ABSTRACT
A new inhibitor of leukotriene biosynthesis, (+)-10 alpha-hydroxy-4-muurolen-3-one (1), was isolated from fermentations of Favolaschia sp. 87129. Its structure was established by spectroscopic methods. The compound exhibited no antifungal or antibacterial activities. The effects of 1 on leukotriene biosynthesis were compared with (+)-T-cadinol, (-)-3-oxo-T-cadinol, and (+)-3 alpha-hydroxy-T-cadinol, three related sesquiterpenes.
Subject(s)
Antineoplastic Agents, Phytogenic/chemistry , Antineoplastic Agents, Phytogenic/toxicity , Leukocytes/metabolism , Leukotrienes/biosynthesis , Polyporaceae , Sesquiterpenes/chemistry , Animals , Antineoplastic Agents, Phytogenic/isolation & purification , Calcium/pharmacology , Cell Line , Cell Survival/drug effects , Dinoprostone/biosynthesis , Dinoprostone/blood , Fermentation , HL-60 Cells , HeLa Cells , Humans , In Vitro Techniques , Leukemia L1210 , Leukocytes/drug effects , Leukotriene Antagonists , Leukotriene C4/biosynthesis , Leukotriene C4/blood , Mice , Molecular Conformation , Molecular Structure , Rats , Sesquiterpenes/isolation & purification , Sesquiterpenes/pharmacologyABSTRACT
Three known sesquiterpenoids of the lactarane and secolactarane type, deoxylactarorufin A (1), blennin A (2) and blennin C (3), have been obtained from cultures of Lentinellus cochleatus (Basidiomycetes) together with the new metabolites (Z)-2-chloro-3-(4-methoxyphenyl)-2-propen-1-ol (4) and lentinellone (5), a protoilludane derivative. The structures were determined by spectroscopic investigations. 1, 2 and 3 are potent inhibitors of leukotriene biosynthesis in rat basophilic leukemia (RBL-1) cells and human peripheral blood leukocytes (PBL).
Subject(s)
Anti-Bacterial Agents/pharmacology , Antifungal Agents/pharmacology , Basidiomycota , Leukocytes/metabolism , Leukotrienes/biosynthesis , Sesquiterpenes/pharmacology , Animals , Anti-Bacterial Agents/chemistry , Anti-Bacterial Agents/isolation & purification , Antifungal Agents/chemistry , Antifungal Agents/isolation & purification , Bacteria/drug effects , Basidiomycota/growth & development , Basidiomycota/metabolism , Cell Line , Chromatography, Thin Layer/methods , Culture Media , Dinoprostone/biosynthesis , Dinoprostone/blood , Fermentation , Fungi/drug effects , Humans , Leukemia, Basophilic, Acute , Leukocytes/drug effects , Leukotriene Antagonists , Leukotriene B4/biosynthesis , Leukotriene B4/blood , Leukotriene C4/biosynthesis , Leukotriene C4/blood , Microbial Sensitivity Tests , Molecular Structure , Rats , Sesquiterpenes/chemistry , Sesquiterpenes/isolation & purificationABSTRACT
The structures of six new drimance sesquiterpenoids, mniopetals A-F, were elucidated by a combination of chemical and spectroscopic methods. The mniopetals are inhibitors of RNA-directed DNA-polymerases.
Subject(s)
4-Butyrolactone/analogs & derivatives , Basidiomycota/metabolism , Reverse Transcriptase Inhibitors , Tetrahydronaphthalenes/chemistry , 4-Butyrolactone/chemistry , Magnetic Resonance Spectroscopy , Molecular StructureABSTRACT
Six novel enzyme inhibitors of RNA-directed DNA-polymerases of human immunodeficiency-, avian myeloblastosis and murine leukemia viruses were isolated from fermentations of a canadian Mniopetalum species. They were named mniopetals A, B, C, D, E and F. Their structures were elucidated by spectroscopic methods. The compounds, in addition to their inhibitory activities on reverse transcriptases, exhibit antimicrobial and cytotoxic properties.
