title: The prenyl group contributes to activities of phytoestrogen 8-prenynaringenin in enhancing bone formation and inhibiting bone resorption in vitro.
abstract: Previous studies have found that 8-prenylflavonoids have a higher osteogenic activity than do flavonoids, which suggested that the 8-prenyl group may play an active role in bone-protective properties. To address this hypothesis, activities of 8-prenylnaringenin (PNG) and naringenin (NG) in osteoblast and osteoclast differentiation and function were compared in vitro. PNG was found to have a stronger ability than NG to improve osteoblast differentiation and osteogenic function in cultured rat calvarial osteoblasts, as demonstrated by levels of alkaline phosphatase activity, osteocalcin, calcium deposition, and the number and area of mineralized bone nodules, as well as mRNA expression of osteogenesis-related genes Bmp-2, OSX, and Runx-2. In addition, although expression of osteoclastogenic inducer receptor activator of nuclear factor kappa-B ligand (RANKL) was not affected, that of osteoclastogenesis inhibitor osteoprotegerin (OPG) and consequently the OPG/RANKL ratio were increased, more potently by PNG than NG. PNG was also found to have a higher potency than NG in inhibiting the osteoclast formation in rabbit bone marrow cells and their resorptive activity, as revealed by lower numbers of osteoclasts formed, lower numbers and areas of bone resorption pits, and lower mRNA expression levels of tartrate-resistant acid phosphatase and cathepsin K. Furthermore, PNG induced apoptosis of mature osteoclasts at a higher degree and at an earlier time than did NG. These results indicate that the 8-prenyl group plays an important role and contributes to the higher bone-protective activity of PNG in comparison with NG.
authors: Institute of Orthopaedics, Lanzhou General Hospital, Lanzhou Command of PLA, Lanzhou 730050, PR China.
authors: Lei-Guo
authors: LG
authors: Ming
authors: Xiang
authors: X
authors: Lv
authors: Xiao-Ni
authors: XN
authors: Ma
authors: Bao-Feng
authors: BF
authors: Ge
authors: Ping
authors: P
authors: Zhen
authors: Peng
authors: P
authors: Song
authors: Jian
authors: J
authors: Zhou
authors: Hui-Ping
authors: HP
authors: Ma
authors: Cory J
authors: CJ
authors: Xian
authors: Ke-Ming
authors: KM
authors: Chen
mesh_terms: D000818:Animals; D017209:Apoptosis / Q000187:drug effects; D001483:Base Sequence; D015519:Bone Density / Q000187:drug effects; D001862:Bone Resorption / Q000235:genetics / Q000378:metabolism / Q000473:pathology / Q000517:prevention & control*; D002454:Cell Differentiation / Q000187:drug effects; D002478:Cells, Cultured; D044950:Flavanones / Q000737:chemistry / Q000494:pharmacology*; D015870:Gene Expression / Q000187:drug effects; D010006:Osteoblasts / Q000166:cytology / Q000187:drug effects / Q000378:metabolism; D010010:Osteoclasts / Q000166:cytology / Q000187:drug effects / Q000378:metabolism; D010012:Osteogenesis / Q000187:drug effects* / Q000235:genetics / Q000502:physiology; D053244:Osteoprotegerin / Q000235:genetics / Q000378:metabolism; D048789:Phytoestrogens / Q000737:chemistry / Q000494:pharmacology*; D053245:RANK Ligand / Q000235:genetics / Q000378:metabolism; D012333:RNA, Messenger / Q000235:genetics / Q000378:metabolism; D011817:Rabbits; D051381:Rats; D013329:Structure-Activity Relationship
chemical_list: C119737:8-prenylnaringenin; D044950:Flavanones; D053244:Osteoprotegerin; D048789:Phytoestrogens; D053245:RANK Ligand; D012333:RNA, Messenger; C005273:naringenin