Haplosidine (Haplozidine)

Reference work entry

CAS Registry Number: 115345-32-9 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Haplophyllum perforatum

C27H33NO14: 595.1901

Mp: 158–160°C, 105°C (penta Ac) [1]

[α]D: −77° (Py) [1]

Solubility: sol. H2O, MeOH [1]

UV: 249, 320, 330 [1]

IR: 3650–3100, 1735, 1645, 1550, 1530, 1490, 1245 [1]

1H NMR(Py-d5): 1.57(3H, d, J = 6, CH3), 2.04(3H, s, Ac), 5.45(1H, d, J = 7, H-1″), 6.19(2H, H-1′, H-2′), 4.27, 4.30(each 3H, s, 2 × OCH3), 7.16, 7.82(each 1H, d, J = 3, H-3, H-2), 7.62, 8.08(each 1H, d, J = 8.5, H-6, H-5) [1]

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

Table 1

C-2

144.2

C-8

141.0

C-6′

17.8

 2a

163.9

 8a

148.0

 1″

104.9

 3

105.5

4-OCH3

59.6

 2″

74.0

 3a

115.8

8-OCH3

61.4

 3″

76.4

 4

157.0

 1′

96.9

 4″

70.1

 4a

102.6

 2′

71.8

 5″

76.9

 5

117.9

 3′

78.3

 6″

61.2

 6

116.5

 4′

71.0

CO

170.5

 7

143.8

 5′

69.7

COCH3

21.0

References

  1. 1.
    Kh.A. Rasulova, I.A. Bessonova, M.R. Yagudaev, S.Yu. Yunusov, Chem. Nat. Comp. 24, 82 (1988)Google Scholar

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