Glycoalkaloid
Encyclopedia
Glycoalkaloids are a family of poison
Poison
In the context of biology, poisons are substances that can cause disturbances to organisms, usually by chemical reaction or other activity on the molecular scale, when a sufficient quantity is absorbed by an organism....

s commonly found in the plant species Solanum dulcamara (nightshade). There are several glycoalkaloids (alkaloids + sugars) that are potentially toxic. A prototypical glycoalkaloid is called solanine
Solanine
Solanine is a glycoalkaloid poison found in species of the nightshade family , such as the potato . It can occur naturally in any part of the plant, including the leaves, fruit, and tubers. Solanine has fungicidal and pesticidal properties, and it is one of the plant's natural defenses...

 (sugar [solanose] + alkaloid [solanidine] = solanine), which is found in potato. The alkaloidal portion of the glycoalkaloid is also generically referred to as an aglycone
Aglycone
An aglycone is the non-sugar compound remaining after replacement of the glycosyl group from a glycoside by a hydrogen atom. The spelling aglycon is sometimes encountered .Classes of phytochemicals found in the aglycone and glycosides forms :...

. The intact glycoalkaloid is poorly absorbed from the gastrointestinal tract but causes gastrointestinal irritation. The aglycone is absorbed and is believed to be responsible for observed nervous system signs. Glycoalkaloids are bitter tasting, and produce a burning irritation in the back of the mouth
Mouth
The mouth is the first portion of the alimentary canal that receives food andsaliva. The oral mucosa is the mucous membrane epithelium lining the inside of the mouth....

 and side of the tongue
Tongue
The tongue is a muscular hydrostat on the floors of the mouths of most vertebrates which manipulates food for mastication. It is the primary organ of taste , as much of the upper surface of the tongue is covered in papillae and taste buds. It is sensitive and kept moist by saliva, and is richly...

 when eaten.

Laboratory diagnosis: although not routinely available, detection of alkaloids in tissues or urine is possible.

Sale of a glycoalkaloid-based treatment
Pharmacotherapy
Pharmacotherapy is the treatment of disease through the administration of drugs. As such, it is considered part of the larger category of therapy....

 marketed by Lane Labs USA Inc. for prevention of skin cancer
Skin cancer
Skin neoplasms are skin growths with differing causes and varying degrees of malignancy. The three most common malignant skin cancers are basal cell cancer, squamous cell cancer, and melanoma, each of which is named after the type of skin cell from which it arises...

 was banned by the FDA in 2004 as an unapproved drug
Drug
A drug, broadly speaking, is any substance that, when absorbed into the body of a living organism, alters normal bodily function. There is no single, precise definition, as there are different meanings in drug control law, government regulations, medicine, and colloquial usage.In pharmacology, a...

. Similar glycoalkaloid gel
Gel
A gel is a solid, jelly-like material that can have properties ranging from soft and weak to hard and tough. Gels are defined as a substantially dilute cross-linked system, which exhibits no flow when in the steady-state...

s are now marketed as exfoliants.
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