Nine new tropane alkaloids from Datura stramonium L. identified by GC/MS

Sixty seven tropane alkaloids were identified in the organs of Datura stramonium L. by GC/MS. Nine new tropane alkaloids, 3,7-dihydroxy-6-propionyloxytropane, 6,7-dehydro-3-tigloyloxytropane, 3-tigloyloxy-6,7-epoxytropane, 3,7-dihydroxy-6-(2′-methylbutyryloxy)tropane, 6,7-dehydroapoatropine, 3-(3′-methoxytropoyloxy)tropane, 3-tigloyloxy-6-isobutyryloxy-7-hydroxytropane, 3-tropoyloxy-6-isobutyryloxytropane, 3β-tropoyloxy-6β-isovaleroyloxytropane were tentatively identified. The alkaloids cyclotropine, dihydroaposcopolamine, 6,7-dehydrohyoscyamine and 4′-hydroxylittorine are reported for the first time for the genus Datura and 6,7-dehydrotropine for the family Solanaceae. Hyoscyamine and scopolamine figure as the major tropane alkaloids in the plant organs.

Graphical AbstractNine new tropane alkaloids, 3,7-dihydroxy-6-propionyloxytropane (16), 6,7-dehydro-3-tigloyloxytropane (17), 3-tigloyloxy-6,7-epoxytropane (25), 3,7-dihydroxy-6-(2′-methylbutyryloxy) tropane (30), 6,7-dehydroapoatropine (35), 3-(3′-methoxytropoyloxy)tropane (45), 3-tigloyloxy-6-isobutyryloxy-7-hydroxytropane (49), 3-tropoyloxy-6-isobutyryloxytropane (64), 3β-tropoyloxy-6β-isovaleroyloxytropane (66) were determined from the extracts of Datura stramonium L. (Moroccan origin).Figure optionsDownload full-size imageDownload as PowerPoint slide