Open Access
Biomolecules, volume 10, issue 1, pages 81
Isolation and Bioactivity of Secondary Metabolites from Solid Culture of the Fungus, Alternaria sonchi
Dalinova Anna
1
,
Chisty Leonid
2
,
Kochura Dmitry
2
,
Garnyuk Varvara
2
,
Petrova Maria
1
,
Prokofieva Darya
2
,
Dubovik Vsevolod
1
,
Smirnov Sergey
4
,
Zolotarev A. A.
4
,
Publication type: Journal Article
Publication date: 2020-01-04
PubMed ID:
31947939
Biochemistry
Molecular Biology
Abstract
The fungus, Alternaria sonchi is considered to be a potential agent for the biocontrol of perennial sowthistle (Sonchus arvensis). A new chlorinated xanthone, methyl 8-hydroxy-3-methyl-4-chloro-9-oxo-9H-xanthene-1-carboxylate (1) and a new benzophenone derivative, 5-chloromoniliphenone (2), were isolated together with eleven structurally related compounds (3–13) from the solid culture of the fungus, which is used for the production of bioherbicidal inoculum of A. sonchi. Their structures were determined by spectroscopic (mostly by NMR and MS) methods. Alternethanoxins A and B, which were reported in A. sonchi earlier, were re-identified as moniliphenone and pinselin, respectively. The isolated compounds were tested for phytotoxic, antimicrobial, insecticidal, cytotoxic and esterase-inhibition activities. They did not demonstrate high phytotoxicity (lesions up to 2.5 mm in diameter/length at a concentration of 2 mg/mL) when tested on leaf disks/segments of perennial sowthistle (Sonchus arvensis) and couch grass (Elytrigia repens). They did not possess acute toxicity to Paramecium caudatum, and showed moderate to low cytotoxicity (IC50 > 25 µg/mL) for U937 and K562 tumor cell lines. However, chloromonilicin and methyl 3,8-dihydroxy-6-methyl-4-chloro-9-oxo-9H-xanthene-1-carboxylate (4) were shown to have antimicrobial properties with MIC 0.5–5 µg/disc. Compound 4 and chloromonilinic acid B were found to have contact insecticidal activity to wheat aphid (Schizaphis graminum) at 1 mg/mL. Compounds 2 and methyl 3,8-dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate displayed selective carboxylesterase inhibition activity at concentration of 100 µg/mL. Therefore, the waste solid substrate for production of A. sonchi spores can be re-utilized for the isolation of a number of valuable natural products.
Citations by journals
|
1
2
|
|
|
Toxins
|
Toxins
2 publications, 9.09%
|
|
Microorganisms
|
Microorganisms
2 publications, 9.09%
|
|
Biocatalysis and Agricultural Biotechnology
|
Biocatalysis and Agricultural Biotechnology
2 publications, 9.09%
|
|
Phytochemistry
|
Phytochemistry
2 publications, 9.09%
|
|
Journal of Fungi
|
Journal of Fungi
1 publication, 4.55%
|
|
Frontiers in Microbiology
|
Frontiers in Microbiology
1 publication, 4.55%
|
|
Nature Reviews Drug Discovery
|
Nature Reviews Drug Discovery
1 publication, 4.55%
|
|
Chemico-Biological Interactions
|
Chemico-Biological Interactions
1 publication, 4.55%
|
|
IOP Conference Series: Earth and Environmental Science
|
IOP Conference Series: Earth and Environmental Science
1 publication, 4.55%
|
|
Journal of Agricultural and Food Chemistry
|
Journal of Agricultural and Food Chemistry
1 publication, 4.55%
|
|
ACS Omega
|
ACS Omega
1 publication, 4.55%
|
|
Natural Product Reports
|
Natural Product Reports
1 publication, 4.55%
|
|
RSC Advances
|
RSC Advances
1 publication, 4.55%
|
|
Natural Products and Bioprospecting
|
Natural Products and Bioprospecting
1 publication, 4.55%
|
|
Plant Protection News
|
Plant Protection News
1 publication, 4.55%
|
|
1
2
|
Citations by publishers
|
1
2
3
4
5
|
|
|
Multidisciplinary Digital Publishing Institute (MDPI)
|
Multidisciplinary Digital Publishing Institute (MDPI)
5 publications, 22.73%
|
|
Elsevier
|
Elsevier
5 publications, 22.73%
|
|
Springer Nature
|
Springer Nature
2 publications, 9.09%
|
|
American Chemical Society (ACS)
|
American Chemical Society (ACS)
2 publications, 9.09%
|
|
Royal Society of Chemistry (RSC)
|
Royal Society of Chemistry (RSC)
2 publications, 9.09%
|
|
Frontiers Media S.A.
|
Frontiers Media S.A.
