生物模拟合成揭示了Preuisolactone A的起源
Alexander J E Novak1, Claire E Grigglestone1, Dirk Trauner1
1Department of Chemistry , New York University , Silver Center, 100 Washington Square East, Room 712 , New York , New York 10002 , United States.
Journal of the American Chemical Society
|September 14, 2019
概括
研究人员开发了一种生物模拟合成的Preuisolactone A,一种真菌代谢物. 这项研究阐明了它的血质性质,
科学领域:
- 有机化学
- 自然产品合成
- 菌类代谢学
背景情况:
- 预隔离子A是一种真菌代谢物,其生物合成起源尚不完全理解.
- 之前的结构分配建议分类为六类,但其作为种族同伴的隔离提出了问题.
- 生物模拟方法对于阐明天然产品结构和生物合成途径具有价值.
研究的目的:
- 开发一个简洁的,仿生合成途径,以 preuisolactone A.
- 调查合成的立体化学结果,并解释普鲁伊索拉克A作为赛马的自然存在.
- 重新评估A的生物合成来源和分类.
主要方法:
- 一个生物仿真策略,使用紫素类型 (5 + 2) 循环添加作为关键步骤.
- 随后使用碎片化,乙烯基醇添加,氧化乳化和酸重组.
- 合成序列的设计是为了模仿潜在的生物合成转变.
主要成果:
- 通过短时间和高效的生物模拟合成,成功地实现了素A的合成.
- 合成途径自然导致一种血清产物,解释了观察到的自然发生.
- 拟议的机制挑战了类类的分类,有利于类多基的起源.
结论:
- 开发的合成途径提供了一种新且高效的方法来获取préisolactone A.
- 这项研究为分离普鲁伊索拉克A作为一种赛马体提供了机理性的理由.
- 证据强烈表明,préisolactone A是一种性多基基化物,而不是基化物,因此需要对其生物合成起源进行修订.
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