Unique diketopiperazine dimers from the insect pathogenic fungus Verticillium hemipterigenum BCC 1449.
[structure: see text]. Vertihemiptellides A (1) and B (2), unique diketopiperazine dimers, were isolated from the insect pathogenic fungus Verticillium hemipterigenum BCC 1449. Structures of these compounds were elucidated by NMR and mass spectral analysis, and the stereochemistry of 1 was determined by X-ray crystallography. The absolute stereochemistry of bisdethiodi(methylthio)-1-demethylhyalodendrin (3), previously isolated from the same fungus, was revised to the (3R,6R) configuration.
Isaka
Masahiko
M
National Center for Genetic Engineering and Biotechnology (BIOTEC), Thailand Science Park, 113 Phaholyothin Road, Klong Luang, Pathumthani 12120, Thailand. isaka@biotec.or.th
Palasarn
Somporn
S
Rachtawee
Pranee
P
Vimuttipong
Saovaluk
S
Kongsaeree
Palangpon
P
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D018360:Crystallography, X-Ray; D054659:Diketopiperazines; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D007313:Insecta; D008968:Molecular Conformation; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000254:growth & development; D019906:Nuclear Magnetic Resonance, Biomolecular; D010879:Piperazines / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D010963:Plasmodium falciparum / Q000187:drug effects; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured; D020172:Verticillium / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D054659:Diketopiperazines; D010879:Piperazines; C508003:vertihemiptellide A; C508004:vertihemiptellide B