Naturally occurring esterification reactions with bryostatin

Naturally occurring esterification reactions with bryostatin
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DOI:
10.1080/14786410701642466
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发表时间:
2008-01-01
影响因子:
2.2
通讯作者:
Potter, Thomas
Potter, Thomas
中科院分区:
化学3区
文献类型:
--
作者:
Abadi, Giso;Manning, Thomas J.;Potter, Thomas

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苔藓抑素结构具有中心苔藓酚环的共性,但由于通过酯键连接到苔藓酚环的两个基团(R(1)和R(2))而各不相同。本研究考察了在辛酸和水存在下,紫外线、酸性和碱性条件等条件对苔藓抑素结构的影响。质谱(MS)测量表明,苔藓抑素可以很容易地重新排列成各种结构在自然条件下,通过与自然界中普遍存在的羧酸盐反应。第二组测量结果表明苔藓抑素可以被水水解,这一反应在医学应用和提取过程中都有重要意义。
Bryostatin structures share a commonality of a central bryophan ring, but each differs due to two groups (R(1) and R(2)) that are attached to the bryophan ring via ester bonds. This research examines the impact that conditions such as UV light, acidic and basic conditions can have on the bryostatin structure in the presence of octanoic acid and water. Mass spectrometry (MS) measurements suggest that bryostatin can easily rearrange into various structures under natural conditions by reacting with carboxylates that are ubiquitous in nature. A second set of measurements suggest bryostatin can be hydrolyzed by water, a reaction that has significant implications in both medicinal applications and extraction procedures.