Jump to main content
Jump to site search

Issue 88, 2015
Previous Article Next Article

Endophyte inspired chemical diversity from beta-caryophyllene

Author affiliations

Abstract

The natural product (−)-β-caryophyllene is considered as an ideal initiator to generate diverse scaffolds by transannular cyclization due to its macrocyclic structure and abundant availability in nature. An endophytic strain Aspergillus tubingensis KJ-9 was screened in our lab to catalyse remodeling of the β-caryophyllene skeleton. In the fermentation, macrocyclic β-caryophyllene was remodeled into a series of natural product-like polycyclic compounds with unusual diverse skeletons (1–7). Their structures, including absolute configuration, were elucidated by several spectroscopic methods (1D & 2D NMR, HRMS, ECD and X-ray diffraction). Especially, scaffolds 1 and 3 were not found in acid-catalysed products before. Our findings demonstrated the potential of endophytic fungi for catalyzing macrocyclic compounds into diverse products.

Graphical abstract: Endophyte inspired chemical diversity from beta-caryophyllene

Back to tab navigation

Supplementary files

Publication details

The article was received on 19 Jul 2015, accepted on 19 Aug 2015 and first published on 19 Aug 2015


Article type: Communication
DOI: 10.1039/C5RA14243A
Author version
available:
Download author version (PDF)
RSC Adv., 2015,5, 72433-72436

  •   Request permissions

    Endophyte inspired chemical diversity from beta-caryophyllene

    H. Tang, J. Gao and Q. Zhang, RSC Adv., 2015, 5, 72433
    DOI: 10.1039/C5RA14243A

Search articles by author

Spotlight

Advertisements