Chemical Structure and Isolation of Novel Glucosyltransferase Inhibitor from Artocarpus heterophyllus folium

Jack Fruit 잎으로부터 새로운 Glucosyltransferase 저해물질 분리 및 화학구조

In the course of studies for anti-plaque agents, novel procyanidin structure isolated from Artocarpus heterophyllus folium was established by thiolysis and spectroscopic analysis. The chemical structure was identified for $(-)-epiafzelecin-(4{\beta}{\rightarrow}8)-afzelecin-(4{\alpha}-8)-catechin$ containing the trimeric flavan-3-ols and molecular weight was 833[M-H] by FAB-MS negative ion method. The inhibitory effect on the glucosyltransferase activity was investigated, novel compound showed complete inhibition at 1.0 mM and inhibited on the glucosyltransferase noncompetitively.

충치 예방물질의 지속적인 연구로 Jack Fruit 잎으로부터 새로운 procyanidin류를 분리하였고 thiolysis 및 기기 분석에 의해 구조를 결정하였다. 신규화합물의 화학 구조는 flavan-3-ol 화합물의 삼량체인 $(-)-epiafzele-chin-(4{\beta}{\rightaroow}8)-afzelechin-(4{\alpha}{\rightaroow}8)-catechin$의 구조로, 분자량이 $833\;[M-H]^-$ 이었다. 화학 구조가 결정된 신규화합물의 glucosyltransferase저해 실험 결과 1.0 mM에서 완벽한 저해 효과가 관찰되었고 저해기작은 비경쟁적 저해제임을 알았다.