title: Molecular and absorption properties of 12 soy isoflavones and their structure-activity relationship with selected biological activities.
abstract: Three biological activities of 12 soy isoflavones were investigated in terms of the structure-activity relationship. Seven molecular descriptors and one absorption predictor were significantly related to the inhibition of cytochrome P4501 activity in HepG2 cells by soy isoflavones, yielding water solubility [correlation coefficient (gamma)=-0.779] and hydrophobicity (gamma=0.718) as more relevant molecular properties. By contrast, the inducing activities of 12 soy isoflavones both on quinone reductase in HepG2 cells and proliferation of the osteoblastic MG-63 cells demonstrated significant correlation to the hydroxyl and methoxyl substituents on the isoflavone skeleton (p<0.01).
authors.affiliation: Korea Food Research Institute, 463-746, Sungnam, Kyonggi-do, Korea. hschun@kfri.re.kr
authors.forename: Hyang Sook
authors.initials: HS
authors.lastname: Chun
authors.forename: Hyun-Joo
authors.initials: HJ
authors.lastname: Chang
authors.forename: Eun Hye
authors.initials: EH
authors.lastname: Choi
authors.forename: Hyun Jung
authors.initials: HJ
authors.lastname: Kim
authors.forename: Kyung Hyung
authors.initials: KH
authors.lastname: Ku
mesh_terms: D000042:Absorption; D002460:Cell Line; D045744:Cell Line, Tumor; D049109:Cell Proliferation; D003577:Cytochrome P-450 Enzyme System / Q000737:chemistry*; D006801:Humans; D020128:Inhibitory Concentration 50; D007529:Isoflavones / Q000737:chemistry*; D008956:Models, Chemical; D016660:NAD(P)H Dehydrogenase (Quinone) / Q000737:chemistry*; D010006:Osteoblasts / Q000737:chemistry / Q000166:cytology / Q000378:metabolism*; D010539:Permeability; D012995:Solubility; D045730:Soy Foods; D030262:Soybean Proteins / Q000737:chemistry / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D007529:Isoflavones; D030262:Soybean Proteins; D003577:Cytochrome P-450 Enzyme System; D016660:NAD(P)H Dehydrogenase (Quinone)