Halovirs I–K, antibacterial and cytotoxic lipopeptaibols from the plant pathogenic fungus Paramyrothecium roridum NRRL 2183

Xiao, Dongliang; Zhang, Mei; Li, Tianyi; Li, Wenhua; Zhang, Liwen; Yue, Qiulin; Chen, Xinqi; Wei, Xiaoyi; Xu, Yuquan; Wang, Chen

doi:10.1038/s41429-022-00517-7

Cited by 8 publications

(13 citation statements)

References 44 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The cell-based antimicrobial assay was conducted in 96-well microtiter plates using procedures reported previously . Compounds were tested against four Gram-positive bacteria, S .…”

Section: Methodsmentioning

confidence: 99%

“…The cell-based antimicrobial assay was conducted in 96-well microtiter plates using procedures reported previously. 8 Compounds were tested against four Gram-positive bacteria, S. aureus ATCC 6538, MRSA 11646, vancomycin-sensitive E. faecium 160119481, and VRE 151458137, and one Gram-negative bacterium, E. coli ATCC 25922. All experiments were carried out in triplicate, and the data were shown as mean ± SD of three individual experiments.…”

Section: Maldi-tof Ms Data Acquisition Maldi-tof Ms Matrix Solution W...mentioning

confidence: 99%

“…We have recently developed a mass spectrometry-based dereplication and prioritization approach to expedite the discovery of novel PNPs from filamentous fungi. , Among the fungal strains we have screened using matrix-assisted laser desorption ionization-time-of-flight mass spectrometry (MALDI-TOF MS), the ascomycete fungus Sesquicillium sp. QL0466 was found to produce a cluster of ions at m / z 1079.9 and 1095.9 (Figure A), corresponding to the [M + Na] + and [M + K] + adducts of a putative PNP with a molecular weight of 1056 Da.…”

mentioning

confidence: 99%

See 2 more Smart Citations

Mass Spectrometry-Guided Discovery of Multi-N-Methylated Cyclodecapeptides Auyuittuqamides E–H from Sesquicillium sp. QL0466

Xiao

et al. 2023

J. Nat. Prod.

Self Cite

View full text Add to dashboard Cite

Mass spectrometry-based dereplication and prioritization led to the discovery of four multi-N-methylated cyclodecapeptides, auyuittuqamides E–H (1–4), from a soil-derived Sesquicillium sp. The planar structures of these compounds were elucidated based on analysis of HRESIMS and NMR data. Absolute configurations of the chiral amino acid residues were assigned by a combination of the advanced Marfey’s method, chiral-phase LC-MS analysis, and J-based configuration analysis, revealing that 1–4 contain both d- and l-isomers of N-methylleucine (MeLeu). Differentiation of d- and l-MeLeu in the sequence was achieved by advanced Marfey’s analysis of the diagnostic peptide fragments generated from partial hydrolysis of 1. Bioinformatic analysis identified a putative biosynthetic gene cluster (auy) for auyuittuqamides E–H, and a plausible biosynthetic pathway was proposed. These newly identified fungal cyclodecapeptides (1–4) displayed in vitro growth inhibitory activity against vancomycin-resistant Enterococcus faecium with MIC values of 8 μg/mL.

show abstract

“…The cell-based antimicrobial assay was conducted in 96-well microtiter plates using procedures reported previously . Compounds were tested against four Gram-positive bacteria, S .…”

Section: Methodsmentioning

confidence: 99%

Section: Maldi-tof Ms Data Acquisition Maldi-tof Ms Matrix Solution W...mentioning

confidence: 99%

mentioning

confidence: 99%

See 1 more Smart Citation

Mass Spectrometry-Guided Discovery of Multi-N-Methylated Cyclodecapeptides Auyuittuqamides E–H from Sesquicillium sp. QL0466

Xiao

et al. 2023

J. Nat. Prod.

Self Cite

View full text Add to dashboard Cite

show abstract

“…Antimicrobial assay was conducted in 96well microtiter plates using procedures reported previously. 25 Compounds were tested against two Gram-positive bacteria S. aureus Insecticidal Activity against Spodoptera f rugiperda. The insecticidal activity against Spodoptera f rugiperda was evaluated according to a previous method.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Onygenaleosides A–F, 6/5 Bicyclic Ring Skeleton Triterpene Glycosides with Insecticidal Activity from Onygenales sp. YX1425

Chen,

Zhou,

Dun

et al. 2023

J. Nat. Prod.

Self Cite

View full text Add to dashboard Cite

“…Among natural, bioactive peptides there are peptaibols [ 9 , 10 ], an important class of antimicrobial peptides that show resistance to enzymatic degradation, the ability to interact with phospholipid membranes and a stable helical structure [ 11 , 12 , 13 ]. Lipopeptaibols are a family of short-length peptaibols featuring an N-terminal long-chain acyl group [ 14 , 15 ]. The progenitor of lipopeptaibols is trichogin GA IV, a weakly amphiphilic peptide of ten amino acid residues, featuring a 1,2-aminoalcohol at its C-terminus and a 1-octanoyl group at its N-terminus [ 16 , 17 ].…”

Section: Introductionmentioning

confidence: 99%

Anticancer and Targeting Activity of Phytopharmaceutical Structural Analogs of a Natural Peptide from Trichoderma longibrachiatum and Related Peptide-Decorated Gold Nanoparticles

Moret

Menilli

Milani

et al. 2023

IJMS

View full text Add to dashboard Cite

In the large field of bioactive peptides, peptaibols represent a unique class of compounds. They are membrane-active peptides, produced by fungi of the genus Trichoderma and known to elicit plant defenses. Among the short-length peptaibols, trichogin GA IV is nonhemolytic, proteolysis-resistant, antibacterial, and cytotoxic. Several trichogin analogs are endowed with potent activity against phytopathogens, thus representing a sustainable alternative to copper for plant protection. In this work, we tested the activity of trichogin analogs against a breast cancer cell line and a normal cell line of the same derivation. Lys-containing trichogins showed an IC50 below 12 µM, a peptide concentration not significantly affecting the viability of normal cells. Two analogs were found to be membrane-active but noncytotoxic. They were anchored to gold nanoparticles (GNPs) and further investigated for their ability to act as targeting agents. GNP uptake by cancer cells increased with peptide decoration, while it decreased in the corresponding normal epithelial cells. This work highlights the promising biological properties of peptaibol analogs in the field of cancer therapy either as cytotoxic molecules or as active targeting agents in drug delivery.

show abstract

Halovirs I–K, antibacterial and cytotoxic lipopeptaibols from the plant pathogenic fungus Paramyrothecium roridum NRRL 2183

Cited by 8 publications

References 44 publications

Mass Spectrometry-Guided Discovery of Multi-N-Methylated Cyclodecapeptides Auyuittuqamides E–H from Sesquicillium sp. QL0466

Mass Spectrometry-Guided Discovery of Multi-N-Methylated Cyclodecapeptides Auyuittuqamides E–H from Sesquicillium sp. QL0466

Onygenaleosides A–F, 6/5 Bicyclic Ring Skeleton Triterpene Glycosides with Insecticidal Activity from Onygenales sp. YX1425

Anticancer and Targeting Activity of Phytopharmaceutical Structural Analogs of a Natural Peptide from Trichoderma longibrachiatum and Related Peptide-Decorated Gold Nanoparticles

Contact Info

Product

Resources

About