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Vertihemipterin A, the ascochlorin glycoside, and its aglycone, 4',5'-dihydro-4'-hydroxyascochlorin, were isolated from the insect pathogenic fungus Verticillium hemipterigenum BCC 2370. A new analog, 8'-hydroxyascochlorin, and five known compounds, ascochlorin, LL-Z1272zeta, 8',9'-dehydroascochlorin, ascofuranone and ascofuranol, were also isolated from the same fermentation broth. Structures of these compounds were elucidated by spectroscopic methods. Stereochemistry of the known compound, 4',5'-dihydro-4'-hydroxyascochlorin, was addressed by NMR spectral analyses and the modified Mosher's method. Antiviral (HSV-1) and cytotoxic activities of these ascochlorin analogs were evaluated.

Vertihemipterin A, ascochlorins

NCBI PubMed ID: 15032480
Publication DOI: 10.7164/antibiotics.57.10
Journal NLM ID: 0151115
Publisher: London: Nature Publishing Group
Correspondence: isaka@biotec.or.th
Institutions: Department of Chemistry, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand, National Center for Genetic Engineering and Biotechnology (BIOTEC), 113 Phaholyothin Road, Klong 1, Klong Luang, Pathumthani 12120, Thailand
Methods: 13C NMR, 1H NMR, methylation, NMR-2D, IR, sugar analysis, acid hydrolysis, HPLC, UV, ESI-TOF-MS

Background: Natural products acquire vast and intriguing structural diversity and have been recognized as a tremendously diverse source of new lead compounds. Numerous bioactive secondary metabolites are present in the form of glycosylated molecules in which the sugar parts are normally associated with the interaction along with molecular recognition of the cellular target. Scope and approach: The presence of sugar entities are crucial as well as in some cases necessary, for therapeutic effects. Establishing novel and potent glycosylated secondary metabolites has formed a main goal in the natural product field from fungi and bacteria. These compounds possess a diverse range of sugar units. Key findings and conclusions: Fungi is considered one of the important sources for approved drugs with a diverse range of mode of action. The sugar part in numerous pharmacologically active natural products enhances bioavailability, biological potential, reduce toxicity, and improve stability. The vast majority of glyocosides showed antimicrobial effects, cytotoxic, antiviral and antiinflammatory effects. Notably, numerous fungal glycosides presented in this review illustrate significant antimicrobial effects towards various microorganisms especially against plant pathogens. The antimicrobial effects of these fungal glycosides indicate that these metabolites could be employed as natural preservatives in food in order to abolish or control the growth of pathogenic and spoilage microorganisms.

glycoside, antimicrobial, fungi, food preservative, secondary metabolites

Publication DOI: 10.1016/j.tifs.2021.02.029
Journal NLM ID: 9426004
Publisher: Cambridge, UK: Elsevier Trends Journals
Correspondence: Hussain H ; Hussain H ; Xiao J ; Xiao J
Institutions: Department of Bioorganic Chemistry, Leibniz Institute of Plant Biochemistry, Halle (Saale), Germany, Institute of the Chemistry of Plant Substances of the Academy Sciences of Uzbekistan, Tashkent, Uzbekistan, School of Pharmaceutical Sciences and Key Laboratory for Applied Technology of Sophisticated Analytical Instruments of Shandong Province, Shandong Analysis and Test Center, Qilu University of Technology (Shandong Academy of Sciences), Jinan, China, Department Materials Engineering, National University of Sciences and Technology (NUST) H12, Islamabad, Pakistan, Department of Chemistry and Polymer Science, University of Stellenbosch, Matieland, South Africa, Key Laboratory of Coarse Cereal Processing, Ministry of Agriculture and Rural Affairs, Chengdu University, Chengdu, China, Nutrition and Bromatology Group, Department of Analytical Chemistry and Food Science, Faculty of Food Science and Technology, University of Vigo - Ourense Campus, Ourense, Spain

This review deals with the isolation and structure elucidation of meroterpenoids (natural products of mixed biosynthetic origin which are partially derived from terpenoids) from higher and lower fungi, and discusses biosynthetic studies and biological activities as appropriate. It describes 333 fungal meroterpenoids and cites 195 references

biological activity, meroterpenoids, endophytic fungi

NCBI PubMed ID: 19636450
Publication DOI: 10.1039/b820413f
Journal NLM ID: 8502408
Publisher: London: Royal Society of Chemistry
Correspondence: rmgeris@ufba.br
Institutions: Instituto de Química, Universidade Federal da Bahia, Bahia, Brasil, School of Chemistry, University of Bristol, Bristol, UK

Insect pathogenic fungi have opened up a relatively untapped area of natural product research which, unfortunately, has not received much attention to date. Found in wild abundance in wet tropical Thailand, the insect fungi are shown to contribute not only as controllers of insect populations but also as rich sources of structurally novel biologically active substances

biological activity, Cordyceps, insect pathogenic fungi, trichotecenes

NCBI PubMed ID: 16231877
Publication DOI: 10.1021/ar040247r
Journal NLM ID: 0157313
Publisher: Washington, DC: American Chemical Society
Correspondence: Thebtaranonth Y
Institutions: National Center for Genetic Engineering and Biotechnology (BIOTEC), Thailand Science Park, Klong Luang, Thailand