13192-04-6Relevant articles and documents
Novel 3-(2-Oxo-2H-benzo[b][1,4]oxazin-3-yl)propanoates from dimethyl-2-oxoglutarate and test of their biological activity
Hachama, Kamel,Khodja, Mohamed,Moulay, Saad,Boutoumi, Hocine,Hennig, Lothar,Sicker, Dieter
, p. 413 - 416 (2013)
Five novel 3-(2-oxo-2H-benzo[b][1,4]oxazin-3-yl)propanoates were synthesized under mild conditions from 2-aminophenols and dimethyl-2- oxoglutarate. Biological assays of these 1,4-benzoxazinones were conducted with three bacterial strains and one yeast. All compounds were active against a Candida albicans ATCC 10231, whereas only methyl 3-(6-methyl-2-oxo-2H-benzo[b] [1,4]oxazin-3-yl)propanoate showed a general moderate activity against the bacterial strains tested.
Metabolic fate of depsides and alkaloid constituents in aqueous extracts from Mercurialis perennis L. during fermentation
Lorenz, Peter,Conrad, Juergen,Stintzing, Florian C.
, p. 1706 - 1723 (2013)
Dog's mercury (Mercurialis perennis L.) is an old medicinal plant, nowadays used in complementary medicine. Aqueous fermented extracts of the plant are being mainly applied in remedies to treat external inflammations, but a thorough phytochemical characterization is still lacking. Therefore, the conversion of characteristic compound classes from M. perennis extracts during fermentation and storage was investigated. The microbial transformation of the two main depsides phaselic acid (=(2R)-O-[(E)-caffeoyl]malic acid; 1) and mercurialis acid (=(2R)-[(E)-caffeoyloxy]glutaric acid; 2) was monitored by HPLC-DAD. The degradation followed a second-order kinetic, and the calculated half-life periods of both constituents were 67 and 30 months, respectively. Several depside metabolites were detected by GC/MS in AcOEt extracts as tBuMe2Si (TBDMS) derivatives after derivatization, mainly dihydrocinnamic acids. Moreover, numerous α-hydroxy acids were found, allegedly as degradation products from amino acids or peptides. The microbial alteration of the main alkaloid hermidin was also examined. After three days of fermentation, three novel N-metabolites were formed and thoroughly assigned in CH2Cl2 extracts as a mixture of 3-ethylhermidin, 3-ethylhermidin quinone, and (E/Z)-3-ethylidenehermidin by GC/MS and NMR methods, as well as by means of total synthesis. A mechanism for the formation of these N-metabolites starting from dimeric hermidin oxidation products is proposed. The obtained results reveal the complex pathways plant constituents may undergo during the fermentation of the extracts. Copyright
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Hachihama,Shono
, (1957)
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Biotechnological properties of sponges from northeast Brazil: Cliona varians as a Biocatalyst for Enantioselective Reduction of Carbonyl Compounds
Riatto, Valéria B.,Victor, Mauricio M.,Sousa, Jaqueline F.,Menegola, Carla
, p. 149 - 157 (2018/12/13)
To research the potential ability of whole marine sponges to act as biocatalysts, this paper describes for the first time the employment of whole Cliona varians sponge in the stereoselective reduction of prochiral α-keto esters and isatin to the corresponding chiral alcohols. The addition of D-fructose, D-glucose or sucrose remarkably increased the conversion ratios and stereoselectivities by this marine sponge. Furthermore, in the presence of D-glucose and D-maltose, the reduction of isatin by C. varians afforded the corresponding 3-hydroxyindolin-2-one with high conversions (85-90percent) and good enantioselectivities (60-74percent). These results showed that the marine sponge presents great potential to be used as biocatalyst for stereoselective reduction of carbonyl compounds.