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Glaucine

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Natural Compounds
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CAS Registry Number: 66396-10-9

Taxonomy: Physicochemical and Pharmacological Properties of Alkaloids – Isoquinoline Alkaloids – Aporphine Alkaloids

Biological sources: Aconitum tokii, Corydalis rosea-purpurea, Berberis densiflora, B. heteropoda, B. integerrima, B. thunbergii, Delphinium ternatum, Eschscholtzia californica, Glaucium corniculatum, G. elegans, G. flavum, G. grandiflorum, G. serpieri, Liriodendron tulipiferum, Thalictrum baikalense, T. collinum, T. filamentosum, T. foetidum, T. longipedunculatum, T. minus, T. sachalinense

C21H25NO4: 355.1783

Mp: 104–109°C (Et2O) [1], 116–117°C [2], oil [3]; 219°C (methiodide), 237°C (hydrobromide) [1]

[α]D +84° (MeOH) [1]; +113° (EtOH) [2]

UV: 282, 304(4.34, 4.24) [3]

IR: 2800, 1600, 1583, 1440, 1318, 1105, 975, 950 [4]

MS m/z: 355(M+), 354, 340, 324, 312, 297, 281 [3]

1 H NMR: 2.49(3H, s, NCH3), 3.59(3H, s, 1-OCH3), 3.84(9H, s, 3×OCH3), 6.54, 6.74, 8.03(each 1H, s, H-3, H-8, H-11) [3]

13 C NMR: [5]

Table 1

C-1

143.9

C-5

53.1

C-11

111.4

1a

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References

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(2013). Glaucine. In: Azimova, S.S., Yunusov, M.S. (eds) Natural Compounds. Springer, New York, NY. https://doi.org/10.1007/978-1-4614-0560-3_612

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