start-ver=1.4 cd-journal=joma no-vol=1 cd-vols= no-issue= article-no= start-page=69 end-page=76 dt-received= dt-revised= dt-accepted= dt-pub-year=1991 dt-pub=19910325 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Polycyclic N-Hetero Compounds. XL. Reaction of Cyclic Ketones with Trisformylaminomethane en-subtitle= kn-subtitle= en-abstract=α-テトラロン、1,3-シクロヘキサンジオン、ナフタレンジオン等の環式ケトン類とホルムアミド或はトリスホルミルアミノメタン(TFAM)との反応により、多環式縮合ピリミジン誘導体を容易に合成できる事は既に報告した。この反応の一環として環式ケトンにl-メントン、d-カンファ、l-カルボン等の生理活性を有するテルペンケトン及びN-ベンジル-4-ピペリドンとジエチルサクシニルサクシネートを用いてTFAMとの反応を検討した。3種のテルペンケトン類からは予期した縮合ピリミジンとして8-イソプロピル-5-メチル-5,6,7,8-テトラヒドロキナゾリン(Ⅱ)、ボルノ[2,3-d]ピリミジン(Ⅴ)、及び5-イソプロペニル-8-メチル-5,6-ジヒドロキナゾリン(Ⅷ)を得た。Ⅷの分離の際にⅧの不均化合物である5-イソプロペニル-8-メチル-5,6,7,8,-テトラヒドロキナゾリン(Ⅸ)及び5-イソプロペニル-8-メチルキナゾリン(Ⅹ)の生成をGC-MS及びpmrで確認したが、それらの単離には到らなかった。又、テルペンケトン類からLeuckart型反応生成物と考えられるN-ホルミルメンチルアミン(Ⅲ)、N-ホルミルボルニルアミン(Ⅵ)及びN-ホルミルカルビルアミン(ⅩⅠ)を得た。N-ベンジル-4-ピペリドンとTFAMとの反応では、6-ベンジル-5,6,7,8-テトラヒドロピリド[4,3-d]ピリミジン(ⅩⅢ)が得られた。最後に、環式ジケトンジエステルであるジエチルサクシニルサクシネートとTFAMとの反応に於いては一挙に三環性の4,9-ジオキソー3,4,8,9-テトラヒドロピリミド[4,5-g]キナゾリン(ⅩⅤ)を得ることが出来た。得られた化合物の構造はir,mass,pmr,元素記号等で決定した。 kn-abstract=Reactions of cyclic ketones such as α-tetralone, 1,3-cyclohexanedione, or naphthalenedione with formamide or trisformylaminomethane (TFAM) have shown to form polyclic fused pyrimidines by us. Reactions of terpene ketones like l-menthone, d-camphor, l-carvone with TFAM were performed, and 8-isopropyl-5-methyl-5,6,7,8-tetrahydroquinazoline, borno[2,3-d] pyrimidine, and 5-isopropenyl-8-methyl-5,6-dihydroquinazoline were expectedly obtained from three terpenes. Minor products of 5-isopropenyl-8-methyl-5,6,7,8-tetrahydroquinazoline and 5-isopropenyl-8-methylquinazoline were formed with 5-isopropenyl-8-methyl-5,6-dihydroquinazoline by disproportionation reaction of l-carvone. Furthermore, No-formylmenthylamine, N-formylbornylamine, and N-formylcarvylamine were obtained as the Leuckart-type products terpene ketones in these reactions. The reaction of N-benzyl-4-piperidone with TFAM gave desired 6-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine. The reaction of diethyl succinylsuccinate with TFAM afforded tricyclic 4,9-dioxo-3,4,8,9-tetrahydropyrimido[4,5-g]quinazoline. Above compounds were determined by the measurements of their instrumental analyses. en-copyright= kn-copyright= en-aut-name= en-aut-sei= en-aut-mei= kn-aut-name=SasakiKenji kn-aut-sei=Sasaki kn-aut-mei=Kenji aut-affil-num=1 ORCID= en-aut-name= en-aut-sei= en-aut-mei= kn-aut-name=HirotaTakashi kn-aut-sei=Hirota kn-aut-mei=Takashi aut-affil-num=2 ORCID= en-aut-name= en-aut-sei= en-aut-mei= kn-aut-name=IwadoAkimasa kn-aut-sei=Iwado kn-aut-mei=Akimasa aut-affil-num=3 ORCID= en-aut-name= en-aut-sei= en-aut-mei= kn-aut-name=HirotaKazuhiro kn-aut-sei=Hirota kn-aut-mei=Kazuhiro aut-affil-num=4 ORCID= affil-num=1 en-affil= kn-affil=岡山大学薬学部 affil-num=2 en-affil= kn-affil=岡山大学薬学部 affil-num=3 en-affil= kn-affil=岡山大学薬学部 affil-num=4 en-affil= kn-affil=岡山大学医療技術短期大学部 