Haplosamine (Haplozamine)

Reference work entry

CAS Registry Number: 169306-07-4 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum perforatum

C16H21NO5: 307.1420

Mp: 132–133°C (Me2CO) [1]

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

UV: 229, 244 sh, 265, 274, 284, 312, 326, 340(5.18, 4.72, 4.39, 4.49, 4.40, 4.32, 4.42, 4.29) [1]

IR: 3552, 3430, 3225, 1633, 1595, 1510, 1470, 1420, 1370, 1340, 1230, 1110 [1]

MSm/z: 289(M–H2O+, 1.5), 276(4), 271(5), 268(12), 258(10), 240(3), 232(100), 216(15), 203(43), 202(38), 188(53), 172(20), 160(8), 144(18), 134(13), 122(13), 115(10), 105(10), 91(14), 77(18) [1]

1H NMR: 1.15(3H, s, CH3), 2.77(1H, dd, J = 8.5, 13.5, H-1′), 3.00(1H, dd, J = 2.5, 13.5, H-1′), 3.12(1H, s, OH), 3.55(1H, s, OH), 3.68, 3.92(each 3H, s, N–CH3, OCH3), 3.90–4.10(3H, m, H-2′, 2H-4′), 5.07(1H, s, OH), 7.37(3H, m, H-6, 7, 8), 7.82(1H, dd, J = 2.5, 8.0, H-5) [1]

References

  1. 1.
    Kh.A. Rasulova, I.A. Bessonova, Chem. Nat. Comp. 31, 487 (1995)Google Scholar

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