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Plasma-induced dimerization of phloridzin as a new class of anti-adipogenic agents
Bioorganic & Medicinal Chemistry Letters ( IF 2.7 ) Pub Date : 2017-09-17 , DOI: 10.1016/j.bmcl.2017.09.035
Gyeong Han Jeong , Jae-Hyeon Cho , Seong-Ho Kim , Tae Hoon Kim

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.



中文翻译:

血浆诱导的Phloridzin二聚化作为一类新的抗脂肪形成剂

绿皮素是在苹果树的多个部分中发现的天然毛绿素糖苷,是作为新型药物进行结构修饰的引人注目的靶标。非热介电壁垒放电(DBD)等离子体诱导的二氢查尔酮phloridzin(1)中的结构变化导致分离了三个新的亚甲基桥二氢查尔酮二聚体,亚甲基双氢吡啶酮(2),脱葡糖基亚甲基双氢吡啶酮(3)和亚甲基双氢蝶呤(4),以及球菌素(5)。通过解释其光谱数据阐明了这些新生成的化合物的化学结构。新型Phlorretin二聚体4 与母体化合物phloridzin相比,通过亚甲基键连接的人对胰腺脂肪酶具有显着改善的抗脂肪形成特性,并且对3T3-L1前脂肪细胞具有分化作用。

更新日期:2017-09-17
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