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Narcissus and Daffodil

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Analysis of Amaryllidaceae alkaloids 299<br />

<strong>and</strong> CGC have emerged as the most accurate <strong>and</strong> practical analytical procedures<br />

to determine these compounds in natural sources <strong>and</strong> in biological samples.<br />

HPLC was the most widely used technique for this purpose, especially when only<br />

one constituent was quantified. Due to the presence of at least one aromatic ring in<br />

their chemical structures, Amaryllidaceae alkaloids can be conveniently quantified<br />

with high sensitivity by a UV or a fluorescence detector. This method is not always<br />

suitable for the routine analysis of Amaryllidaceae alkaloids in natural sources.<br />

Usually, alkaloid fractions of Amaryllidaceae contain complex mixtures of compounds<br />

with diverse chemical structures <strong>and</strong> polarities. It is often difficult to<br />

achieve good resolution of these mixtures with reasonable peak shapes, even with<br />

complex solvent programming. The resolution <strong>and</strong> peak shapes for a mixture of<br />

st<strong>and</strong>ards also appear to vary widely under identical experimental conditions for<br />

commercially available reversed-phase columns with similar specifications from<br />

different suppliers.<br />

CGC appears to be a better technique for the simultaneous quantification of<br />

several different alkaloids in natural sources. Amaryllidaceae alkaloids can be<br />

analysed by this method without any prior derivatisation. However, the method is<br />

not applicable to quaternary alkaloids <strong>and</strong> alkaloid N-oxides. Compounds usually<br />

show very sharp peaks <strong>and</strong> can be detected using a flame ionisation detector<br />

(FID), a nitrogen phosphorus detector (NPD) or mass spectrometry (MS). A very<br />

high resolution, even for complex mixtures of alkaloids, can be achieved with<br />

relatively short capillary columns within a reasonable experimental time. Two of<br />

the most common Amaryllidaceae alkaloids, haemanthamine <strong>and</strong> lycorine, were<br />

reported to undergo partial decomposition under GC experimental conditions.<br />

These compounds still appear as relatively sharp single peaks, with good concentration/response<br />

linearity in a wide range of concentrations, <strong>and</strong> can be quantified<br />

reproducibly. These analyses can be performed with little sample preparation,<br />

<strong>and</strong> are suitable for routine quantitative analysis of Amaryllidaceae alkaloids in<br />

natural sources. Useful information on these two analytical procedures is summarised<br />

in Table 11.1.<br />

ACKNOWLEDGEMENTS<br />

We express our gratitude to Dr. Larry Walker for his many suggestions <strong>and</strong> for<br />

reviewing the manuscript.<br />

REFERENCES<br />

Amico, A., Stefanizzi, L., Bruno, S. <strong>and</strong> Bonvino, V. (1980) Distribution of lycorine in Sternbergia<br />

lutea Ker-Gawl. Quarterly Journal of Crude Drug Research, 18, 27–31.<br />

Asoeva, E.Z. <strong>and</strong> Vergeichik, E.N. (1967) Separation <strong>and</strong> quantitative determination of<br />

alkaloids in Galanthus krasnovii. Nauchnye Doklady Vysshei Shkoly, Biologicheskie Nauki, 7,<br />

98–101 (in Russian) (Chemical Abstracts, 67, 94035).<br />

Bagdasarova, I.Ya. (1984) Differential spectrophotometric analysis of galanthamine hydrobromide<br />

in drug forms. Farmatsevtichnii Zhurnal (Kiev), 4, 68–69 (in Ukrainian) (Chemical<br />

Abstracts, 101, 198267).

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