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Natural product

A natural product is a natural compound or substance produced by a living organism—that is, found in nature.[2][3] In the broadest sense, natural products include any substance produced by life.[4][5] Natural products can also be prepared by chemical synthesis (both semisynthesis and total synthesis) and have played a central role in the development of the field of organic chemistry by providing challenging synthetic targets. The term natural product has also been extended for commercial purposes to refer to cosmetics, dietary supplements, and foods produced from natural sources without added artificial ingredients.[6]

Within the field of organic chemistry, the definition of natural products is usually restricted to organic compounds isolated from natural sources that are produced by the pathways of secondary metabolism.[7] Within the field of medicinal chemistry, the definition is often further restricted to secondary metabolites.[8][9] Secondary metabolites (or specialized metabolites) are not essential for survival, but nevertheless provide organisms that produce them an evolutionary advantage.[10] Many secondary metabolites are cytotoxic and have been selected and optimized through evolution for use as "chemical warfare" agents against prey, predators, and competing organisms.[11] Secondary or specialized metabolites are often unique to species, which is contrasted to primary metabolites which have broad use across kingdoms. Secondary metabolites are marked by chemical complexity which is why they are of such interest to chemists.


Natural sources may lead to basic research on potential bioactive components for commercial development as lead compounds in drug discovery.[12] Although natural products have inspired numerous drugs, drug development from natural sources has received declining attention in the 21st century by pharmaceutical companies, partly due to unreliable access and supply, intellectual property, cost, and profit concerns, seasonal or environmental variability of composition, and loss of sources due to rising extinction rates.[12]

Classes[edit]

The broadest definition of natural product is anything that is produced by life,[4][13] and includes the likes of biotic materials (e.g. wood, silk), bio-based materials (e.g. bioplastics, cornstarch), bodily fluids (e.g. milk, plant exudates), and other natural materials (e.g. soil, coal).


Natural products may be classified according to their biological function, biosynthetic pathway, or source. Depending on the sources, the number of known natural product molecules ranges between 300,000[14][15] and 400,000.[16]

Acetate pathway → and polyketides

fatty acids

→ aromatic amino acids and phenylpropanoids

Shikimate pathway

Amino acids →

alkaloids

first systematically studied by Otto Wallach (Nobel Prize 1910) and later by Leopold Ružička (Nobel Prize 1939)

Terpenes

Dyes based on (including chlorophyll and heme), studied by Richard Willstätter (Nobel Prize 1915) and Hans Fischer (Nobel Prize 1930)

porphins

studied by Heinrich Otto Wieland (Nobel Prize 1927) and Adolf Windaus (Nobel Prize 1928)

Steroids

studied by Paul Karrer (Nobel Prize 1937)

Carotenoids

studied among others by Paul Karrer, Adolf Windaus, Robert R. Williams, Norman Haworth (Nobel Prize 1937), Richard Kuhn (Nobel Prize 1938) and Albert Szent-Györgyi

Vitamins

studied by Adolf Butenandt (Nobel Prize 1939) and Edward Calvin Kendall (Nobel Prize 1950)

Hormones

Alkaloids and , studied by, among others, Robert Robinson (Nobel Prize 1947)

anthocyanins

Biogenic substance

Pharmacognosy

Phytotherapy

Reusch W (2010). . Virtual Textbook of Organic Chemistry. Ann Arbor, Mich.: Michigan State University, Department of Chemistry. Archived from the original on 3 February 2007.

"Natural Products page"

. Spanish language tools to facilitate structural identification of natural products.

"NAPROC-13 Base de datos de Carbono 13 de Productos Naturales y Relacionados (Carbon-13 Database of Natural Products and Related Substances)"

, ed. (1913). "Natural product". Webster's Dictionary. Springfield, Massachusetts: C. & G. Merriam Co.

Porter N