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- W2000269662 abstract "Abstract: Diester diterpenes based upon phorbol, 4-deoxyphorbol, 4α-deoxyphorbol, 4-deoxy-5-hydroxy-phorbol and 4,20-dideoxy-5-hydroxyphorbol were isolated from the fruit oil of Sapium indicum. Corresponding tri- and tetra-esters were produced by acetylation and mono-esters by selective hydrolysis. Twenty-six compounds were tested for production of erythema in vivo and induction of human and rabbit platelet aggregation in vitro. The flatter shape of the AB-ring trans compounds is necessary for interaction of phorbolesters at their receptor in that the cis analogues were inactive. The tertiary C-4 hydroxy group of phorbol was not necessary for activity although the 4-deoxy derivatives were less potent than the 4-hydroxy diterpenes. A primary hydroxy group at C-20 was essential for biological activity because the methyl and aldehyde derivtives of this position were inactive. The C-20 acetates were also inactive on platelets, but they did produce erythema, possibly because of the removal of the ester due to lipase activity in the skin. 5-hydroxy-analogues which undergo intramolecular hydrogen bonding had greatly reduced activities in both systems. Membrane stabilisers, phospholipase A2 and calmodulin inhibitors were antagonists for phorbol esters in platelet aggregation tests, whilst cyclo-oxygenase inhibitors and free radical scavengers had no inhibitory effects. Consequently, one electron withdrawal and free radical formation plays no part in the biological activity of these compounds." @default.
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- W2000269662 date "2009-03-13" @default.
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- W2000269662 title "New Phorbol and Deoxyphorbol Esters: Isolation and Relative Potencies in Inducing Platelet Aggregation and Erythema of Skin" @default.
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- W2000269662 doi "https://doi.org/10.1111/j.1600-0773.1983.tb01122.x" @default.
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