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Haplosinine (Haplozinine)

Reference work entry

CAS Registry Number: 115345-33-0 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum perforatum

C25H31NO13: 553.1796

Mp: 227–228°C (MeOH), 105°C (hexa Ac) [1]

[α]D: −74° (Py) [1]

Solubility: sol. H2O, MeOH [1]

IR: 3650–3100, 1630, 1590, 1518, 1495 [1]

1H NMR (Py-d5): 1.54(3H, d, J = 6, CH3), 3.90–5.60(m, the protons of carbohydrate part), 4.27(6H, s, 2 × OCH3), 7.14, 7.82(each 1H, d, J = 3, H-3, H-2), 7.65, 8.08(each 1H, J = 8.5, H-6, H-5) [1]

13 C NMR (DMSO-d 6): [ 1]

Table 1

C-2

144.3

C-8

141.2

C-1″

105.0

 2a

164.0

 8a

148.7

 2″

74.3

 3

105.7

 1′

100.2

 3″

76.6

 3a

115.6

 2′

70.0

 4″

70.2

 4

157.2

 3′

81.3

 5″

77.0

 4a

102.7

 4′

71.0

 6″

61.6

 5

118.2

 5′

70.0

4-OCH3

59.8

 6

116.6

 6′

18.2

8-OCH3

61.3

 7

143.7

       

References

  1. 1.
    Kh.A. Rasulova, I.A. Bessonova, M.R. Yagudaev, S.Yu. Yunusov, Chem. Nat. Comp. 23, 731 (1987)Google Scholar

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© Springer Science+Business Media New York 2013

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