Spectroscopic Evidence of the Autoxidation Products Derived from Methyl Linolenate

Methyl Linolenate의 산화생성물(酸化生成物)에 대(對)한 분광학적(分光學的) 연구(硏究)

  • Ahn, Jong-Kyoon (Institute of Food Development, Kyung Hee University) ;
  • Cho, Mi-Za (International College of Hotel Adminstration, Kyung Hee University) ;
  • Kim, In-Sook (Department of Food and Nutrition, Won Kwang University) ;
  • Oh, Sung-Ki (Institute of Food Development, Kyung Hee University)
  • 안종균 (경희대학교 식량자원개발연구소) ;
  • 조미자 (경희대학교 호텔경영전문대학) ;
  • 김인숙 (원광대학교 식품영양학과) ;
  • 오성기 (경희대학교 식량자원개발연구소)
  • Published : 1989.03.30

Abstract

The autoxidation products derived from methyl linolenate are isolated and characterized by using thin-layer chromatography, infrared, ultraviolet and nuclear magnetic resonance spectrometries. In addition, the propriety of the application of NMR spectrometry to the analysis of the autoxidation products is examined. Spectroscopic data indicate that the autoxidation of methyl linolenate produces hydroperoxides and trans, cis-substituted diene. The autoxidation products have a predominant cis, trans-conjugated diene system with some trans, trans-configuration. The spectroscopic data of ir, uv, and nmr are very consistent with each other, and further investigation of the multiplet region at $5.83{\sim}6.60ppm$ would be very helpful for the structural elucidation of the autoxidation products.

Methyl linolenate를 자동산화반응(自動酸化反應)의 model 화합물(化合物)로 선정(選定)하여 실온(室溫)에서 90m1/min.의 air flow rate로 96시간(時間) 산화(酸化)시켰으며 여기서 얻어진 산화생성물(酸化生成物)을 TLC로 분리(分離)한 다음 각(各) 분획물(分劃物)을 ir, uv, nmr로 분석(分析)하였다. 분광기기분석(分光機器分析) 결과(結果)는 서로 일치(一致)하였으며 Rf. 0.28과 $0.15{\sim}0.10$의 화합물(化合物)들이 hydroperoxide와 cis, trans-substituted diene인 것으로 확인(確認)되었고 주(主)로 cis, transconjugated diene system과 약간(若干)의 trans, trans-configuration인 것으로 밝혀졌다. 특(特)히 $5.83{\sim}6.60ppm$에서 나타난 multiplet 부위(部位)는 산화생성물(酸化生成物)들의 화학구조(化學構造)를 결정(決定)함에 있어서 큰 도움을 줄 것으로 생각하기 때문에 앞으로 많은 연구(硏究)가 요망(要望)된다.

Keywords