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Lecanicilliums A-F, Thiodiketopiperazine-Class Alkaloids from a Mangrove Sediment-Derived Fungus Lecanicillium kalimantanense .

Lecanicilliums A-F, Thiodiketopiperazine-Class Alkaloids from a Mangrove Sediment-Derived Fungus Lecanicillium kalimantanense .

Authors :
Zhong LF
Ling J
Luo LX
Yang CN
Liang X
Qi SH
Source :
Marine drugs [Mar Drugs] 2023 Oct 31; Vol. 21 (11). Date of Electronic Publication: 2023 Oct 31.
Publication Year :
2023

Abstract

Six new thiodiketopiperazine-class alkaloids lecanicilliums A-F were isolated from the mangrove sediment-derived fungus Lecanicillium kalimantanense SCSIO41702, together with thirteen known analogues. Their structures were determined by spectroscopic analysis. The absolute configurations were determined by quantum chemical calculations. Electronic circular dichroism (ECD) spectra and the structure of Lecanicillium C were further confirmed by a single-crystal X-ray diffraction analysis. Lecanicillium A contained an unprecedented 6/5/6/5/7/6 cyclic system with a spirocyclic center at C-2'. Biologically, lecanicillium E, emethacin B, and versicolor A displayed significant cytotoxicity against human lung adenocarcinoma cell line H1975, with IC <subscript>50</subscript> values of 7.2~16.9 μM, and lecanicillium E also showed antibacterial activity against four pathogens with MIC values of 10~40 μg/mL. Their structure-activity relationship is also discussed.

Details

Language :
English
ISSN :
1660-3397
Volume :
21
Issue :
11
Database :
MEDLINE
Journal :
Marine drugs
Publication Type :
Academic Journal
Accession number :
37999399
Full Text :
https://doi.org/10.3390/md21110575