Acridone alkaloids are
natural products
A natural product is a natural Chemical compound, compound or chemical substance, substance produced by a living organism—that is, found in nature. In the broadest sense, natural products include any substance produced by life. Natural product ...
derived from
acridone
Acridone is an organic compound based on the acridine skeleton, with a carbonyl group at the ''9'' position. It is a yellow solid.
Synthesis and structure
The molecule is planar. Optical spectra reveal that the keto tautomer predominates in the ga ...
.
Occurrence
Acridone alkaloids are found in bark, wood, leaves and roots of rue plants,
especially in roots and suspension cultures of
rue
''Ruta graveolens'', commonly known as rue, common rue or herb-of-grace, is a species of '' Ruta'' grown as an ornamental plant and herb. It is native to the Balkan Peninsula. It is grown throughout the world in gardens, especially for its bl ...
.
Examples
This group is named after the
acridone
Acridone is an organic compound based on the acridine skeleton, with a carbonyl group at the ''9'' position. It is a yellow solid.
Synthesis and structure
The molecule is planar. Optical spectra reveal that the keto tautomer predominates in the ga ...
. Further members are acronycin, melicopicine and rutacridone, among others:
[{{cite web, title=Acridone alkaloid biosynthesis, periodical=, publisher=, url=https://www.genome.jp/kegg/pathway/map/map01058.html, url-status=, format=, access-date=22 April 2020, archive-url=, archive-date=, last=, date=, year=, language=en, pages=, quote=]
Acronycine Structural Formula V1.svg, Acronycin
Melicopicine Structural Formula V1.svg, Melicopicine
Rutacridone Structural Formula V1.svg, Rutacridon
Properties
Many acridone alkaloids are
methylated
In the chemical sciences, methylation denotes the addition of a methyl group on a substrate, or the substitution of an atom (or group) by a methyl group. Methylation is a form of alkylation, with a methyl group replacing a hydrogen atom. These t ...
on the
nitrogen atom
Nitrogen is the chemical element with the symbol N and atomic number 7. Nitrogen is a nonmetal and the lightest member of group 15 of the periodic table, often called the pnictogens. It is a common element in the universe, estimated at seven ...
and also have two oxygen
functional groups
In organic chemistry, a functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest ...
, which can be free, alkylated or incorporated into rings. Acridone alkaloids show a blue-green fluorescence so that they can be detected with UV light. Some alkaloids of this group are effective against malaria pathogens. Furthermore, acronycin inhibits
cell division
Cell division is the process by which a parent cell (biology), cell divides into two daughter cells. Cell division usually occurs as part of a larger cell cycle in which the cell grows and replicates its chromosome(s) before dividing. In eukar ...
.
References
Alkaloids by chemical classification