Issue 76, 2016, Issue in Progress
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RSC Advances

A concise asymmetric total synthesis for structure elucidation of 5,6-secoiridoid from Incarvillea argute†

Jian-Jun Fu,‡a   Zhi-Qian Liu,‡b   Hui-Zi Jin,c   Shou-De Zhang,a   Qing-Yan Sun*d  and  Wei-Dong Zhang*abd  

* Corresponding authors

a Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, PR China
E-mail: wdzhangy@hotmail.com
Fax: +86-21-81871244
Tel: +86-21-81871244

b School of Pharmacy, Second Military Medical University, Shanghai 200433, PR China

c School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240, PR China

d Shanghai Institute of Pharmaceutical Industry, Shanghai 200040, PR China
E-mail: sqy_2000@163.com
Fax: +86-21-20572000-2028
Tel: +86-21-20572000-2028

Abstract

A phytochemical investigation of the roots of Incarvillea arguta led to the isolation of secoarguterin (1), which is the first example of 5,6-secoiridoid. Its structure and absolute configuration was elucidated by extensive spectral analysis and total synthesis. Compound 1 showed moderate inhibition against human colon cancer cells HCT116 with an IC50 value of 28.72 μM.

Graphical abstract: A concise asymmetric total synthesis for structure elucidation of 5,6-secoiridoid from Incarvillea argute

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Article information

DOI
https://doi.org/10.1039/C6RA15153A
Article type
Communication
Submitted
11 Jun 2016
Accepted
20 Jul 2016
First published
21 Jul 2016

RSC Adv., 2016,6, 72458-72461

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A concise asymmetric total synthesis for structure elucidation of 5,6-secoiridoid from Incarvillea argute

J. Fu, Z. Liu, H. Jin, S. Zhang, Q. Sun and W. Zhang, RSC Adv., 2016, 6, 72458 DOI: 10.1039/C6RA15153A

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