Bupicomide is a
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 ...
created and manufactured by Lanospharma Laboratories Company, Ltd. It is used experimentally as a
beta blocker
Beta blockers, also spelled β-blockers, are a class of medications that are predominantly used to manage abnormal heart rhythms ( arrhythmia), and to protect the heart from a second heart attack after a first heart attack ( secondary prevention ...
and clinically as a strong
vasodilator
Vasodilation, also known as vasorelaxation, is the widening of blood vessels. It results from relaxation of smooth muscle cells within the vessel walls, in particular in the large veins, large arteries, and smaller arterioles. Blood vessel wal ...
with the noted side effects of reduced systolic, diastolic and mean arterial pressure.
Synthesis
As the result of the screening program examining
microbial fermentation
Fermentation is a type of anaerobic metabolism which harnesses the redox potential of the reactants to make adenosine triphosphate (ATP) and organic end products. Organic molecules, such as glucose or other sugars, are catabolized and reduced ...
products for pharmacological activity (other than antibiotic activity),
fusaric acid
Fusaric acid is a picolinic acid derivative and an antibiotic (wilting agent) first isolated from the fungus '' Fusarium heterosporium''.
It is typically isolated from various Fusarium species, and has been proposed for a various therapeutic appl ...
was isolated from ''
Fusarium oxysporum
''Fusarium oxysporum'' (Schlecht as emended by Snyder and Hansen), an ascomycete fungus, comprises all the species, varieties and forms recognized by Wollenweber and Reinking within an infrageneric grouping called section Elegans. It is part of ...
'' following the discovery that extracts were potent inhibitors of
DBH, and thus interfered with the
biosynthesis
Biosynthesis, i.e., chemical synthesis occurring in biological contexts, is a term most often referring to multi-step, enzyme-Catalysis, catalyzed processes where chemical substances absorbed as nutrients (or previously converted through biosynthe ...
of the pressor neurohormone, norepinephrine. To refine this lead, amidation via the acid chloride was carried out to give antihypertensive analog bupicomide.
References
Beta blockers
Disubstituted pyridines
Carboxamides
Butyl compounds
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