Piperidine Alkaloids
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Piperidine alkaloids are naturally occurring
chemical compound A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) containing atoms from more than one chemical element held together by chemical bonds. A molecule consisting of atoms of only one element ...
s from the group of
alkaloid Alkaloids are a class of basic, naturally occurring organic compounds that contain at least one nitrogen atom. This group also includes some related compounds with neutral and even weakly acidic properties. Some synthetic compounds of similar ...
s, which are chemically derived from
piperidine Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic compound, heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless ...
. Alkaloids with a piperidine building block are widespread and are usually further subdivided according to their occurrence and biogenetic origin. The most important representative of piperidine alkaloids is
piperine Piperine, along with its isomer chavicine, is the alkaloid responsible for the pungency of black pepper and long pepper. It has been used in some forms of traditional medicine. Preparation Due to its poor solubility in water, piperine is typica ...
, which is responsible for the pungent taste of pepper. The piperidine alkaloids also include the
sedum alkaloids ''Sedum'' is a large genus of flowering plants in the family Crassulaceae, members of which are commonly known as stonecrops. The genus has been described as containing up to 600 species, subsequently reduced to 400–500. They are leaf succulen ...
(e.g. sedamine), pelletierine, the
lobelia alkaloids ''Lobelia'' () is a genus of flowering plants comprising 415 species, with a subcosmopolitan distribution primarily in tropical to warm temperate regions of the world, a few species extending into cooler temperate regions.Huxley, A., ed. (1992 ...
(e.g.
lobeline Lobeline is a pyridine alkaloid found in a variety of plants, particularly those in the genus ''Lobelia'', including Indian tobacco (''Lobelia inflata''), Devil's tobacco (''Lobelia tupa''), great lobelia (''Lobelia siphilitica''), ''Lobelia chin ...
), the conium alkaloids (such as
coniine Coniine is a poisonous chemical compound, an alkaloid present in and isolable from poison hemlock ('' Conium maculatum''), where its presence has been a source of significant economic, medical, and historico-cultural interest; coniine is also prod ...
) and the
pinus alkaloids A pine is any conifer tree or shrub in the genus ''Pinus'' () of the family Pinaceae. ''Pinus'' is the sole genus in the subfamily Pinoideae. The World Flora Online created by the Royal Botanic Gardens, Kew and Missouri Botanical Garden accep ...
.
Piperin.svg,
Piperine Piperine, along with its isomer chavicine, is the alkaloid responsible for the pungency of black pepper and long pepper. It has been used in some forms of traditional medicine. Preparation Due to its poor solubility in water, piperine is typica ...
Lobeline Structural Formula V2.svg,
Lobeline Lobeline is a pyridine alkaloid found in a variety of plants, particularly those in the genus ''Lobelia'', including Indian tobacco (''Lobelia inflata''), Devil's tobacco (''Lobelia tupa''), great lobelia (''Lobelia siphilitica''), ''Lobelia chin ...
(S)-Coniine Structural Formula V.1.svg, (''S'')-Coniine (2R,8R)-Sedamine Structural Formula V4.svg, Sedamin Solenopsin Structural Formula V.1.svg,
Solenopsin Solenopsin is a lipophilic alkaloid with the molecular formula C17H35N found in the venom of fire ants (''Solenopsis''). It is considered the primary toxin in the venom and may be the component responsible for the cardiorespiratory failure in peo ...


Literature

* {{RömppOnline, Name=Piperidin-Alkaloide, Datum=19. Juni 2014, ID=RD-16-02518