Lee Yong Hoon, Yoon Sun-Young, Baek Jiyun, Kim Sung Jin, Yu Jae Sik, Kang Heesun, Kang Ki Sung, Chung Sang J, Kim Ki Hyun
School of Pharmacy, Sungkyunkwan University, Suwon 16419, Republic of Korea.
Department of Cosmetic Science, Kwangju Women's University, Gwangju 62396, Korea.
J Agric Food Chem. 2021 Feb 17;69(6):1816-1830. doi: 10.1021/acs.jafc.0c06085. Epub 2021 Jan 6.
Qualitative analysis of cucurbitane-type triterpenoids of bitter melon (fruit of L.) using ultraperformance liquid chromatography quadrupole time-of-flight mass spectrometry revealed 27 promising cucurbitane-type triterpenoids, and LC/MS-guided chemical analysis of fruit extract led to the isolation and structural characterization of 22 cucurbitane-type triterpenoids (), including 8 new cucurbitane-type triterpenoidal saponins, yeojoosides A-H (). The structures of the new compounds () were elucidated by spectroscopic methods, including 1D and 2D NMR and high-resolution electrospray ionization mass spectrometry. Their absolute configurations were assigned by quantum chemical electronic circular dichroism calculations, chemical reactions, and DP4+ analysis using gauge-including atomic orbital NMR chemical shift calculations. All isolated compounds () were examined for inhibitory activity against protein tyrosine phosphatases relevant to insulin resistance. Nine compounds (, , , , , , , , and ) showed selective inhibitory effects of over 70% against PTPN2. The present results suggested that these compounds would be potential antidiabetic agents.
采用超高效液相色谱四极杆飞行时间质谱对苦瓜（L.果实）中的葫芦烷型三萜进行定性分析，结果显示有27种有前景的葫芦烷型三萜，对果实提取物进行液相色谱/质谱引导的化学分析，分离并鉴定了22种葫芦烷型三萜（），包括8种新的葫芦烷型三萜皂苷，即野皂甙A - H（）。通过包括一维和二维核磁共振以及高分辨率电喷雾电离质谱在内的光谱方法阐明了新化合物（）的结构。通过量子化学电子圆二色性计算、化学反应以及使用含规范原子轨道核磁共振化学位移计算的DP4 +分析确定了它们的绝对构型。对所有分离得到的化合物（）进行了针对与胰岛素抵抗相关的蛋白酪氨酸磷酸酶的抑制活性检测。九种化合物（，，，，，，，，和）对PTPN2表现出超过70%的选择性抑制作用。目前的结果表明这些化合物可能是潜在的抗糖尿病药物。
