Anatabine
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Anatabine (uh-nat-uh-been,-bin) is one of the minor
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 found in plants in the family
Solanaceae The Solanaceae , or nightshades, are a family of flowering plants that ranges from annual and perennial herbs to vines, lianas, epiphytes, shrubs, and trees, and includes a number of agricultural crops, medicinal plants, spices, weeds, and orn ...
, which includes the
tobacco plant ''Nicotiana'' () is a genus of herbaceous plants and shrubs in the family Solanaceae, that is indigenous to the Americas, Australia, Southwestern Africa and the South Pacific. Various ''Nicotiana'' species, commonly referred to as tobacco plants ...
and
tomato The tomato is the edible berry of the plant ''Solanum lycopersicum'', commonly known as the tomato plant. The species originated in western South America, Mexico, and Central America. The Mexican Nahuatl word gave rise to the Spanish word ...
. Commercial tobacco plants typically produce alkaloids at levels between 2% and 4% of total dry weight, with
nicotine Nicotine is a natural product, naturally produced alkaloid in the nightshade family of plants (most predominantly in tobacco and ''Duboisia hopwoodii'') and is widely used recreational drug use, recreationally as a stimulant and anxiolytic. As ...
accounting for about 90% of the total alkaloid content, and the related compounds anatabine, nornicotine, and anabasine making up nearly all the rest. These compounds are thought to be biologically active, and part of plants' natural defense system against insects. Anatabine has anti-inflammatory activity partly through inhibition of STAT3 phosphorylation in vitro and in vivo.


Pharmacology

On a
biochemical Biochemistry or biological chemistry is the study of chemical processes within and relating to living organisms. A sub-discipline of both chemistry and biology, biochemistry may be divided into three fields: structural biology, enzymology an ...
level, it appears to be active against certain nicotinic acetylcholine receptors.


Commercial development

Star Scientific Robert Francis McDonnell (born June 15, 1954) is an American attorney, businessman, politician, and former military officer who served as the 71st governor of Virginia from 2010 to 2014. His career ended after his corruption scandal and convic ...
developed and sold the compound as a
dietary supplement A dietary supplement is a manufactured product intended to supplement one's diet by taking a pill, capsule, tablet, powder, or liquid. A supplement can provide nutrients either extracted from food sources or that are synthetic in order ...
primarily through GNC up until mid 2014. Subsequently, Rock Creek Pharmaceuticals (formerly a subsidiary of
Star Scientific Robert Francis McDonnell (born June 15, 1954) is an American attorney, businessman, politician, and former military officer who served as the 71st governor of Virginia from 2010 to 2014. His career ended after his corruption scandal and convic ...
), headquartered in Florida, began developing anatabine as a
drug A drug is any chemical substance that causes a change in an organism's physiology or psychology when consumed. Drugs are typically distinguished from food and substances that provide nutritional support. Consumption of drugs can be via insuffla ...
. The dietary supplements were known as Anatabloc and CigRx; the company has also marketed cosmetics with the Anatabloc brand. Rock Creek had been working on synthetic methods to scale up production of anatabine and has funded pre-clinical and clinical research in several indications. In 2013 the FDA warned Star Scientific for unlawfully promoting CigRx and Anatabloc before anatabine was proved to be safe. Subsequently, new management and a mostly new board under the banner of Rock Creek Pharmaceuticals withdrew the dietary supplement because of the FDA's concerns. In 2013, Star Scientific became embroiled in political scandal, when news broke that the governor of Virginia,
Bob McDonnell Robert Francis McDonnell (born June 15, 1954) is an American attorney, businessman, politician, and former military officer who served as the 71st governor of Virginia from 2010 to 2014. His career ended after his corruption scandal and convic ...
, and his wife had received significant loans and gifts from
Jonnie Williams Robert Francis McDonnell (born June 15, 1954) is an American attorney, businessman, politician, and former military officer who served as the 71st governor of Virginia from 2010 to 2014. His career ended after his corruption scandal and convic ...
Sr, the CEO of the company. They were found to have helped the company in several ways like arranging meetings with top officials and giving special favors from the state government. Williams resigned in 2014 and the company changed its name and restructured its board and management at the end of 2013 due to the scandal. However, the accumulated legal costs from the defense of Jonnie Williams in the McDonnell scandal overwhelmed the company’s finances and it filed for bankruptcy in 2016. As a consequence, the development and clinical trials of anatabine were halted indefinitely.


Research

Anatabine has been studied in animal models and in cells to see if it might be useful for treating
nicotine addiction Nicotine is a natural product, naturally produced alkaloid in the nightshade family of plants (most predominantly in tobacco and ''Duboisia hopwoodii'') and is widely used recreational drug use, recreationally as a stimulant and anxiolytic. As ...
and
inflammation Inflammation (from la, wikt:en:inflammatio#Latin, inflammatio) is part of the complex biological response of body tissues to harmful stimuli, such as pathogens, damaged cells, or Irritation, irritants, and is a protective response involving im ...
, and has been studied in models of diseases characterized by inflammation, such as
Alzheimer's disease Alzheimer's disease (AD) is a neurodegeneration, neurodegenerative disease that usually starts slowly and progressively worsens. It is the cause of 60–70% of cases of dementia. The most common early symptom is difficulty in short-term me ...
, thyroiditis, and
multiple sclerosis Multiple (cerebral) sclerosis (MS), also known as encephalomyelitis disseminata or disseminated sclerosis, is the most common demyelinating disease, in which the insulating covers of nerve cells in the brain and spinal cord are damaged. This d ...
. Note: content is supported by discussion section which provides a brief review of research to date. Anatabine cream was helpful in managing mild to moderate
rosacea Rosacea is a long-term skin condition that typically affects the face. It results in redness, pimples, swelling, and small and superficial dilated blood vessels. Often, the nose, cheeks, forehead, and chin are most involved. A red, enlarge ...
. An internet based survey showed 82% users reported a benefit from anatabine supplementation for one or more joint pain conditions.


See also

* Anatalline * Anabaseine * Myosmine


References

{{Reflist, 2 Pyridine alkaloids Alkaloids found in Solanaceae 3-Pyridyl compounds