ANNULATED PYRANSIDES FOR OPTICALLY ACTIVE POLYQUINANES

放线菌素和杆菌菌素是结构上相近的同系物。 相关的。然而，它们的生物活性却大相径庭。 放线菌素被广泛研究了几年，但它的前景是 抗生素并不令人振奋。然而，目前人们对此很感兴趣 主要是用来保持口腔卫生，预防牙周炎的形成。 龋齿。另一方面，杆菌抗菌素是一种很有前途的抗肿瘤药物。 药剂，比放线菌素的效力高出一千倍。我们的 合成计划是从一种具有光学活性的形式制备放线菌 碳水化合物前体。我们打算利用我们的观察 在《环状吡喃糖苷》中，反常效应在 吡喃糖苷部分，控制整个组合物的构象。因此， 可以在“环”上进行刻板控制的转变。 将进行联合研究，以帮助扩大和澄清定性 以及反常效应的数量方面。这些措施将扩展到 将与Dennis Liotta教授共同进行理论研究。 放线菌素首先合成，后期略有变化。 合成计划将使我们能够实现杆菌素。接力研究 放线菌素本身会影响我们的合成设计。

Actinobolin and bactinobolin are congeners that are closely structurally related. However, their biological activities are most dissimilar. Actinobolin was for several years widely investigated, but its prospects as an antibiotic were not encouraging. However, much interest currently centers around its use for oral hygiene in preventing the formation of dental caries. Bactinobolin, on the other hand, is a promising antitumor agent, being up to one-thousand times more potent than actinobolin. Our synthetic plan is to prepare actinobolin in optically active form from a carbohydrate precursor. We intend to take advantage of our observation that in "annulated pyranosides", the anomeric effect operating in the pyranoside moiety, controls the conformation of the entire assembly. Thus stereocontrolled transformations can be carried out on the "annulus". Allied studies will be undertaken to help amplify and clarify qualitative and quantitative aspects of the anomeric effect. These will extend to theoretical studies to be undertaken jointly with Professor Dennis Liotta. Actinobolin is to be synthesized first and minor changes at late stages of the synthetic plan will enable us to achieve bactinobolin. Relay studies from actinobolin itself will influence our synthetic design.