Isolation, antimicrobial activity, and absolute configuration of the furylidene tetronic acid core of pestalotic acids A–G

2012 ◽  
Vol 10 (27) ◽  
pp. 5307 ◽  
Author(s):  
Fan Zhang ◽  
Gang Ding ◽  
Li Li ◽  
Xiaoyue Cai ◽  
Yikang Si ◽  
...  
Planta Medica ◽  
2011 ◽  
Vol 77 (12) ◽  
Author(s):  
A Debbab ◽  
R Bara ◽  
A Pretsch ◽  
R Edrada Ebel ◽  
V Wray ◽  
...  

2008 ◽  
Vol 71 (6) ◽  
pp. 1032-1036 ◽  
Author(s):  
Armando M. Pomini ◽  
Anita J. Marsaioli

2004 ◽  
Vol 59 (5-6) ◽  
pp. 389-392 ◽  
Author(s):  
Fatih Demirci ◽  
Yoshiaki Noma ◽  
Neş’e Kırımer ◽  
K. Hüsnü Can Başera

The cyclic monoterpene ketone (−)-carvone was metabolized by the plant pathogenic fungus Absidia glauca. After 4 days of incubation, the diol 10-hydroxy-(+)-neodihydrocarveol was formed. The absolute configuration and structure of the crystalline substance was identified by means of X-ray diffraction and by spectroscopic techniques (MS, IR and NMR). The antimicrobial activity of the substrate and metabolite was assayed with human pathogenic microorganisms.


1987 ◽  
Vol 40 (7) ◽  
pp. 1327 ◽  
Author(s):  
RJ Capon ◽  
JK Macleod

A new sesterterpene tetronic acid* (2), exhibiting antimicrobial activity, has been isolated from an Australian Ircinia species. The structure elucidation was based on detailed spectroscopic analysis of (2), its acetate (3), and two methylated derivatives (4) and (5).


1995 ◽  
Vol 48 (11) ◽  
pp. 1899 ◽  
Author(s):  
L Murray ◽  
H Hamit ◽  
JNA Hooper ◽  
L Hobbs ◽  
RJ Capon

A new sesterterpene tetronic acid (5) exhibiting antimicrobial activity has been isolated from an Australian marine sponge, Psammocinia sp., and its structure secured by detailed spectroscopic analysis. The tetronic acid (5) possesses almost identical spectroscopic characteristics to, and is a structural isomer of, the known marine natural product (6) previously reported from an Australian sponge.


Marine Drugs ◽  
2020 ◽  
Vol 18 (11) ◽  
pp. 532
Author(s):  
Chunxiao Sun ◽  
Ziping Zhang ◽  
Zilin Ren ◽  
Liu Yu ◽  
Huan Zhou ◽  
...  

Three new aspochracin-type cyclic tripeptides, sclerotiotides M–O (1–3), together with three known analogues, sclerotiotide L (4), sclerotiotide F (5), and sclerotiotide B (6), were obtained from the ethyl acetate extract of the fungus Aspergillus insulicola HDN151418, which was isolated from an unidentified Antarctica sponge. Spectroscopic and chemical approaches were used to elucidate their structures. The absolute configuration of the side chain in compound 4 was elucidated for the first time. Compounds 1 and 2 showed broad antimicrobial activity against a panel of pathogenic strains, including Bacillus cereus, Proteus species, Mycobacterium phlei, Bacillus subtilis, Vibrio parahemolyticus, Edwardsiella tarda, MRCNS, and MRSA, with MIC values ranging from 1.56 to 25.0 µM.


1980 ◽  
Vol 58 (15) ◽  
pp. 1605-1607 ◽  
Author(s):  
Sheila M. Tenneson ◽  
Bernard Belleau

Starting from D-threonine, an asymmetric synthesis of the dextrorotatory bioactive enantiomer of 3-methyl-7-phenylacetamido-O-2-isocephem was accomplished. The key step, where asymmetric cycloaddition of azidoacetyl chloride to the cinnamylidene Schiff base of protected D-threonine is induced, generates the desired cis-β-lactam in 90% optical yield. The absolute configuration of the final product was confirmed by comparing its antimicrobial activity with that of its corresponding racemate.


1989 ◽  
Vol 42 (10) ◽  
pp. 1805 ◽  
Author(s):  
V Liokas ◽  
MJ Garson ◽  
JA Carver

A tetronic acid (5), 5-[13-(furan-3-yl)-2,6,10-trimethyltrideca-2,6,8-trienyl]-4-hydroxy 3-methylfuran-2(5H)-one,* with weak antimicrobial activity has been isolated from the sponge Psammocinia sp. and characterized by analysis of 1H and 13C n.m.r. data including 'H-1H correlation (COSY) experiments. The compound may be identical to a tetronic acid isolated by the Roche group, previously assigned structure (3).


Planta Medica ◽  
2008 ◽  
Vol 74 (09) ◽  
Author(s):  
L Araujo ◽  
N Padilla ◽  
GG Llanos ◽  
IL Bazzocchi ◽  
L Moujir

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