SYNTHESIS OF CERTAIN 1-POLY HYDROXYLATEDALKYL- β -CARBOLINE DERIVATIVES
Samia Galal Ahmed Ahdel-Moty;
Abstract
Numerous alkaloids of the £,-carboline-type with various substituents at C-1 are known to display various growth in hibitory activities such as: Oxopropalines, Pyridindolol, Lavendamycin, Manzamine C, and others.
A new £,-carboline alkaloid (LXXXV) was isolated together
with other known indole alkaloids (LIXa & LIXb) from the fu sion cell suspension culture of Rauwolfia serpentina and Rhazya stricta (Family Apocyanaceae). The new alkaloid (LXXXV) has a molecular formula of C16H16N204 and a (polyhydroxyalkyl)-£,-carboline skeleton. However, the full structure elucidation of this alkaloid is not yet explored.
The presented thesis deals with the synthesis of some derivatives of 1-(polyhydroxylatedalkyl)-!S-carbolines, basi cally related to compound (LXXXV), and preliminary screening
of their potential activity as antiviral and I or cytotoxic
agents. In part, it involves also structural elucidation of the new alkaloid (LXXXV) as well as structural modification of its basic skeleton by introducing methyl and benzyl residues at N-9.
Synthesis of the alkaloid (LIXa: R= COMe; R1- R5= H) was
provided by reaction of 1-cyano-!S-carboline with methylmag
nesium bromide under the conditions of Grignard reaction.
Alkaloid (LIXb: R= COOMe; R1- R5= H) was prepared through condensation of tryptamine and glyoxylic acid followed by esterification and dehydrogenation.
A new £,-carboline alkaloid (LXXXV) was isolated together
with other known indole alkaloids (LIXa & LIXb) from the fu sion cell suspension culture of Rauwolfia serpentina and Rhazya stricta (Family Apocyanaceae). The new alkaloid (LXXXV) has a molecular formula of C16H16N204 and a (polyhydroxyalkyl)-£,-carboline skeleton. However, the full structure elucidation of this alkaloid is not yet explored.
The presented thesis deals with the synthesis of some derivatives of 1-(polyhydroxylatedalkyl)-!S-carbolines, basi cally related to compound (LXXXV), and preliminary screening
of their potential activity as antiviral and I or cytotoxic
agents. In part, it involves also structural elucidation of the new alkaloid (LXXXV) as well as structural modification of its basic skeleton by introducing methyl and benzyl residues at N-9.
Synthesis of the alkaloid (LIXa: R= COMe; R1- R5= H) was
provided by reaction of 1-cyano-!S-carboline with methylmag
nesium bromide under the conditions of Grignard reaction.
Alkaloid (LIXb: R= COOMe; R1- R5= H) was prepared through condensation of tryptamine and glyoxylic acid followed by esterification and dehydrogenation.
Other data
| Title | SYNTHESIS OF CERTAIN 1-POLY HYDROXYLATEDALKYL- β -CARBOLINE DERIVATIVES | Other Titles | تشييد بعض مشتقات البيتا-كاربولين 1 –متعددة هيدروكسيل الألكيل | Authors | Samia Galal Ahmed Ahdel-Moty | Issue Date | 1995 |
Attached Files
| File | Size | Format | |
|---|---|---|---|
| B15453.pdf | 1.02 MB | Adobe PDF | View/Open |
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