Skip to Content
Merck
CN
  • Gold(III) chloride catalyzed regioselective synthesis of pyrano[3,4-b]indol-1(9H)-ones and evaluation of anticancer potential towards human cervix adenocarcinoma.

Gold(III) chloride catalyzed regioselective synthesis of pyrano[3,4-b]indol-1(9H)-ones and evaluation of anticancer potential towards human cervix adenocarcinoma.

Bioorganic & medicinal chemistry letters (2011-06-21)
Chandrasekaran Praveen, Asairajan Ayyanar, Paramasivan Thirumalai Perumal
ABSTRACT

A highly regioselective synthesis of pyrano[3,4-b]indol-1(9H)-ones via gold(III) chloride catalyzed cycloisomerization of 3-ethynyl-indole-2-carboxylic acid was achieved in good to excellent yields. These compounds were screened for their in vitro cytotoxicity against human cervical (HeLa) cell lines. Out of ten compounds, three compounds (7d, 7e and 7j) showed comparable proliferation inhibitory activity against the standard drug cisplatin. Compound 7d was found to be the most efficacious with IC(50) value of 0.22μM.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Gold(I) chloride, 99.9% trace metals basis
Sigma-Aldrich
Gold(III) chloride, ≥99.99% trace metals basis
Sigma-Aldrich
Gold(III) chloride, 99%
Sigma-Aldrich
Indole-2-carboxylic acid, 98%