Premium
Total Synthesis of Fontanesine B and Its Isomer: Their Antiproliferative Activity against Human Colorectal Cancer Cells
Author(s) -
Abe Takumi,
Itoh Tomoki,
Terasaki Masaru
Publication year - 2019
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201900116
Subject(s) - chemistry , stereochemistry , indole test , natural product , colorectal cancer , total synthesis , in vitro , pyran , alkene , ring (chemistry) , cancer , biochemistry , organic chemistry , catalysis , medicine
A concise synthesis of pyrano[3,2‐ e ]indole alkaloid fontanesine B by a Fischer indolization is described. This key Fischer indolization starts with the pyran‐ring and alkene intact, facilitating potential synthetic applications. Furthermore, fontanesine B and its isomer were evaluated for in vitro antiproliferative activity against human colorectal cancer cells. The isomer of fontanesine B showed higher antiproliferative activity than the natural product, fontanesine B ( 2 ).