Mollicellins S-U, three new depsidones from Chaetomium brasiliense SD-596 with anti-MRSA activities.
Journal
The Journal of antibiotics
ISSN: 1881-1469
Titre abrégé: J Antibiot (Tokyo)
Pays: England
ID NLM: 0151115
Informations de publication
Date de publication:
05 2021
05 2021
Historique:
received:
08
07
2020
accepted:
23
11
2020
revised:
18
11
2020
pubmed:
10
2
2021
medline:
1
10
2021
entrez:
9
2
2021
Statut:
ppublish
Résumé
Fungi are important resources for drug development, as they have a diversity of genes, that can produce novel secondary metabolites with effective bioactivities. Here, five depsidone-based analogs were isolated from the rice media of Chaetomium brasiliense SD-596. Their structures were elucidated using NMR and mass spectrometry analysis. Five compounds, including three new depsidone analogs, mollicellin S (1), mollicellin T (2), and mollicellin U (3), and two known compounds, mollicellin D (4) and mollicellin H (5), exhibited significant inhibition against Staphylococcus aureus and methicillin-resistant Staphylococcus aureus (MRSA), with MIC values ranging from 6.25 to 12.5 μg ml
Identifiants
pubmed: 33558649
doi: 10.1038/s41429-020-00398-8
pii: 10.1038/s41429-020-00398-8
doi:
Substances chimiques
Anti-Bacterial Agents
0
Depsides
0
Lactones
0
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
317-323Références
Zhang Q, Li HQ, Zong SC, Gao JM, Zhang AL. Chemical and bioactive diversities of the genus Chaetomium secondary metabolites. Mini Rev Med Chem. 2012;12:127–48.
doi: 10.2174/138955712798995066
Li GY, Li BG, Yang T, Liu GY, Zhang GL. Secondary metabolites from the fungus Chaetomium brasiliense. Helv Chim Acta. 2008;91:124–9.
doi: 10.1002/hlca.200890002
Khumkomkhet P, Kanokmedhakul S, Kanokmedhakul K, Hahnvajanawong C, Soytong K. Antimalarial and cytotoxic depsidones from the fungus Chaetomium brasiliense. J Nat Prod. 2009;72:1487–91.
doi: 10.1021/np9003189
Oh H, Swenson DC, Gloer JB, Wicklow DT, Dowd PF. Chaetochalasin A: a new bioactive metabolite from Chaetomium brasiliense. Tetrahedron Lett. 1998;39:7633–6.
doi: 10.1016/S0040-4039(98)01692-X
Luo R, Liu B, Xie Y, Li Z, Huang W, Yuan J, et al. SOAPdenovo2: an empirically improved memory-efficient short-read de novo assembler. GigaScience. 2012;1:18–18.
doi: 10.1186/2047-217X-1-18
Weber T, Blin K, Duddela S, Krug D, Kim HU, Bruccoleri R, et al. antiSMASH 3.0-a comprehensive resource for the genome mining of biosynthetic gene clusters. Nucleic Acids Res. 2015;43:W237–43.
doi: 10.1093/nar/gkv437
Wang QX, Bao L, Yang XL, Guo H, Yang RN, Ren B, et al. Polyketides with antimicrobial activity from the solid culture of an endolichenic fungus Ulocladium sp. Fitoterapia. 2012;83:209–14.
doi: 10.1016/j.fitote.2011.10.013
Ouyang J, Mao Z, Guo H, Xie Y, Cui Z, Sun J, et al. Mollicellins O-R, four new depsidones isolated from the endophytic fungus Chaetomium sp. Eef-10. Molecules. 2018;23:3218.
doi: 10.3390/molecules23123218
Cai R, Chen S, Long Y, Li C, Huang X, She Z. Depsidones from Talaromyces stipitatus SK-4, an endophytic fungus of the mangrove plant Acanthus ilicifolius. Phytochem Lett. 2017;20:196–9.
doi: 10.1016/j.phytol.2017.04.023
Niu S, Liu D, Hu X, Proksch P, Shao Z, Lin W. Spiromastixones A–O, antibacterial chlorodepsidones from a deep-sea-derived Spiromastix sp. fungus. J Nat Prod. 2014;77:1021–30.
doi: 10.1021/np5000457
Saetang P, Rukachaisirikul V, Phongpaichit S, Preedanon S, Sakayaroj J, Borwornpinyo S, et al. Depsidones and an α-pyrone derivative from Simpilcillium sp. PSU-H41, an endophytic fungus from Hevea brasiliensis leaf. Phytochemistry. 2017;143:115–23.
doi: 10.1016/j.phytochem.2017.08.002
Sisodia R, Geol M, Verma S, Rani A, Dureja P. Antibacterial and antioxidant activity of lichen species Ramalina roesleri. Nat Prod Res. 2013;27:2235–9.
doi: 10.1080/14786419.2013.811410
Sultana N, Afolayan AJ. A new depsidone and antibacterial activities of compounds from Usnea undulata Stirton. J Asian Nat Prod Res. 2011;13:1158–64.
doi: 10.1080/10286020.2011.622720
Sweidan A, Chollet-Krugler M, Sauvager A, van de Weghe P, Chokr A, Bonnaure-Mallet M, et al. Antibacterial activities of natural lichen compounds against Streptococcus gordonii and Porphyromonas gingivalis. Fitoterapia. 2017;121:164–9.
doi: 10.1016/j.fitote.2017.07.011
Armaleo D, Sun X, Culberson C. Insights from the first putative biosynthetic gene cluster for a lichen depside and depsidone. Mycologia. 2011;103:741–54.
doi: 10.3852/10-335
Kroken S, Glass NL, Taylor JW, Yoder OC, Turgeon BG. Phylogenomic analysis of type I polyketide synthase genes in pathogenic and saprobic ascomycetes. Proc Natl Acad Sci USA. 2003;100:15670–5.
doi: 10.1073/pnas.2532165100
Ibrahim SRM, Mohamed GA, Al Haidari RA, El-Kholy AA, Zayed MF, Khayat MT. Biologically active fungal depsidones: Chemistry, biosynthesis, structural characterization, and bioactivities. Fitoterapia. 2018;129:317–65.
doi: 10.1016/j.fitote.2018.04.012
Klaiklay S, Rukachaisirikul V, Aungphao W, Phongpaichit S, Sakayaroj J. Depsidone and phthalide derivatives from the soil-derived fungus Aspergillus unguis PSU-RSPG199. Tetrahedron Lett. 2016;57:4348–51.
doi: 10.1016/j.tetlet.2016.08.040
Zhang Y, Mu J, Feng Y, Wen L, Han J. Four chlorinated depsidones from a seaweed-derived strain of Aspergillus unguis and their new biological activities. Nat Prod Res. 2014;28:503–6.
doi: 10.1080/14786419.2013.879305