en-keyword=Cyclic ketone kn-keyword=Cyclic ketone en-keyword=Trisformylaminomethane kn-keyword=Trisformylaminomethane en-keyword=Fused pyrimidine kn-keyword=Fused pyrimidine en-keyword=Cyclization kn-keyword=Cyclization en-keyword=Reductive amination kn-keyword=Reductive amination END start-ver=1.4 cd-journal=joma no-vol=1 cd-vols= no-issue= article-no= start-page=77 end-page=82 dt-received= dt-revised= dt-accepted= dt-pub-year=1991 dt-pub=19910325 dt-online= en-article= kn-article= en-subject= kn-subject= en-title=Determination of Hematinic Acid Produced by Oxidative Cleavage of Hemoglobin Heme in Red Blood Cells kn-title=赤血球中のヘモグロビンヘムの酸化開裂物質ヘマチン酸の定量 en-subtitle= kn-subtitle= en-abstract=フェニルヒドラジン惹起性溶血貧血機構の著者らの研究において、ヘモグロビンとフェニルヒドラジンとの反応でヘムの酸化的開裂物質の1つであるヘマチン酸が生成することが示された。この反応によって赤血球(RBC)中で生じたヘマチン酸を定量する方法の確立が、溶血機構研究のため必要となった。人のRBCを水で溶血し、ヘマチン酸の標品を加えた。塩酸、メタノール、アセトンの溶液え加え、ほとんどのヘモグロビンを沈殿除去した。メタノールー硫酸溶液で加熱し、ヘマチン酸をメチルエステルに誘導した。夾雑物を2種のシリカゲルカラムを通すことによって除去し、逆相カラムを用いた高速液体クロマトグラフィーで分析した。ヘマチン酸は、1.0-20.0μmol/ml RBCの範囲で定量でき、回収率は65.0 ±3.5%であった。ヘマチン酸とこのメチルエステルの標品は、ヘミンを過酸化水素酸化することによって合成し、元素分析と質量分析によって確認した。 kn-abstract=Our previous studies on the mechanism of phenylhydrazine-induced hemolytic anemia have shown that hematinic acid, one of oxidative cleavage products of heme, is formed by the reaction of hemoglobin with phenylhydrazine. Develoment of the determination of hematinic acid formed by this reaction in red blood cells (RBC) was required to study the mechanism of the hemolysis. Hemolysates prepared by lysis of fresh human RBC with water was mixed with standard hematinic acid. A solution consisting of hydrochloric acid, methanol, and acetone was added, and most of hemoglobin precipitated was removed by centrifugation. Hematinic acid was derived to the methyl ester by incubation with methanol containing sulfuric acid. The ester was passed to two type of silica gel column to remove interferences, and was analysed on a reversedphase high-performance liquid chromatographic column. Hematinic acid could be determined in the range 1.0-20.0μmol/ml RBC. Recovery from hemolysate was 65.0% ±3.5%. Standard compounds of hematinic acid and its methyl ester were prepared by the oxidation of hemin with hydrogen peroxide, and were comfirmed by elemental analyses and mass spectra. en-copyright= kn-copyright= en-aut-name=HirotaKazuhiro en-aut-sei=Hirota en-aut-mei=Kazuhiro kn-aut-name=廣田和弘 kn-aut-sei=廣田 kn-aut-mei=和弘 aut-affil-num=1 ORCID= en-aut-name=SasakiKenji en-aut-sei=Sasaki en-aut-mei=Kenji kn-aut-name=佐々木健二 kn-aut-sei=佐々木 kn-aut-mei=健二 aut-affil-num=2 ORCID= en-aut-name=HirotaTakashi en-aut-sei=Hirota en-aut-mei=Takashi kn-aut-name=廣田喬 kn-aut-sei=廣田 kn-aut-mei=喬 aut-affil-num=3 ORCID= affil-num=1 en-affil= kn-affil=岡山大学医療技術短期大学部 affil-num=2 en-affil= kn-affil=岡山大学医療技術短期大学部 affil-num=3 en-affil= kn-affil=岡山大学薬学部 en-keyword=hematinic acid kn-keyword=hematinic acid en-keyword=high-performance liquid chromatography kn-keyword=high-performance