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Foliosidine

Reference work entry

CAS Registry Number: 2520-38-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum dubium, H. foliosum, H. perforatum

C16H21NO5: 307.1420

Mp: 141–142°C (Me2CO), 164°C (hydrochloride), 168°C (hydrobromide), 183°C (picrate) [1, 2]; 120°C (acetonide) [3]

[α]D +42° (EtOH) [1]

Solubility: sol. MeOH, CHCl3, H2O [1]

UV: 232, 252, 280 sh, 326, 334 (4.94, 4.92, 4.22, 3.90, 3.84) [1]

IR: 3350, 1645, 1590, 1455, 1390, 1265, 1235, 1150, 1100, 1070, 1050, 985 [4]

MSm/z: 307(M+, 30), 292(5), 248(8), 205(100), 174(9), 162(6), 59(28) [4]

1H NMR: 1.24, 1.32(each 3H, 2 × CH3), 3.70, 3.85(each 3H, s, NCH3, OCH3), 4.10(5H, m, –CH2–CH–, 2 × OH), 5.65(1H, s, H-3), 7.03(2H, m, H-6, H-7), 7.40(1H, dd, H-5) [3, 5]

Pharm./Biol.: LD50 61.1, 1084 mg/kg (i/v, per os, mice). Antispastic, hypothermal, antiarrhythmic, and estrogenic action [6, 7, 8]

References

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© Springer Science+Business Media New York 2013

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