'Studies on the Synthesis of Cyclitol derivatives' -Synthesis of Inositols, p-Hydroxybenzoates and thier Antimicrobial test for food industry

'Cyclitol 유도체(誘導體) 합성(合成)에 관(關)한 연구(硏究)' -Inositol stereomer 와 p-Hydroxybenzoate의 합성(合成)과 식품공업상(食品工業上) 응용(應用)을 위한 항균시험(抗菌試驗)-

Inositols are cyclohexanehexol and they have been known to be nine stereomers. Scyllo-inositol, epi-inositol and muco-inositol could be synthesized from myo-inositol. Scyllo-inositol and epi-inositol were obtained by oxidation and reduction process from myo-inositol. Myo-inositol and epi-inositol were oxidized by treatment, in solution, with dilute hydrogen peroxide. In all cases, only axial hydroxyl groups were oxidized and monoketons were obtained. Reduction of myo-inosose-2 with sodium boron hydride was carried out in $pH2{\sim}3.$ The reduction products were equatorial alcohol but: reduction of DL-epi-inosose-2 by catalytic reduction produced axial alcohol obtained. Inositol could be esterified. Hexa-O-(p-hydroxy benzoyl)-esters of myo-inositol, scyllo-inositol, epi-inositol and muco-inositol were synthesized and their antimicrobial action on microbes were tested for application to food industry. As the results, it was found that the activities of muco-inositol ester was more vigorous than others.

1. myo-inositol (aeeeee) 에서 scyllo- (eeeeee), epi-(aeaeee) 및 muco-inositol (aaaeee)에 도달(到達)시킬 수 있었다. 2. inositol의 과산화수소(過酸化水素) 산화(酸化)는 ax. 수산기(水酸基)가 산화(酸化)되어 microbial oxidation, 접촉산화(接觸酸化)에서와 대등(對等)한 inosose를 얻고, 이것은 산성(酸性)에서 $NaBH_4$로 환원(還元)하면 eq.-alcohol이 되며, 한편 접촉산원(接觸還元)하면 az. alcohol 이 된다. 3. inositol의 p-HBA ester인 사종(四種) 신화합물(新化合物) [III], [XII], [XVI], [XXI]을 합성(合成)하였다. 4. 이들 ester는 모두 항균작용(抗菌作用)이 있고 pH의 저하(低下)로 증대(增大)되는 경향(領向)이 있으며 muco-inositol ester는 가장 강력(强力)하고, 이는 입체구조(立體構造)와 관련(關聯)되는 것 같다.