Literature DB >> 12515475

Convenient synthesis of 5,6,11,12,17,18- hexahydrocyclononal[1,2-b:4,5-b':7,8-b'']triindole, a novel phytoestrogen.

Richard E Staub1, Leonard F Bjeldanes.   

Abstract

An efficient one-pot synthesis is described of 5,6,11,12,17,18-hexahydrocyclononal[1,2-b:4,5-b':7,8-b'']triindole (CTr), a potent estrogen agonist from food plants. For the procedure, gramine is treated with dimethyl sulfate and sodium in ethanol at room temperature. Quenching of the reaction with water and workup of the product provides CTr in approximately 75% yield.

Entities:  

Mesh：

Substances：

Year:  2003        PMID： 12515475     DOI： 10.1021/jo020415y

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  3 in total

1.  The indole-3-carbinol cyclic tetrameric derivative CTet inhibits cell proliferation via overexpression of p21/CDKN1A in both estrogen receptor-positive and triple-negative breast cancer cell lines.

Authors:  Mauro De Santi; Luca Galluzzi; Simone Lucarini; Maria Filomena Paoletti; Alessandra Fraternale; Andrea Duranti; Cinzia De Marco; Mirco Fanelli; Nadia Zaffaroni; Giorgio Brandi; Mauro Magnani
Journal:  Breast Cancer Res       Date:  2011-03-24       Impact factor: 6.466

2.  Synthesis and biological evaluation of a gamma-cyclodextrin-based formulation of the anticancer agent 5,6,11,12,17,18,23,24-octahydrocyclododeca[1,2-b:4,5-b':7,8-b'':10,11-b''']tetraindole (CTet).

Authors:  Simone Lucarini; Mauro De Santi; Francesca Antonietti; Giorgio Brandi; Giuseppe Diamantini; Alessandra Fraternale; Maria Filomena Paoletti; Andrea Tontini; Mauro Magnani; Andrea Duranti
Journal:  Molecules       Date:  2010-06-04       Impact factor: 4.411

3.  Rational synthesis of benzimidazole[3]arenes by CuII-catalyzed post-macrocyclization transformation.

Authors:  Shohei Tashiro; Tsutomu Umeki; Ryou Kubota; Mitsuhiko Shionoya
Journal:  Chem Sci       Date:  2018-09-05       Impact factor: 9.825
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.