ABSTRACT
A new prenylaromadendrane-type diterpene, olibanumol D (1), and three new oleanane- and lupane-type triterpenes, olibanumols E (2), F (3), and G (4), were isolated from the traditional Egyptian medicine olibanum, the exuded gum-resin from Boswellia carterii Birdw. Their structures were established mainly on the basis of 1D and 2D NMR spectral data. Compounds 1 and 2 exhibited nitric oxide production inhibitory activity in lipopolysaccharide-activated mouse peritoneal macrophages.
Subject(s)
Boswellia/chemistry , Diterpenes/chemistry , Resins, Plant/chemistry , Terpenes/chemistry , Triterpenes/chemistry , Animals , Cells, Cultured , Diterpenes/pharmacology , Lipopolysaccharides/pharmacology , Macrophages, Peritoneal/drug effects , Macrophages, Peritoneal/metabolism , Mice , Nitric Oxide/biosynthesis , Plant Exudates/chemistry , Plant Exudates/pharmacology , Resins, Plant/pharmacology , Terpenes/pharmacology , Triterpenes/pharmacologyABSTRACT
Four new ursane-type triterpenes, olibanumols K (1), L (2), M (3), and N (4), were isolated from traditional Egyptian medicine olibanum, the exuded gum-resin from Boswellia carterii BIRDW. Their structures were elucidated on the basis of chemical and physicochemical evidence.
Subject(s)
Boswellia/chemistry , Plant Extracts/chemistry , Resins, Plant/chemistry , Triterpenes/chemistry , Egypt , Medicine, Traditional , Molecular Structure , Plant Extracts/isolation & purification , Resins, Plant/isolation & purification , Triterpenes/isolation & purificationABSTRACT
Three new monoterpenes, olibanumols A (1), B (2), and C (3), and three new triterpenes, olibanumols H (4), I (5), and J (6), were isolated from olibanum, the exuded gum-resin from Boswellia carterii BIRDW. Their structures including the absolute configuration were determined by chemical and physicochemical evidence. Among the constituents, olibanumols A (1), H (4), and I (5), and isofouquierol (12) exhibited nitric oxide production inhibitory activity in lipopolysaccharide-activated mouse peritoneal macrophages.
Subject(s)
Boswellia/chemistry , Enzyme Inhibitors/chemistry , Lipopolysaccharides/pharmacology , Macrophages, Peritoneal/drug effects , Monoterpenes/chemistry , Nitric Oxide/metabolism , Triterpenes/chemistry , Animals , Enzyme Inhibitors/isolation & purification , Enzyme Inhibitors/pharmacology , Mice , Monoterpenes/isolation & purification , Monoterpenes/pharmacology , Nitric Oxide Synthase/antagonists & inhibitors , Nitric Oxide Synthase/metabolism , Stereoisomerism , Triterpenes/isolation & purification , Triterpenes/pharmacologyABSTRACT
Two new polypodane-type triterpenes, myrrhanol A and myrrhanone A, were isolated from the 50% aqueous methanolic extract of guggul-gum resin [the resin of Balsamodendron (=Commiphora) mukul HOOK]. The structures of the new constituents, including their absolute configurations, were determined on the basis of chemical and physicochemical evidence.
Subject(s)
Commiphora , Resins, Plant/chemistry , Triterpenes/chemistry , Magnetic Resonance Spectroscopy , Molecular Conformation , Plant Extracts/chemistry , Stereoisomerism , Triterpenes/isolation & purificationABSTRACT
The methanolic extract from guggul-gum resin, the resin of Balsamodendron mukul, was found to inhibit nitric oxide production in lipopolysaccharide-activated mouse peritoneal macrophages (IC(50) = 13 microg/mL). From the methanolic extract, three new polypodane-type triterpenes, myrrhanol B and myrrhanones B and A acetate, and a new octanordammarane-type triterpene, epimansumbinol, were isolated together with 17 known compounds including progesterone and the related steroids. The absolute stereostructures of new triterpenes were elucidated on the basis of chemical and physicochemical evidence. The several constituents showed inhibitory effects on nitric oxide production and induction of inducible nitric oxide synthase.