A NEW APPROACH TO VERSICOLORIN TYPE AFLATOXIN PRECURSORS

黄曲霉毒素是一组高度致癌的真菌毒素， 由各种曲霉属物种产生，并构成严重的 健康危害作为食品污染物。 它们的生物起源， 完全阐明，涉及一系列复杂的转换 从2-正己基蒽醌的衍生物开始。 作为其中的一部分 序列，在涉及以下过程的过程中，阿维菌素被转化为versicolorin A： 一种不寻常的侧链重排 最近，我们发现了一种新的烷基取代的重排反应， 蒽醌，我们认为它代表了第一个化学模型， 是阿维菌素向versicolorin A转化的关键一步。 我们目前 目的是详细探讨这种新的重新安排，重点是 versicolorin型化合物的合成。

The aflatoxins are a group of highly carcinogenic mycotoxins which are produced by various Aspergillus species, and which constitute serious health hazards as food contaminants. Their biogenesis, which is still not completely elucidated, involves a complex series of transformations starting from derivatives of 2-n-hexylanthraquinone. As part of this sequence, averufin is converted into versicolorin A in a process involving an unusual side-chain rearrangement. Recently, we discovered a new rearrangement of an alkyl-substituted anthraquinone which we believe represents the first chemical model for the crucial step in the averufin to versicolorin A transformation. Our present objective is to explore this new rearrangement in detail, with emphasis on the synthesis of compounds of the versicolorin type.