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， 由各种曲霉产生，并构成严重的 作为食品污染物的健康危害。它们的生物起源，这仍然不是 完全阐明，涉及一系列复杂的转换 从2-n-己基蒽醌的衍生物开始。作为这项工作的一部分 序列，在包括以下步骤的过程中将阿维夫芬转化为杂色苷A 一次不同寻常的侧链重排。 最近，我们发现了一种新的烷基取代的重排 我们认为它代表了第一个化学模型 向杂色苷A转化的关键一步。我们的现在 目标是详细探讨这种新的重组，重点是 杂色素型化合物的合成。

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.