透過我們實驗室設計的合成途徑，將能讓不同種類的戊醣在相同的合成條件下，形成各種構型相同，但具備不同羥基立體位相的六環亞胺醣中間體 (Polyhydroxylated piperidine)。而後利用中間體具備的二胺基結構，與活化自氰類結構的亞胺酯鹽(Imidate salt)，進行雜環-咪唑啉 (Imidazoline) 的合成，成功得到同時具有雜環與雙環特徵的新型雙環亞胺醣結構。
Iminosugars possess diverse bioactivities which have significant therapeutic potential that includes treatment of cancers, bacterial suppression, antagonists of viruses, and treatments of metabolic diseases. Among these bioactivities of iminosugars, the inhibition of glycosidase in treatments of metabolic diseases is very noticeable. Protonated iminosugars are regarded as the transition state mimicing the oxocarbenium ion during the enzymatic hydrolysis of glycosidase. Inspired by these versatile bioactivities and structures of iminosugars, scientists have tried to design and transform the functional groups to build novel structure of iminosugars. In this project, our lab designed a practical synthetic approach of preparing a novel structure of an iminosugar. In this synthetic approach we can use different kinds of pentose to make diamine intermediates with different hydroxyl configurations. Hydroxyl chloride and methanol were used to activate the benzonitrile to methyl benzimidate hydrochloride. Imidate salt was then cyclized with diamine iminosugar intermediates to obtain a novel iminosugar that has heterocyclic and bicyclic structural properties.
