Gramine (also called donaxine) is a naturally occurring

indole Indole is an aromatic heterocyclic organic compound In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other c ...

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 simila ...

present in several plant species. Gramine may play a defensive role in these plants, since it is toxic to many organisms.

Occurrence

Gramine has been found in the giant reed, ''

Arundo donax ''Arundo donax'' is a tall perennial cane. It is one of several so-called reed species. It has several common names including giant cane, elephant grass, carrizo, arundo, Spanish cane, Colorado river reed, wild cane, and giant reed. ''Arundo'' a ...

'', ''

Acer saccharinum ''Acer saccharinum'', commonly known as silver maple, creek maple, silverleaf maple, soft maple, large maple, water maple, swamp maple, or white maple, is a species of maple native to the eastern and central United States and southeastern Can ...

'' (

Silver Maple ''Acer saccharinum'', commonly known as silver maple, creek maple, silverleaf maple, soft maple, large maple, water maple, swamp maple, or white maple, is a species of maple native to the eastern and central United States and southeastern Canad ...

), ''

Hordeum ''Hordeum'' is a genus of annual and perennial plants in the grass family. They are native throughout the temperate regions of Africa, Eurasia, and the Americas. One species, ''Hordeum vulgare'' ( barley), has become of major commercial importa ...

'', (a grass genus that includes barley) and ''

Phalaris Phalaris ( el, Φάλαρις) was the tyrant of Akragas (now Agrigento) in Sicily, from approximately 570 to 554 BC. History Phalaris was renowned for his excessive cruelty. Among his alleged atrocities is cannibalism: he was said to have ...

'' (another grass genus).

Effects and toxicity

Gramine has been found to act as an

agonist An agonist is a chemical that activates a receptor to produce a biological response. Receptors are cellular proteins whose activation causes the cell to modify what it is currently doing. In contrast, an antagonist blocks the action of the ag ...

of the

adiponectin receptor 1 Adiponectin receptor 1 (AdipoR1) is a protein which in humans is encoded by the ''ADIPOR1'' gene. It is a member of the progestin and adipoQ receptor (PAQR) family, and is also known as PAQR1. Structure Similar to G protein-coupled receptors (GP ...

(AdipoR1). The LD50 of gramine is 44.6 mg/ kg iv in mice and 62.9 mg/ kg iv in rats. Numerous studies have been done on the toxicity in insects harmful to crops for use as a possible insecticide.

References

{{Reflist Adiponectin receptor agonists Indole alkaloids Dimethylamino compounds Plant toxins