Enantioselective total synthesis of (−)-colchicine, (+)-demecolcinone and metacolchicine: determination of the absolute configurations of the latter two alkaloids-Reference-Cited by-同舟云学术

Enantioselective total synthesis of (−)-colchicine, (+)-demecolcinone and metacolchicine: determination of the absolute configurations of the latter two alkaloids

Published:2017 Issue:7 Volume:8 Page:4961-4966
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Chen Bo¹²³⁴,Liu Xin¹²³⁴⁵,Hu Ya-Jian¹²³⁴,Zhang Dong-Mei⁶⁷⁸⁴,Deng Lijuan⁶⁷⁸⁴,Lu Jieyu¹²³⁴,Min Long¹²³⁴,Ye Wen-Cai⁶⁷⁸⁴^ORCID,Li Chuang-Chuang¹²³⁴^ORCID

Affiliation:

1. Department of Chemistry

2. South University of Science and Technology of China

3. Shenzhen 518055

4. China

5. Institute of Chinese Medical Sciences

6. College of Pharmacy

7. Jinan University

8. Guangzhou 510632

Abstract

A highly concise, enantioselective synthesis of (−)-colchicine, the first syntheses of (+)-demecolcinone and metacolchicine, was reported.

Funder

National Natural Science Foundation of China

Guangdong Science and Technology Department

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2017/SC/C7SC01341H

Reference45 articles.

1. O. Boye and A.Brossi , in The Alkaloids , ed. A. Brossi and G. A. Cordell , Academic Press , San Diego , 1992 , vol. 41 , p. 125

2. C. Le Hello , in The Alkaloids , G. A. Cordell , Academic Press , San Diego , 2000 , vol. 53 , p. 287

3. Anti-mitotic activity of colchicine and the structural basis for its interaction with tubulin

4. Microtubules as a target for anticancer drugs

5. Insight into tubulin regulation from a complex with colchicine and a stathmin-like domain

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