牛心番荔枝种子中两种异番荔素的化学结构研究

STUDIES ON CHEMICAL STRUCTURES OF TWO ISOACETOGENINS FROM ANNONA RETICULATA

从牛心番荔枝ＡｎｎｏｎａｒｅｔｉｃｕｌａｔａＬ．种子中分得两个番荔素（Ａｎｎｏｎａｃｅｏｕｓａｃｅｔｏｇｅｎｉｎ）：Ｓｑｕａｍｏｎｅ（１）和Ｉｓｏａｎｎｏｎａｒｅｔｉｃｉｎ（２）。经制备ＴＬＣ分离，将１和２的乙酰化物１ａ和２ａ分离得到两对２位差向异构体：２，４ｃｉｓＳｑｕａｍｏｎｅｄｉａｃｅｔａｔｅ（１ａ１），２，４ｔｒａｎｓＳｑｕａｍｏｎｅｄｉａｃｅｔａｔｅ（１ａ２），２，４ｃｉｓＩｓｏａｎｎｏｎａｒｅｔｉｃｉｎｄｉａｃｅｔａｔｅ（２ａ１）和２，４ｔｒａｎｓＩｓｏａｎｎｏｎａｒｅｔｉｃｉｎｄｉａｃｅｔａｔｅ（２ａ２）。其中２，４顺式体的１１和２１是新的番荔素成分。根据光谱（１Ｈ１ＨＣＯＳＹ，ＮＯＥ）数椐分析。

Two annonaceous acetogenins: squamone (1) and isoannonareticin (2) have been isolated from the seeds of Annona reticulata L. (Annonaceae). 1 and 2 were shown to be mixtures of 2epimers by the successful separation of their acetates with preparative TLC, giving: 2,4cissquamone diacetate (1a1), 2,4transsquamone diacetate (1a2), 2,4cisisoannonareticin diacetate (2a1) and 2,4transisoannonareticin diacetate (2a2). The 2,4cissquamone (11) and 2,4transisoannonareticin (21) are new annonaceous acetogenins. Their structures and relative stereochemistry were elucidated on the basis of spectral analysis (1H1H COSY and NOE).