New Indole Glycosides from Aesculus chinensis var. chekiangensis and Their Neuroprotective Activities

• Published in: Molecules (Basel, Switzerland) Vol. 24; no. 22; p. 4063
• Main Authors: Zhang, Nan, Cao, Shijie, Huang, Weixing, Li, Pan, Kang, Ning, Ding, Liqin, Qiu, Feng
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 09.11.2019; MDPI
• Subjects: Acids; Aesculus - chemistry; aesculus chinensis bge. var. chekiangensis (hu et fang) fang; Cell Line, Tumor; Cytotoxicity; Glucose; Glycosides - pharmacology; HCT116 Cells; Hep G2 Cells; Humans; Indoles - pharmacology; Medicine, Chinese Traditional - methods; n-glucosylated indoles; neuroprotective activity; Neuroprotective Agents - pharmacology; Nitrogen; Plant Extracts - pharmacology; Traditional Chinese medicine; United States > US; N-glucosylated indoles; neuroprotective activity; Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang
• ISSN: 1420-3049; 1420-3049
• DOI: 10.3390/molecules24224063

The dried seeds of Aesculus chinensis Bge. var. chekiangensis (Hu et Fang) Fang, called “Suo Luo Zi”, have been used in traditional Chinese medicine. Nevertheless, most studies have been focused on components of less polarity fractions. In this research, twelve indoles, including six new indole glycosides (1–6) as well as six known analogs were isolated from the polar portion which has been seldom studied. This is the first description of N-glucosylated indoles obtained from the genus of Aesculus. Structures of the new compounds (1–6) were elucidated based on comprehensive interpretation of HRESIMS, 1D and 2D NMR. Additionally, the neuroprotective activities of the N-glucosylated indoles were evaluated for the first time indicating that compounds 1–5 and 9–10 exhibited moderate neuroprotective activities. Further cytotoxicity tests of isolates 1–10 on three human tumor cell lines suggested that none of these compounds were cytotoxic (IC50 > 50 μM).