Issue 72, 2017

Isolation, structure elucidation and racemization of (+)- and (−)-pratensilins A–C: unprecedented spiro indolinone-naphthofuran alkaloids from a marine Streptomyces sp.

Abstract

Three pairs of new enantiomeric alkaloids with an unprecedented spiro indolinone-naphthofuran skeleton were isolated from a marine Streptomyces sp. The pure enantiomers had a marked difference in the enantiomerization processes for the three compounds. DFT calculations in combination with chemical derivatization were performed to corroborate the racemization process via a keto–enol-type tautomerism.

Graphical abstract: Isolation, structure elucidation and racemization of (+)- and (−)-pratensilins A–C: unprecedented spiro indolinone-naphthofuran alkaloids from a marine Streptomyces sp.

Supplementary files

Article information

Article type
Communication
Submitted
28 Jun 2017
Accepted
18 Aug 2017
First published
18 Aug 2017

Chem. Commun., 2017,53, 10066-10069

Isolation, structure elucidation and racemization of (+)- and (−)-pratensilins A–C: unprecedented spiro indolinone-naphthofuran alkaloids from a marine Streptomyces sp.

S. Zhang, Q. Yang, L. Guo, Y. Zhang, L. Feng, L. Zhou, S. Yang, Q. Yao, G. Pescitelli and Z. Xie, Chem. Commun., 2017, 53, 10066 DOI: 10.1039/C7CC04983H

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements