Quaternary benzo[c]phenantrhidine alkaloids - spectroscopic properties
| Authors | |
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| Year of publication | 2014 |
| Type | Conference abstract |
| MU Faculty or unit | |
| Citation | |
| Description | Quaternary benzo[c]phenanthridine alkaloids (QBAs) form a subgroup of isoquinoline alkaloids with various effects to cell functions, ranging from antibacterial to proapoptotic effect. In this work we present fluorescent properties of several QBAs isolated from plant material (so called minor QBAs, because they are present in low amount in plant) and compare them with commercially available QBAs sanguinarine and chelerythine. QBAs exist in two forms depending on the pH of a solution. In basic media QBAs (alkanolamine form) produce blue fluorescence with slightly longer lifetime while in acidic media (iminium form) fluorescence is red and much less intense (especially true for minor QBAs). The iminium form interacts with double-stranded DNA which results in an enhancement of red fluorescence (with exception of sanguinarine). This could partially be explained by quenching of red fluorescence of free QBAs by water molecules, because fluorescence in H2O is more quenched than in D2O. |
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