The glutarimide antibiotic 9-methylstreptimidone: Structure, biogenesis and biological activity

1976 ◽  
Vol 29 (3) ◽  
pp. 673 ◽  
Author(s):  
MS Allen ◽  
AM Becker ◽  
RW Rickards

The antibiotic responsible for the high antiyeast and antifungal activity of a streptomycete fermentation is shown to be the 9-methyl derivative (1) of streptimidone (2). The conjugated diene system in (1) is assigned the 6E,8Z stereochemistry. Evidence is presented for the biogenetic origin of the 9-methyl group in this streptimidone homologue, and its antifungal activity is compared with that of streptimidone and other fungicides.

2019 ◽  
Vol 70 (10) ◽  
pp. 3603-3610
Author(s):  
Madalina Mihalache ◽  
Cornelia Guran ◽  
Aurelia Meghea ◽  
Vasile Bercu ◽  
Ludmila Motelica ◽  
...  

The three copper complexes having a-ketoglutaric acid (H2A) and 1- (o-tolyl) biguanide (TB) ligands have been synthesized and characterized. The proposed formulas for these complexes are: [Cu(TB)(HA)]Cl (C1), [Cu(TB)(HA)CH3COO]�H2O (C2) and [Cu(TB)(HA)](NO3) (C3) where HA represents deprotonated H2A. The complexes obtained were tested for antibacterial activity against Staphylococcus aureus ATCC 25923 and Pseudomonas aeruginosa ATCC 27853, antifungal activity on Candida albicans ATCC 10231 and antitumor activity on HeLa tumor cells. Due to the antitumor, antifungal, antimicrobial activity and inhibition of inert substrate adhesion, complexes synthesized could be used for potential therapeutic applications.


ChemMedChem ◽  
2016 ◽  
Vol 11 (8) ◽  
pp. 881-892 ◽  
Author(s):  
Yen Chin Koay ◽  
Nicole L. Richardson ◽  
Samantha S. Zaiter ◽  
Jessica Kho ◽  
Sheena Y. Nguyen ◽  
...  

2008 ◽  
Vol 63 (10) ◽  
pp. 1223-1230 ◽  
Author(s):  
Imran Sajid ◽  
Khaled A. Shaaban ◽  
Holm Frauendorf ◽  
Shahida Hasnain ◽  
Hartmut Laatscha

AbstractVal-Geninthiocin (2), a new member of thiopeptide antibiotics, was isolated from the mycelium of Streptomyces sp. RSF18, along with the closely related geninthiocin (1) and the macrolide, chalcomycin. By intensive NMR and MS studies, Val-geninthiocin (2) was identified as desoxygeninthiocin, a thiopeptide, containing several oxazole and thiazole units and a number of unusual amino acids. Compound 2 shows potent activity against Gram-positive bacteria and minor antifungal activity, while it is not effective against Gram-negative bacteria or microalgae. Here we describe the fermentation, isolation and structure elucidation as well as the biological activity of 2.


2002 ◽  
Vol 8 (5) ◽  
pp. 269-274 ◽  
Author(s):  
V. Zelenák ◽  
K. Györyová ◽  
D. Mlynarcík

The antibacterial and antifungal activity of zinc(II) carboxylates with composition Zn(RCOO)2•nH2O(R =H-, CH3− , CH3CH2CH2- , (CH3)2CH- , XCH2- , X=Cl, Br, I, n=0 or 2), [ZnX2(Nia+CH2COO-)2] (Nia=nicotinamide, X=Cl, Br, I) and [Zn(XCH2COO)2(Caf)2]•2H2O (Car=caffeine, X=Cl, Br) is studied against bacterial strains Staphylococcus aureus, Escherichia coli and yeast Candida albicans. The structural types are assigned to the prepared compounds and the influence of (i) carboxylate chain length, (ii) substitution of hydrogen atom of carboxylate by halogen and (iii) presence of N-donor organic ligands on the biological activity is discussed.


2014 ◽  
Vol 2014 ◽  
pp. 1-12 ◽  
Author(s):  
Gauri D. Bajju ◽  
Sunil Kumar Anand ◽  
Gita Devi

A series of 5,10,15,20-tetraphenylporphinatozirconium(IV) acetylacetonatophenolates containing different phenols as axial ligands [Zr(TPP)(Y)(X)] (TPP = 5,10.15,20-tetraphenyl-21H, 23H-porphine; Y = acac; X = different phenolates) have been synthesized and characterized by various spectrochemical studies. The complexes were also screened for antimicrobial activities. Antifungal activity of some adducts has been carried out against the fungal strain Sclerotium rolfsii. Most of the complexes have shown good antibacterial activity.


1988 ◽  
Vol 52 (6) ◽  
pp. 1415-1423 ◽  
Author(s):  
Tetsu ANDO ◽  
Yasushi OGURA ◽  
Masaaki UCHIYAMA

1987 ◽  
Vol 51 (10) ◽  
pp. 2691-2694 ◽  
Author(s):  
Tetsu ANDO ◽  
Mizue KOIKE ◽  
Masaaki UCHIYAMA ◽  
Hiroshi KUROKO

2021 ◽  
Vol 101 (1) ◽  
pp. 19-26
Author(s):  
А.А. Sinitsyna ◽  
◽  
S.G. Il’yasov ◽  

Today 3,7,10-trioxo-2,4,6,8,9,11-hexaaaza[3.3.3]propellane (THAP) has not yet received widespread re-search attention due to the complexity of the synthesis. This work is devoted to the development of a method for the THAP derivatives synthesis, as well as to the study of their biological activity in comparison with al-kyl-substituted glycolurils (subject of comparison). ТНАРwas N-alkylated to furnish novel hexaalkyl deriva-tives of ТНАРwith methyl, ethyl and propyl substituents. The conditionsfor obtaining the maximum yield of the target productwere optimizedon the base of methyl derivative. The reaction proceeded in DMSO/КОНat 75–80ºC for 13hours in a moderate yield of 56%. The ethyl and propyl derivatives of ТНАРwere synthe-sized under the same conditions. The biological activity of the obtained ТНАРalkyl derivatives and glycoluril alkyl derivatives was evaluated against Sporosarcina ureae, Bacillus pumilus, Salmonella typhimurium and Staphylococcus aureus bacteria and influenza A virus. All the samples were found to exhib-it antibacterial activity against Staphylococcus aureus.It was shown that 2,4,6,8,9,11-hexapropyl-ТНАР, di-tert-butyl-diphenyl-, di-tert-butyl-dibenzyl-, di-tert-butyl-dimethyl-and di-isopropyl-dibenzylglycoluril, have exhibited also toxicity to living cells besides antiviral activity


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