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Biol Pharm Bull ; 26(4): 462-7, 2003 Apr.
Article in English | MEDLINE | ID: mdl-12673026

ABSTRACT

Five iridoid glycosides, including the two new compounds scropolioside-D(2) (1) and harpagoside-B (2), were isolated from the aerial parts of Scrophularia deserti DEL (Scrophulariaceae). Their structures were elucidated on the basis of spectral data to be 6-O-[2",4"-di-O-acetyl-3"-O-trans-cinnamoyl)-alpha-L-rhamnopyranosyl]-8 alpha-hydroxymethyl-1 alpha,5 beta,6 alpha,7 alpha,9 beta-pentahydro-7(8)-epoxy-2-oxaind-3-ene-1-O-beta-D-glucopyranoside-6'-O-acetate (1) and 5-O-beta-hydroxy-8-O-beta-trans-cinnamoyl-8 alpha-methyl-1,6,7,9-tetrahydro-2-oxaind-3-ene-1-O-beta-D-glucopyranoside (2), respectively. In addition, three more iridoid glycosides, scropolioside-D (3), koelzioside (4), and 8-O-acetyl-harpagide (5), were also isolated and characterized from this source. The biological activity and the structure activity relationship of the compounds were also studied, and scropolioside-D (3) and harpagoside-B (2) were found to possess significant antidiabetic and antiinflammatory activity, respectively.


Subject(s)
Anti-Inflammatory Agents, Non-Steroidal/therapeutic use , Glycosides/therapeutic use , Hypoglycemic Agents/therapeutic use , Iridoids/therapeutic use , Pyrans/therapeutic use , Scrophularia , Animals , Anti-Inflammatory Agents, Non-Steroidal/chemistry , Diabetes Mellitus, Experimental/chemically induced , Diabetes Mellitus, Experimental/drug therapy , Edema/chemically induced , Edema/drug therapy , Female , Glycosides/chemistry , Glycosides/isolation & purification , Hypoglycemic Agents/chemistry , Iridoid Glucosides , Iridoids/chemistry , Iridoids/isolation & purification , Iridoids/pharmacology , Male , Mice , Plant Components, Aerial , Plant Extracts/chemistry , Plant Extracts/isolation & purification , Plant Extracts/therapeutic use , Pyrans/chemistry , Pyrans/isolation & purification , Rats , Rats, Wistar
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