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γ -Fagarine (Haplofine)

Reference work entry

CAS Registry Number: 524-15-2 Open image in new window

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Quinoline Alkaloids

Biological sources: Dictamnus angustifolius, D. caucasicus, Haplophyllum bucharicum, H. dauricum, H. dubium, H. kowalenskyi, H. leptomerum, H. obtusifolium, H. pedicellatum, H. robustum, H. schelkovnikovii, H. tenue, H. villosum, Ruta graveolens

C13H11NO3: 229.0739

Mp: 141°C (Me2CO), 250°C (hydrochloride), 177°C (iso-γ-fagarine) [1]

Solubility: sol. CHCl3, Me2CO, EtOH, Et2O; spar. sol. H2O, pet. ether. [1]

UV: 246, 270 sh, 313, 326, 336 sh (4.88, 3.84, 3.98, 3.98. 3.92) [2]

IR: 3165, 3135, 1622, 1590, 1520, 1475, 1450, 1398, 1370, 1310, 1266, 1090, 980, 865, 818 [3]

MSm/z: 229(M+, 100), 228(76), 214(29), 200(90), 184(50), 156(48), 128(40), 101(19) [3]

1H NMR: 4.05, 4.35(each 3H, s, 2 × OCH3), 6.97, 7.52(each 1H, d, J = 2.5, H-3, H-2), 7.01, 7.34, 7.80(each 1H, q, J = 9, 2.5, H-7, H-6, H-5) [4]

13 C NMR: [ 5]

Table 1

C-2

143.3

C-4a

103.3

C-8

154.1...

References

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© Springer Science+Business Media New York 2013

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