Issue 28, 2023, Issue in Progress

Lasiodipline G and other diketopiperazine metabolites produced by Lasiodiplodia chiangraiensis

Abstract

Lasiodiplodia fungi are known to colonize plants as both pathogens and/or endophytes; hence, they can be exploited for their beneficial roles. Many compound classes from the genus have exhibited their potential biotechnological applications. Herein, we report two new metabolites 1 and 2 together with three known cyclo-(D-Ala-D-Trp) (3), indole-3-carboxylic acid (4) and a cyclic pentapeptide clavatustide B (5), isolated from the submerged cultures of a recently described species L. chiangraiensis. Chemical structures of the isolated compounds were determined by extensive NMR spectroscopic analyses together with HRESIMS. The absolute configurations of the new compounds were established based on comparing experimental and calculated time-dependent density functional theory circular dichroism (TDDFT-ECD) spectra. Compound 1 exhibited significant cytotoxic activities against an array of cell lines with IC50 values of 2.9–12.6 μM, as well as moderate antibacterial effects.

Graphical abstract: Lasiodipline G and other diketopiperazine metabolites produced by Lasiodiplodia chiangraiensis

Supplementary files

Article information

Article type
Paper
Submitted
16 May 2023
Accepted
18 Jun 2023
First published
27 Jun 2023
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2023,13, 19373-19378

Lasiodipline G and other diketopiperazine metabolites produced by Lasiodiplodia chiangraiensis

S. Khruengsai, P. Pripdeevech, C. Tanapichatsakul, W. C. Sum, M. A. A. Ibrahim, M. Stadler and S. S. Ebada, RSC Adv., 2023, 13, 19373 DOI: 10.1039/D3RA03242F

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