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J Antibiot (Tokyo) ; 59(9): 553-63, 2006 Sep.
Article in English | MEDLINE | ID: mdl-17136888

ABSTRACT

Chemical investigation of the cytotoxic and anti-tuberculosis active butanone extract obtained from the growth media of the marine-derived fungus Beauveria felina led to the isolation of two new destruxins, [beta-Me-Pro] destruxin E chlorohydrin (1) and pseudodestruxin C (3), along with five known cyclic depsipeptides. The structures of the new destruxin derivatives were established by analysis of spectroscopic data, while the absolute configuration of the common amino acid residues was established by Marfey's analysis. The absolute configuration of the 2(R),4(S)-5-chloro-2,4-dihydroxypentanoic acid residue in 1 could be established by application of a J-based configuration method followed by derivatization with R-MPA-Cl and NMR analysis.


Subject(s)
Beauveria/chemistry , Depsipeptides/chemistry , Depsipeptides/isolation & purification , Fungal Proteins/chemistry , Fungal Proteins/isolation & purification , Mycotoxins/isolation & purification , Amino Acids/analysis , Animals , Antibiotics, Antineoplastic/chemistry , Antibiotics, Antineoplastic/isolation & purification , Antibiotics, Antineoplastic/pharmacology , Antibiotics, Antitubercular/chemistry , Antibiotics, Antitubercular/isolation & purification , Antibiotics, Antitubercular/pharmacology , Cell Line, Tumor , Depsipeptides/pharmacology , Fungal Proteins/pharmacology , Humans , Mice , Molecular Structure , Mycobacterium tuberculosis/drug effects , Mycotoxins/chemistry , Spectrum Analysis
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