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Glycoperine

Reference work entry

CAS Registry Number: 55740-45-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum ferganicum, H. latifolium, H. perforatum

C19H21NO8: 391.1267

Mp: 224–225°C (MeOH), 182°C (tri Ac.), 219°C (tetrahydro) [1]

[α]D −66° (Py) [1]

Solubility: sol. H2O; spar. sol. CHCl3, MeOH, EtOH, Me2CO[1]

UV: 250, 322 (4.85, 3.96) [1]

IR: 3428, 3165, 3145, 1622, 1583, 1512, 1487, 1450 [2]

MSm/z: 391(M+, 3), 245(100), 227(49), 216(10) [1]

1H NMR(CF3COOH): 1.10(3H, d, J = 4.5, CH3), 3.80, 4.35(each 3H, s, 2 × OCH3), 5.64(1H, br s, H-1′), 7.10, 7.41(each 1H, d, J = 3, H-3, H-2), 7.39, 7.89(each 1H, d, J = 10, H-6, H-5) [1]

13 C NMR(DMSO-d 6): [ 3]

Table 1

C-2

144.0

C-6

116.2

C-1′

100.0

 2a

163.8

 7

143.2

 2′

70.5

 3

105.3

 8

141.0

 3′

70.7

 3a

115.2

 8a

148.7

 4′

71.9

 4

156.8

4-OCH3

59.5

 5′

70.0

 4a

102.3

8-OCH3

61.1

 6′

18.0

 5

117.8

       

References

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    V.I. Akhmedzhanova, I.A. Bessonova, S.Yu. Yunusov, Chem. Nat. Comp. 10, 706 (1974); 12, 282 (1976)Google Scholar
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  3. 3.
    Kh.A. Rasulova, I.A. Bessonova, M.R. Yagudaev, S.Yu. Yunusov, Chem. Nat. Comp. 23, 731 (1987)Google Scholar
  4. 4.
    S.S. Nazrullaev, I.A. Bessonova, Kh.S. Akhmedkhodjaeva, Chem. Nat. Comp. 37, 551 (2001)Google Scholar

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