title: Structure-activity relationships of ganoderma acids from Ganoderma lucidum as aldose reductase inhibitors.
abstract: A series of lanostane-type triterpenoids, known as ganoderma acids were isolated from the fruiting body of Ganoderma lucidum. Some of these compounds were identified as active inhibitors of the in vitro human recombinant aldose reductase. To clarify the structural requirement for inhibition, some structure-activity relationships were determined. Our structure-activity studies of ganoderma acids revealed that the OH substituent at C-11 is an important feature and the carboxylic group in the side chain is essential for the recognition of aldose reductase inhibitory activity. Moreover, double bond moiety at C-20 and C-22 in the side chain contributes to improving aldose reductase inhibitory activity. In the case of ganoderic acid C2, all of OH substituent at C-3, C-7 and C-15 is important for potent aldose reductase inhibition. These results provide an approach to understanding the structural requirements of ganoderma acids from G. lucidum for aldose reductase inhibitor. This understanding is necessary to design a new-type of aldose reductase inhibitor.
authors: Department of Chemistry, Faculty of Mathematics and Natural Sciences, Sepuluh Nopember Institute of Technology, Kampus ITS-Sukolilo, Surabaya 60111, Indonesia.
authors: Sri
authors: S
authors: Fatmawati
authors: Kuniyoshi
authors: K
authors: Shimizu
authors: Ryuichiro
authors: R
authors: Kondo
mesh_terms: D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors* / Q000235:genetics / Q000378:metabolism; D004789:Enzyme Activation / Q000187:drug effects; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors / Q000235:genetics / Q000378:metabolism; D020940:Reishi / Q000378:metabolism*; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology
chemical_list: D004791:Enzyme Inhibitors; D011994:Recombinant Proteins; D014315:Triterpenes; C557338:ganoderic acid C2; D000449:Aldehyde Reductase