Isolation, structural elucidation, biological properties, and biosynthesis of maleimycin, a new bicyclic maleimide antibiotic isolated from the culture filtrates of Streptomyces showdoensis. 14

Biochemistry ◽  
1973 ◽  
Vol 12 (24) ◽  
pp. 4992-4997 ◽  
Author(s):  
Erich F. Elstner ◽  
Douglas M. Carnes ◽  
Robert J. Suhadolnik ◽  
George P. Kreishman ◽  
Martin P. Schweizer ◽  
...  
2008 ◽  
Vol 2 ◽  
pp. 1177391X0800200 ◽  
Author(s):  
Anna Andolfi ◽  
Alessio Cimmino ◽  
Pietro Lo Cantore ◽  
Nicola Sante Iacobellis ◽  
Antonio Evidente

Pseudomonas tolaasii, P. reactans and Burkholderia gladioli pv. agaricicola, are responsible of diseases on some species of cultivated mushrooms. The main bioactive metabolites produced by both Pseudomonas strains are the lipodepsipeptides (LDPs) tolaasin I and II and the so called White Line Inducing Principle (WLIP), respectively, LDPs which have been extensively studied for their role in the disease process and for their biological properties. In particular, their antimicrobial activity and the alteration of biological and model membranes (red blood cell and liposomes) was established. In the case of tolaasin I interaction with membranes was also related to the tridimensional structure in solution as determined by NMR combined with molecular dynamic calculation techniques. Recently, five news minor tolaasins, tolaasins A-E, were isolated from the culture filtrates of P. tolaasii and their chemical structure was determined by extensive use of NMR and MS spectroscopy. Furthermore, their antimicrobial activity was evaluated on target micro-organisms (fungi–-including the cultivated mushrooms Agaricus bisporus, Lentinus edodes, and Pleurotus spp.–-chromista, yeast and bacteria). The Gram positive bacteria resulted the most sensible and a significant structure-activity relationships was apparent. The isolation and structure determination of bioactive metabolites produced by B. gladioli pv. agaricicola are still in progress but preliminary results indicate their peptide nature. Furthermore, the exopolysaccharide (EPS) from the culture filtrates of B. gladioli pv. agaricicola, as well as the O-chain and lipid A, from the lipo-polysaccharide (LPS) of the three bacteria, were isolated and the structures determined.


1988 ◽  
Vol 41 (12) ◽  
pp. 1774-1779 ◽  
Author(s):  
ROBERT E. SCHWARTZ ◽  
JERROLD LIESCH ◽  
OTTO HENSENS ◽  
LAURETTA ZITANO ◽  
SUE HONEYCUTT ◽  
...  

1997 ◽  
Vol 50 (7) ◽  
pp. 551-555 ◽  
Author(s):  
MASASHI UEKI ◽  
ATSUSHI KUSUMOTO ◽  
MUHAMMAD HANAFI ◽  
KOZO SHIBATA ◽  
TOSHIO TANAKA ◽  
...  

1994 ◽  
Vol 5 (5) ◽  
pp. 331-339 ◽  
Author(s):  
R. Traber ◽  
H. Kobel ◽  
H.-R. Loosli ◽  
H. Senn ◽  
B. Rosenwirth ◽  
...  

From fermentations of Tolypocladium niveum supplemented with D-threonine, a novel natural cyclosporin, [Melle4]cyclosporin, was isolated. Its structural elucidation is based on amino acid analysis and spectroscopic data; the amino acid sequence was deduced from two-dimensional NMR investigations applied to the iso-derivative of [Melle4]cyclosporin which, in contrast to the natural product, is present as one homogenous conformation in solution. We show that one of the four N-methyl-L-leucine units of cyclosporin A, namely that in position 4, is replaced by N-methyl-L-isoleucine. The putative mechanism by which D-threonine induces in vivo biosynthesis of [Melle4]cyclosporin is discussed. In vitro biosynthesis of [Melle4]cyclosporin was achieved using the previously described enzymatic system [Lawen and Traber (1993) J Biol Chem268: 20452–20465], thereby demonstrating the high affinity of cyclosporin synthetase for isoleucine in position 4. In a long series of cyclosporins obtained by in vitro and in vivo biosynthesis, [Melle4]cyclosporin represents the first example that is devoid of immunosuppressive efficacy while retaining strong binding to cyclophilin. It exerts potent in vitro anti-HIV-1 activity.


1987 ◽  
Vol 40 (3) ◽  
pp. 266-274 ◽  
Author(s):  
SWAPAN KUMAR ROY ◽  
YOSHIO INOUYE ◽  
SHOSHIRO NAKAMURA ◽  
JUN FURUKAWA ◽  
SHIGENOBU OKUDA

1959 ◽  
Vol 5 (4) ◽  
pp. 317-321 ◽  
Author(s):  
A. Funk ◽  
P. V. Divekar

Streplomyces caeruleus has been shown to produce a hitherto unknown antibiotic to which the name caerulomycin has been given. This was first obtained from a fresh isolate (PRL 1687), and subsequently, after the strain had been identified, from an authentic culture of S. caeruleus. It was extracted from culture filtrates with ether and purified as a colorless crystalline amphoteric substance, C12H11O2N3, which inhibited the growth of some filamentous fungi and yeasts and had weak activity against certain bacteria.


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