1 publication, 4.55%
|
|
IOP Publishing
|
IOP Publishing
1 publication, 4.55%
|
|
All-Russian Institute of Plant Protection
|
All-Russian Institute of Plant Protection
1 publication, 4.55%
|
|
1
2
3
4
5
|
- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2020,2021,2022,2023,2024],"ids":[0,0,0,0,0],"codes":[0,0,0,0,0],"imageUrls":["","","","",""],"datasets":[{"label":"Citations number","data":[1,10,4,6,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["4.55","45.45","18.18","27.27","4.55"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Toxins","Microorganisms","Biocatalysis and Agricultural Biotechnology","Phytochemistry","Journal of Fungi","Frontiers in Microbiology","Nature Reviews Drug Discovery","Chemico-Biological Interactions","IOP Conference Series: Earth and Environmental Science","Journal of Agricultural and Food Chemistry","ACS Omega","Natural Product Reports","RSC Advances","Natural Products and Bioprospecting","Plant Protection News"],"ids":[1464,6197,22863,2920,3021,24403,14344,15240,6042,22576,18901,15252,3100,5939,27413],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/4QWA67eqfcfyOiA8Wk7YnqroHFqQbTsmDJUYTCTg_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/LsKy6OnmmmRGcAU6CZgWQvNiP1polbaSLNrN7zqj_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/gGaq16YX7JYpY7q7niHF3iJ61FPmkWS1DIT4csnH_medium.webp"],"datasets":[{"label":"","data":[2,2,2,2,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[9.09,9.09,9.09,9.09,4.55,4.55,4.55,4.55,4.55,4.55,4.55,4.55,4.55,4.55,4.55],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Multidisciplinary Digital Publishing Institute (MDPI)","Elsevier","Springer Nature","American Chemical Society (ACS)","Royal Society of Chemistry (RSC)","Frontiers Media S.A.","IOP Publishing","All-Russian Institute of Plant Protection"],"ids":[202,17,8,40,123,208,2075,7311],"codes":[0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/MjH1ITP7lMYGxeqUZfkt2BnVLgjkk413jwBV97XX_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/voXLqlsvTwv5p3iMQ8Dhs95nqB4AXOG7Taj7G4ra_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/4QWA67eqfcfyOiA8Wk7YnqroHFqQbTsmDJUYTCTg_medium.webp","\/storage\/images\/resized\/LsKy6OnmmmRGcAU6CZgWQvNiP1polbaSLNrN7zqj_medium.webp","\/storage\/images\/resized\/gGaq16YX7JYpY7q7niHF3iJ61FPmkWS1DIT4csnH_medium.webp"],"datasets":[{"label":"","data":[5,5,2,2,2,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[22.73,22.73,9.09,9.09,9.09,4.55,4.55,4.55],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"}},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"}}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Dalinova A. et al. Isolation and Bioactivity of Secondary Metabolites from Solid Culture of the Fungus, Alternaria sonchi // Biomolecules. 2020. Vol. 10. No. 1. p. 81.
GOST all authors (up to 50)
Copy
Dalinova A., Chisty L., Kochura D., Garnyuk V., Petrova M., Prokofieva D., Yurchenko A. N., Dubovik V., Ivanov A. Yu., Smirnov S., Zolotarev A. A., Berestetskiy A. Isolation and Bioactivity of Secondary Metabolites from Solid Culture of the Fungus, Alternaria sonchi // Biomolecules. 2020. Vol. 10. No. 1. p. 81.
Cite this
RIS
Copy
TY - JOUR
DO - 10.3390/BIOM10010081
UR - https://doi.org/10.3390%2FBIOM10010081
TI - Isolation and Bioactivity of Secondary Metabolites from Solid Culture of the Fungus, Alternaria sonchi
T2 - Biomolecules
AU - Chisty, Leonid
AU - Kochura, Dmitry
AU - Garnyuk, Varvara
AU - Petrova, Maria
AU - Prokofieva, Darya
AU - Smirnov, Sergey
AU - Dalinova, Anna
AU - Yurchenko, Anton N
AU - Dubovik, Vsevolod
AU - Ivanov, Alexander Yu
AU - Zolotarev, A. A.
AU - Berestetskiy, Alexander
PY - 2020
DA - 2020/01/04 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 81
IS - 1
VL - 10
PMID - 31947939
SN - 2218-273X
ER -
Cite this
BibTex
Copy
@article{2020_Dalinova,
author = {Leonid Chisty and Dmitry Kochura and Varvara Garnyuk and Maria Petrova and Darya Prokofieva and Sergey Smirnov and Anna Dalinova and Anton N Yurchenko and Vsevolod Dubovik and Alexander Yu Ivanov and A. A. Zolotarev and Alexander Berestetskiy},
title = {Isolation and Bioactivity of Secondary Metabolites from Solid Culture of the Fungus, Alternaria sonchi},
journal = {Biomolecules},
year = {2020},
volume = {10},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {jan},
url = {https://doi.org/10.3390%2FBIOM10010081},
number = {1},
pages = {81},
doi = {10.3390/BIOM10010081}
}
Cite this
MLA
Copy
Dalinova, Anna, et al. “Isolation and Bioactivity of Secondary Metabolites from Solid Culture of the Fungus, Alternaria sonchi.” Biomolecules, vol. 10, no. 1, Jan. 2020, p. 81. https://doi.org/10.3390%2FBIOM10010081.