Journal of the Korean Society of Food Science and Nutrition (한국식품영양과학회지)

The Korean Society of Food Science and Nutrition (한국식품영양과학회)
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Degraded Products Induced by Gamma-Irradiation of Mangiferin with Anti-Diabetic Complication Effects

감마선 조사에 의한 Mangiferin 변화물의 항당뇨합병증 활성

  • Jeong, Gyeong Han (Department of Food Science and Biotechnology, Daegu University) ;
  • Kim, Tae Hoon (Department of Food Science and Biotechnology, Daegu University)
  • 정경한 (대구대학교 식품공학과) ;
  • 김태훈 (대구대학교 식품공학과)
  • Received : 2017.08.04
  • Accepted : 2017.09.14
  • Published : 2017.11.30
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Abstract

Inhibition of advanced glycation end product (AGE) formation is a valuable therapeutic strategy for the regulation of diabetic complications. This study was conducted to identify potential therapeutic targets of anti-diabetic complications from irradiated mangiferin using AGE formation assay. Radiolytic degradation of the xanthone glucoside mangiferin by gamma-irradiation resulted in three degraded mangiferin analogues: mangiferdiol (1), mangiferinol (2), and isomangiferinol (3). Structures of the three newly generated compounds were characterized by interpretation of nuclear magnetic resonance ($^1H$, $^{13}C$ NMR, $^1H-^1H$ COSY, HSQC, HMBC, and NOESY) and mass spectroscopic data. The anti-diabetic complication of the generated mangiferin derivatives were tested using in vitro AGE formation method. Among the tested degraded products, mangiferinol (2) and isomangiferinol (3) exhibited significantly improved potency against AGE formation inhibitory activities with $IC_{50}$ values of $5.6{\pm}0.8$ and $7.6{\pm}0.9{\mu}M$, respectively. This result implies that xanthone derivatives generated from gamma-irradiated mangiferin might be beneficial for prevention of diabetic complication and related diseases.

감마선 조사로부터 당뇨합병증에 효과적인 소재를 개발하기 위하여 본 연구를 수행하였으며, mangiferin의 감마선 조사산물이 최종당화산물 생성 저해에 우수한 활성이 나타나 효능성분의 동정을 위하여 ODS gel을 활용한 column chromatography를 수행하여 3종의 mangiferin 유도체 화합물을 분리하였고, 각 화합물의 화학구조는 NMR 스펙트럼 데이터 해석을 통하여 mangiferdiol(1), mangferinol(2) 및 isomangiferinol(3)로 동정하였다. 이들 화합물에 대해 최종당화산물 생성 저해 활성을 평가한 결과 mangferinol(2)이 가장 강한 $5.6{\pm}0.8{\mu}M$의 $IC_{50}$ 값을 나타내었고, isomangiferinol(3)가 $7.6{\pm}0.9{\mu}M$의 $IC_{50}$ 값을 나타내었다. 또한, mangiferdiol(1)이 $12.1{\pm}1.3{\mu}M$의 $IC_{50}$ 값을 나타냈으며, 이들 활성은 mangiferin의 ketone기가 소실되고 새롭게 생성된 methyl기와 hydroxymethyl기의 결합 양상에 따른 화합물의 구조에 따라 다름이 시사되었다. 향후 이들 활성물질의 활성 기작에 대한 추가적인 연구가 필요하며 기존 유효 성분보다 우수한 최종당화산물 생성 저해 활성을 가지는 새로운 선도화합물 발굴을 위한 기초자료로 활용할 수 있으리라 판단된다.

Keywords

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