diethyl phosphonate derivatives (III, IV and VIII). The Arbuzov-reaction of 2', 3', 5'-tri-O-protected 4-chloro-2(1H)-pyrimidinone ribonucleoside with triethyl phosphite afforded the diethyl phosphonate derivative (VI).
Bromination or iodination at the 5-position of 6-O-cyclo-uracil nucleosides was effected in a fairly good yield. Besides monohalogenated nucleosides, there were prepared novel dibromo compounds, which were assigned the structure, 5,5-di-bromo-6,6-di-O-cyclouracil nucleosides (VI, VIII).
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Treatment of 5-iodopyrimidine nucleosides with sodium methoxide afforded 6:2'-, 6:5'- and novel 6:3'-O-cyclopyrimidine nucleosides. The rates of cyclization and ring-opening, and the UV-, CD-, mass- and 13C-NMR spectra of the cyclonucleosides were compared with regard to their isomers.
The deoxyribonucleic acid (DNA) polymerase activities in Bacillus subtilis strains Marburg 168 (thy-trp2) and D22, a DNA polymerase I-deficient mutant, were measured at various stages of sporulation. The DNA polymerase I activity, which had decreased after the exponential growth, began to increase at the early stage of sporulation, reached a maximum and then again decreased. The activity of neither DNA polymerase II nor III was observed to change so drastically as that of DNA polymerase I during sporulation. The incorporation of [3H]deoxythymidine 5'-triphosphate ([3H]dTTP) into Brij 58-treated permeable cells increased during sporulation. The stimulation of [3H]dTTP incorporation into the cells by irradiation with ultraviolet light was also observed to coincide with DNA polymerase I activity. In strain D22 the activities of DNA polymerase II and III were almost constant with time. Neither change of [3H]dTTP incorporation into Brij 58-treated cells nor stimulation of incorporation by irradiation with ultraviolet light was observed.
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