Construction of Canthin-5,6-diones via Termolecular Condensation Reaction: Studies on Synthesis of Amarastelline A-Reference-Cited by-同舟云学术

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Construction of Canthin-5,6-diones via Termolecular Condensation Reaction: Studies on Synthesis of Amarastelline A

Published:2017-08 Issue:8 Volume:12 Page:1934578X1701200
ISSN:1934-578X
Container-title:Natural Product Communications
language:en
Short-container-title:Natural Product Communications

Author:

Harada Kenichi¹,Yamane Hiroki¹,Kubo Miwa¹,Ohsaki Ayumi²,Fukuyama Yoshiyasu¹

Affiliation:

1. Fauculty of Pharmaceutical Sciences, Tokushima Bunri University, Yamashiro-cho, Tokushima 770-8514, Japan

2. Department of Chemistry, College of Humanities and Sciences, Nihon University, Sakura-Jousui, Setagaya-ku, Tokyo 156-8550, Japan

Abstract

A termolecular condensation reaction of harmane, alkyl halide, and dimethyl oxalate has been developed for the construction of a variety of canthin-5,6-diones. The carbon skeleton of amarastelline A, a fluorescent canthin alkaloid, was synthesized in 99.8% yield by applying this procedure.

Publisher

SAGE Publications

Subject

Complementary and alternative medicine,Plant Science,Drug Discovery,Pharmacology,General Medicine

Link

http://journals.sagepub.com/doi/pdf/10.1177/1934578X1701200820

Reference7 articles.

1. Canthinone alkaloids are novel protein tyrosine phosphatase 1B inhibitors

2. Synthesis and Antitumor Activity of Canthin-5,6-dione Derivatives

3. Evaluation of canthinone alkaloids as cerebral protective agents

4. Structural development of canthin-5,6-dione moiety as a fluorescent dye and its application to novel fluorescent sensors

5. Amarastelline A: A Fluorescent Alkaloid from Quassia amara and Its Properties in Living Cells

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