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Novel cassane and cleistanthane diterpenes from Myrospermum frutescens: absolute stereochemistry of the cassane diterpene series.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2004 Oct , DOI: 10.1021/np049890c
Daniel Torres-Mendoza 1 , Luis David Ureña González 1 , Eduardo Ortega-Barría 1 , Phyllis D. Coley 1 , Thomas A. Kursar 1 , Todd L. Capson 1 , Kerry McPhail 1 , Luis Cubilla-Rios 1
Affiliation  

Four new diterpenes (1-4) were isolated from the leaves of Myrospermum frutescens as minor constituents. Chagresnol (1), 6beta,18-diacetoxycassan-13,15-diene (2), and chagreslactone (3) possess cassane skeletons, while chagresnone (4) exhibits a cleistanthane skeleton. Molecular structures and their relative stereochemistries were elucidated using NMR spectroscopy in combination with UV, IR, and MS spectral data. Although compound 2 was previously reported as a synthetic product, we report its first isolation as a natural product. Derivative products (10-13) were obtained to test their activities against Chagas's disease. In addition, the absolute stereochemistry of the previously isolated cassane diterpene 5 from M. frutescens is presented.

中文翻译:

多年生黑麦草(Myrospermum frutescens)的新型木薯和leistanthane二萜:木薯二萜系列的绝对立体化学。

从小黑麦草的叶子中分离出四个新的二萜(1-4)作为次要成分。Chagresnol(1),6beta,18-diacetoxycassan-13,15-diene(2)和chagreslactone(3)具有烷骨架,而chagresnone(4)则具有leistanthane骨架。使用NMR光谱结合UV,IR和MS光谱数据阐明了分子结构及其相对立体化学。尽管以前报道化合物2为合成产品,但我们报告其为天然产物而首次分离。获得了衍生产品(10-13)以测试其抗南美锥虫病的活性。此外,还介绍了先前从苦果分支杆菌中分离出的cassane diterpene 5的绝对立体化学。
更新日期:2017-01-31
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