Eremophilane-type sesquiterpenes from the fungus Xylaria sp. BCC 21097.
Seven new eremophilane-type sesquiterpenoids (1-5, 7, and 8) and the known mairetolide F (6) were isolated from the endophytic Xylaria sp. BCC 21097. A new furofurandione (9) was also isolated from the fungal extract. The structures of the new compounds were elucidated by analyses of NMR spectroscopic and mass spectrometry data in combination with chemical reaction studies. Eremophilanolides possessing an alpha-methylene-gamma-lactone (1-3) exhibited moderate cytotoxic activities, while related analogues bearing an endo double bond (6 and 7) were inactive.
Isaka
Masahiko
M
National Center for Genetic Engineering and Biotechnology (BIOTEC), 113 Thailand Science Park, Phaholyothin Road, Klong Luang, Pathumthani 12120, Thailand. isaka@biotec.or.th
Chinthanom
Panida
P
Boonruangprapa
Tanapong
T
Rungjindamai
Nattawut
N
Pinruan
Umpava
U
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D002522:Chlorocebus aethiops; D018432:Drug Resistance, Multiple / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D005260:Female; D006801:Humans; D007624:KB Cells; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D019906:Nuclear Magnetic Resonance, Biomolecular; D010963:Plasmodium falciparum / Q000187:drug effects; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013785:Thailand; D014709:Vero Cells; D013098:Xylariales / Q000737:chemistry*
D000970:Antineoplastic Agents; D012717:Sesquiterpenes