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Analytical study and analgesic activity of oripavine from Papaver somniferum L.
Author(s) -
GómezSerranillos M. P.,
Palomino O. M.,
Carretero E.,
Villar A.
Publication year - 1998
Publication title -
phytotherapy research
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.019
H-Index - 129
eISSN - 1099-1573
pISSN - 0951-418X
DOI - 10.1002/(sici)1099-1573(199808)12:5<346::aid-ptr307>3.0.co;2-a
Subject(s) - analgesic , alkaloid , morphine , potency , pharmacognosy , chemistry , pharmacology , acute toxicity , stereochemistry , papaver , traditional medicine , toxicity , biological activity , medicine , biology , biochemistry , organic chemistry , botany , in vitro
After the isolation of an alkaloid from Papaver somniferum L. var. nigrum, its structure was determined by means of IR, UV and 1 H and 13 C‐NMR spectroscopy, and MS, together with a selective O‐methylation assay. The alkaloid was identified as 6,7,8,14‐tetrahydro‐4,5‐epoxy‐6‐methoxy‐17‐methyl morphinan‐3‐ol (oripavine). The analgesic activity of this compound was studied in the mouse using the hot plate technique after i.p. drug administration. The effect lasted 60–90 min. The percentage analgesic effect (% A) and lethal doses (LD 50 ) are presented. Oripavine appears to have a similar analgesic potency to morphine, but a lower therapeutic index because of severe toxicity. Toxic signs of oripavine were clonic‐tonic convulsions followed by death. © 1998 John Wiley & Sons, Ltd.