Jeong Gyeong Han, Cho Jae-Hyeon, Kim Seong-Ho, Kim Tae Hoon
Department of Food Science and Biotechnology, Daegu University, Gyeongsan 38453, Republic of Korea.
Institute of Animal Medicine, College of Veterinary Medicine, Gyeongsang National University, Jinju 52828, Republic of Korea.
Bioorg Med Chem Lett. 2017 Nov 1;27(21):4889-4892. doi: 10.1016/j.bmcl.2017.09.035. Epub 2017 Sep 18.
Phloridzin is a natural phloretin glucoside found in several parts of apple trees and is an attractive target for structural modification as novel pharmaceutical agent. Nonthermal dielectric barrier discharge (DBD) plasma-induced structural changes in dihydrochalcone phloridzin (1) resulted in the isolation of three new methylene-bridged dihydrochalcone dimers, methylenebisphloridzin (2), deglucosylmethylenebisphloridzin (3), and methylenebisphloretin (4), along with phloretin (5). The chemical structures of these newly generated compounds were elucidated by interpretation of their spectroscopic data. The new phloretin dimer 4 connected by a methylene linkage exhibited significantly improved anti-adipogenic properties against pancreatic lipase as well as differentiation of 3T3-L1 preadipocytes compared to the parent compound phloridzin.
根皮苷是一种天然的根皮素糖苷，存在于苹果树的多个部位，是作为新型药物进行结构修饰的一个有吸引力的靶点。非热介质阻挡放电（DBD）等离子体诱导二氢查耳酮根皮苷（1）的结构变化，导致分离出三种新的亚甲基桥连二氢查耳酮二聚体，亚甲基双根皮苷（2）、去葡萄糖基亚甲基双根皮苷（3）和亚甲基双根皮素（4），以及根皮素（5）。通过对它们的光谱数据进行解析，阐明了这些新生成化合物的化学结构。与母体化合物根皮苷相比，通过亚甲基键连接的新根皮素二聚体4对胰脂肪酶以及3T3-L1前脂肪细胞的分化表现出显著改善的抗脂肪生成特性。
