Sarracenin is an

iridoid Iridoids are a type of monoterpenoids in the general form of cyclopentanopyran, found in a wide variety of plants and some animals. They are biosynthetically derived from 8-oxogeranial. Iridoids are typically found in plants as glycosides, mo ...

found in several plant species in the carnivorous family

Sarraceniaceae Sarraceniaceae are a family of pitcher plants, belonging to order Ericales (reassigned from Nepenthales). The family comprises three extant genera: ''Sarracenia'' (North American pitcher plants), '' Darlingtonia'' (the cobra lily or California ...

. It also occurs in other non-carnivorous plants such as '' Strychnos spinosa'' (

Loganiaceae The Loganiaceae are a family of flowering plants classified in order Gentianales. The family includes up to 13 genera, distributed around the world's tropics. There are not any great morphological characteristics to distinguish these taxa from ot ...

) and ''Patrinia heterophylla'' (

Caprifoliaceae The Caprifoliaceae or honeysuckle family is a clade of dicotyledonous flowering plants consisting of about 860 species in 33 to 42 genera, with a nearly cosmopolitan distribution. Centres of diversity are found in eastern North America and easte ...

History

Sarracenin was first isolated from the roots of ''

Sarracenia flava ''Sarracenia flava'', the yellow pitcherplant, is a carnivorous plant in the family Sarraceniaceae. Like all the Sarraceniaceae, it is native to the New World. Its range extends from southern Alabama, through Florida and Georgia (U.S. state), Ge ...

'' in 1976. Analysis of ''S. flava'' extracts was prompted by their use as a folk remedy by people of the Okefenokee swamp region

Biosynthesis

Sarracenin is believed to be derived from loganin, with either morronoside or secologanin serving as intermediates in the biosynthetic process.

Uses

Sarracenin displays antimicrobial activity against several pathogens including ''

Staphylococcus aureus ''Staphylococcus aureus'' is a Gram-positive spherically shaped bacterium, a member of the Bacillota, and is a usual member of the microbiota of the body, frequently found in the upper respiratory tract and on the skin. It is often posi ...

'', ''

Streptococcus pyogenes ''Streptococcus pyogenes'' is a species of Gram-positive, aerotolerant bacteria in the genus '' Streptococcus''. These bacteria are extracellular, and made up of non-motile and non-sporing cocci (round cells) that tend to link in chains. They ...

'', ''

Shigella dysenteriae ''Shigella dysenteriae'' is a species of the rod-shaped bacterial genus ''Shigella''. ''Shigella'' species can cause shigellosis ( bacillary dysentery). Shigellae are Gram-negative, non-spore-forming, facultatively anaerobic, nonmotile bacteri ...

'', ''

Klebsiella pneumoniae ''Klebsiella pneumoniae'' is a Gram-negative, non-motile, encapsulated, lactose- fermenting, facultative anaerobic, rod-shaped bacterium. It appears as a mucoid lactose fermenter on MacConkey agar. Although found in the normal flora of the mo ...

'', ''

Candida albicans ''Candida albicans'' is an opportunistic pathogenic yeast that is a common member of the human gut flora. It can also survive outside the human body. It is detected in the gastrointestinal tract and mouth in 40–60% of healthy adults. It is usu ...

,'' ''

Candida tropicalis ''Candida tropicalis'' is a species of yeast in the genus '' Candida''. It is a common pathogen in neutropenic hosts, in whom it may spread through the bloodstream to peripheral organs. For invasive disease, treatments include amphotericin B, ech ...

'', ''

Candida thrusei Candida, or Cándida (Spanish), may refer to: Biology and medicine * ''Candida'' (fungus), a genus of yeasts ** Candidiasis, an infection by ''Candida'' organisms * Malvasia Candida, a variety of grape Places * Candida, Campania, a ''comun ...

'', and ''

Candida stellatoidea ''Candida albicans'' is an opportunistic pathogenic yeast that is a common member of the human gut flora. It can also survive outside the human body. It is detected in the gastrointestinal tract and mouth in 40–60% of healthy adults. It is usu ...

.'' It has also demonstrated cytotoxicity against three tumor cell lines: A375 (human melanoma cell), SGC-7901 (human gastric cancer cell), and

HeLa HeLa () is an immortalized cell line used in scientific research. It is the oldest human cell line and one of the most commonly used. HeLa cells are durable and prolific, allowing for extensive applications in scientific study. The line is ...

Ecology

Sarracenin is the primary volatile present in the insect-attracting spoons of ''

Heliamphora The genus ''Heliamphora'' ( or ; Greek language, Greek: ''helos'' "marsh" and ''amphoreus'' "amphora") contains 24 species of pitcher plants endemism, endemic to South America.McPherson, S., A. Wistuba, A. Fleischmann & J. Nerz 2011. ''Sarracenia ...

'' species. When ''Heliamphora'' plants were grown in a laboratory setting, sarracenin was rarely present in these spoons. Plants that did produce sarracenin generally attracted more insects than those without, suggesting a role in prey attraction or capture. Sarracenin is also present in the pitchers and lids of ''

Darlingtonia californica ''Darlingtonia californica'' —also called the California pitcher plant, the Oregon pitcher plant, cobra lily or cobra plant—is a species of carnivorous plant in the new world pitcher plant family, Sarraceniaceae. It is the sole species wit ...

'' and many ''

Sarracenia ''Sarracenia'' ( or ) is a genus comprising 8 to 11 species of North American pitcher plants, commonly called trumpet pitchers. The genus belongs to the family Sarraceniaceae, which also contain the closely allied genera '' Darlingtonia'' and '' ...

'' species, likely serving the same purpose as in ''Heliamphora''.

References

{{reflist Iridoid glycosides Heterocyclic compounds with 3 rings Oxygen heterocycles Methyl esters