Bioactive Constituents from Chinese Natural Medicines. XV. Inhibitory Effect on Aldose Reductase and Structures of Saussureosides A and B from Saussurea medusa

• Published in: Chemical & pharmaceutical bulletin Vol. 53; no. 11; pp. 1416 - 1422
• Main Authors: Xie, Haihui, Wang, Tao, Matsuda, Hisashi, Morikawa, Toshio, Yoshikawa, Masayuki, Tani, Tadato
• Format: Journal Article
• Language: English
• Published: TOKYO The Pharmaceutical Society of Japan 01.11.2005; Pharmaceutical Soc Japan; Japan Science and Technology Agency
• Subjects: Aldehyde Reductase - antagonists & inhibitors; aldose reductase inhibitor; Animals; beta-Glucosidase - chemistry; Chemistry; Chemistry, Medicinal; Chemistry, Multidisciplinary; Chromatography, High Pressure Liquid; Enzyme Inhibitors - chemistry; Enzyme Inhibitors - isolation & purification; Enzyme Inhibitors - pharmacology; flavonoid; Glycosides - chemistry; Glycosides - isolation & purification; Glycosides - pharmacology; Hydrolysis; In Vitro Techniques; ionone glycoside; Lens, Crystalline - enzymology; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Pharmacology & Pharmacy; Physical Sciences; Rats; Saussurea - chemistry; Saussurea medusa; saussureoside; Science & Technology; Spectrometry, Mass, Electrospray Ionization; Spectrometry, Mass, Fast Atom Bombardment; Spectrophotometry, Infrared; Spectrophotometry, Ultraviolet; Structure-Activity Relationship; QUINIC ACID; FLAVONOIDS; DIARYLHEPTANOID GLYCOSIDES; ABSOLUTE STEREOSTRUCTURES; RBL-2H3; SESQUITERPENES; Saussurea medusa; aldose reductase inhibitor; NITRIC-OXIDE PRODUCTION; saussurcoside; ionone glycoside; DEGRANULATION; flavonoid; ACID-ESTERS; FLOWERS
• ISSN: 0009-2363; 1347-5223
• DOI: 10.1248/cpb.53.1416

The 80% aqueous acetone extract from the whole plant of Saussurea medusa MAXIM. was found to inhibit rat lens aldose reductase (IC50=1.4 μg/ml). From this extract, flavonoids, lignans, and quinic acid derivatives were isolated together with two new ionone glycosides, saussureosides A and B. Their absolute stereostructures were elucidated on the basis of chemical and physicochemical evidence including the application of modified Mosher's method. In addition, some isolates were found to show an inhibitory effect on aldose reductase.