Planta Med 2017; 83(17): 1361-1367
DOI: 10.1055/s-0043-110227
Natural Product Chemistry and Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Isolation and Structure Characterization of Cytotoxic Phorbol Esters from the Seeds of Croton tiglium [*]

Qizhen Du1, 2, Yongchun Zhao2, 3, Hongchun Liu4, Chunping Tang3, Minmin Zhang4, Changqiang Ke3, Yang Ye3, 5
  • 1The Key Laboratory for Quality Improvement of Agricultural Products of Zhejiang Province, The College of Agricultural and Food Sciences, Zhejiang A & F University, Linan, Peopleʼs Republic of China
  • 2Institute of Food Chemistry, Zhejiang Gongshang University, Hangzhou, Zhejiang, Peopleʼs Republic of China
  • 3State Key Laboratory of Drug Research and Department of Natural Product Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, Peopleʼs Republic of China
  • 4Division of Antitumor Pharmacology, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, Peopleʼs Republic of China
  • 5School of Life Science and Technology, ShanghaiTech University, Shanghai, Peopleʼs Republic of China
Further Information

Publication History

received 25 November 2016
revised 20 April 2017

accepted 28 April 2017

Publication Date:
12 May 2017 (eFirst)

Abstract

Nine new and eleven known phorbol esters were isolated from an acetone extract of the seeds of Croton tiglium. Their structures were determined by extensive analysis of spectroscopic data. Eleven of these compounds were evaluated for their inhibition activity on human tumor cell lines HL-60 and lung carcinoma A549. 12-O-Tiglylphorbol-13-acetate (11), 12-O-(2-methyl)-butyrylphorbol-13-aetate (12), and 12-O-tiglylphorbol-13-isobutyrate (13) exhibited strong inhibition activity against both HL-60 and A549 cell lines with IC50 values ≤ 0.02 and ≤ 0.1 µg/mL, respectively. Compound 18 showed strong inhibition activity against the HL-60 cell line with an IC50 value of 0.02 µg/mL.

* Dedicated to Professor Dr. Dr. h. c. mult. Kurt Hostettmann in recognition of his outstanding contribution to natural product research.


Supporting Information