Premium
Short‐chain phorbol ester constituents of croton oil
Author(s) -
Marshall Gary T.,
Kinghorn A. Douglas
Publication year - 1984
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02636256
Subject(s) - phorbol , croton , chemistry , chromatography , croton oil , countercurrent chromatography , column chromatography , silica gel , protein kinase c , organic chemistry , biology , enzyme , immunology , inflammation
Five phorbol diesters, three 4‐deoxy‐4α‐phorbol diesters, two phorbol monoesters, and one 4‐deoxy‐4α‐phorbol monoester were isolated from a commercial sample of croton oil and characterized spectroscopically. Their purification was achieved using combinations of droplet countercurrent chromatography, low‐pressure column chromatography over phase‐bonded silica gel, and preparative thin layer chromatography. All of these isolates were shown to possess short‐chain ester functionalities, with 12‐ O ‐tiglylphorbol‐13‐isobutyrate, 12‐ O ‐(2‐methyl)butyrylphorbol‐13‐isobutyrate, 12‐ O ‐(2‐methyl)butyrylphorbol‐13‐acetate, 12‐ O ‐tiglyl‐4‐deoxy‐4α‐phorbol‐13‐isobutyrate, 12‐ O ‐tiglyl‐4‐deoxy‐4α‐phorbol‐13‐acetate, 12‐ O ‐(2‐methyl)butyryl‐4‐deoxy‐4α‐phorbol‐13‐acetate, phorbol‐12‐tiglate and 4‐deoxy‐4α‐phorbol‐13‐acetate being new compounds.