ABSTRACT
Sterostreins F-O (1-10), 10 illudalanes and norilludalanes, were isolated from cultures of the Basidiomycete Stereum ostrea BCC 22955. Their structures were elucidated by analyses of the NMR spectroscopic and mass spectrometry data. Sterostreins M (8), N (9), and O (10) are pyridine-containing illudalanes.
Subject(s)
Basidiomycota/chemistry , Basidiomycota/growth & development , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purification , Culture Techniques , Magnetic Resonance SpectroscopyABSTRACT
Sterostreins A-E (1, 2, 3a/3b, 4, and 5), five novel terpenoids, were isolated from cultures of the mushroom fungus Stereum ostrea BCC 22955. Sterostrein A (1) exhibited antimalarial activity (IC(50) 2.3 µg/mL) and cytotoxicity (IC(50) 5.3-38 µg/mL).
Subject(s)
Antimalarials/pharmacology , Fungi/metabolism , Mycobacterium tuberculosis/drug effects , Plasmodium falciparum/drug effects , Terpenes/pharmacology , Antimalarials/chemistry , Antimalarials/isolation & purification , Cell Survival/drug effects , Dose-Response Relationship, Drug , Fungi/chemistry , Humans , KB Cells , Microbial Sensitivity Tests , Molecular Conformation , Stereoisomerism , Structure-Activity Relationship , Terpenes/chemistry , Terpenes/isolation & purificationABSTRACT
Five new ES-242 analogues ( 1- 5) were isolated together with nine known compounds ( 6- 14) from the insect pathogenic fungus Cordyceps sp. BCC 16173. A closely related strain, BCC 16176, provided cordyheptapeptide A ( 15) and small amount of its new analogue, cordyheptapeptide B ( 16), along with known ES-242s. Structures of the new bioxanthracenes, 1- 5, were determined to be 6'- O-desmethyl analogues of 6 (ES-242-4), 8, 9 (ES-242-2), 12, and 13, respectively, primarily by spectroscopic analyses. Cordyheptapeptide B ( 16) has an N-methyl- l-phenylalanine residue instead of the N-methyl- l-tyrosine in 15.