liquid chromatography en-keyword=red blood cells kn-keyword=red blood cells en-keyword=heme kn-keyword=heme END start-ver=1.4 cd-journal=joma no-vol=11 cd-vols= no-issue=1 article-no= start-page=21816 end-page= dt-received= dt-revised= dt-accepted= dt-pub-year=2021 dt-pub=20211108 dt-online= en-article= kn-article= en-subject= kn-subject= en-title= kn-title=Genomic characterization between strains selected for death-feigning duration for avoiding attack of a beetle en-subtitle= kn-subtitle= en-abstract= kn-abstract=Predator avoidance is an important behavior that affects the degree of adaptation of organisms. We compared the DNA variation of one of the predator-avoidance behaviors, the recently extensively studied "death-feigning behavior", between the long strain bred for feigning death for a long time and the short strain bred for feigning death for a short time. To clarify how the difference in DNA sequences between the long and short strains corresponds to the physiological characteristics of the death-feigning duration at the transcriptome level, we performed comprehensive and comparative analyses of gene variants in Tribolium castaneum strains using DNA-resequencing. The duration of death feigning involves many gene pathways, including caffeine metabolism, tyrosine metabolism, tryptophan metabolism, metabolism of xenobiotics by cytochrome P450, longevity regulating pathways, and circadian rhythm. Artificial selection based on the duration of death feigning results in the preservation of variants of genes in these pathways in the long strain. This study suggests that many metabolic pathways and related genes may be involved in the decision-making process of anti-predator animal behavior by forming a network in addition to the tyrosine metabolic system, including dopamine, revealed in previous studies. en-copyright= kn-copyright= en-aut-name=TanakaKeisuke en-aut-sei=Tanaka en-aut-mei=Keisuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=1 ORCID= en-aut-name=SasakiKen en-aut-sei=Sasaki en-aut-mei=Ken kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=2 ORCID= en-aut-name=MatsumuraKentarou en-aut-sei=Matsumura en-aut-mei=Kentarou kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=3 ORCID= en-aut-name=YajimaShunsuke en-aut-sei=Yajima en-aut-mei=Shunsuke kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=4 ORCID= en-aut-name=MiyatakeTakahisa en-aut-sei=Miyatake en-aut-mei=Takahisa kn-aut-name= kn-aut-sei= kn-aut-mei= aut-affil-num=5 ORCID= affil-num=1 en-affil=NODAI Genome Research Center, Tokyo University of Agriculture kn-affil= affil-num=2 en-affil=Graduate School of Agriculture, Tamagawa University kn-affil= affil-num=3 en-affil=Graduate School of Agriculture, Kagawa University kn-affil= affil-num=4 en-affil=NODAI Genome Research Center, Tokyo University of Agriculture kn-affil= affil-num=5 en-affil=Graduate School of Environmental and Life Science, Okayama University kn-affil= END