Synthesis of cytotoxic amino acid derivatives from natural product

2017 Fiscal Year Final Research Report

• Project/Area Number: 15K08004
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Natural medicines
• Research Institution: Nihon University
• Principal Investigator: UKIYA Motohiko 日本大学, 理工学部, 准教授 (40318358)
• Co-Investigator(Kenkyū-buntansha): 深津 誠 日本大学短期大学部, その他部局等, 教授 (80181238) ; 鈴木 孝 日本大学, 薬学部, 教授 (40318457)
• Project Period (FY): 2015-04-01 – 2018-03-31
• Keywords: テルペノイド / 腫瘍細胞傷害活性 / アミノ酸

Outline of Final Research Achievements

In this study, we prepared amino acid conjugates and amino acid derivatives from natural triterpenoid; faradiol, and diterpenoid; isosteviol. Faradiol-amino acid conjugate showed potent cytotoxicities against the four human cancer cell lines (HL60, A549, AZ521, and SK-BR-3) and the mode of action was though to be apoptosis inducing effects which was analyzed by flowcytometory using Annexin V and propidium iodide. Furthermore, isosteviol-amino acid conjugates are also prepared. These showed potent cytotoxicities against the four human cancer cell lines. The mode of action of the compound was determined as activation of some apoptosis related protein, caspase-3 and caspase-8 by Western-Blotting analysis. In addition, seco-type ent-beyerane α-amino acid was prepared from isosteviol and the stereochemistry was determined by spectroscopic method.

Free Research Field

天然物化学