Naturally occurring esterification reactions with bryostatin.
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.
Abadi
Giso
G
Chemistry and Pharmacy, Sunderland University, Sunderland, United Kingdom.
Manning
Thomas J
TJ
McLeod
Kristen
K
Phillips
Dennis
D
Groundwater
Paul
P
Noble
Lyn
L
Potter
Thomas
T
D054713:Bryostatins / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D004951:Esterification; D006868:Hydrolysis; D015394:Molecular Structure; D053719:Tandem Mass Spectrometry / Q000379:methods*; D014867:Water / Q000737:chemistry
D054713:Bryostatins; D002264:Carboxylic Acids; D014867:Water; C046785:bryostatin 1