Corticosteroids are a class of steroid hormones that are produced in the adrenal cortex of vertebrates, as well as the synthetic analogues of these hormones. Two main classes of corticosteroids, glucocorticoids and mineralocorticoids, are involved in a wide range of physiological processes, including stress response, immune response, and regulation of inflammation, carbohydrate metabolism, protein catabolism, blood electrolyte levels, and behavior.
Progesterone (P4) is an endogenous steroid and progestogen sex hormone involved in the menstrual cycle, pregnancy, and embryogenesis of humans and other species. It belongs to a group of steroid hormones called the progestogens and is the major progestogen in the body. Progesterone has a variety of important functions in the body. It is also a crucial metabolic intermediate in the production of other endogenous steroids, including the sex hormones and the corticosteroids, and plays an important role in brain function as a neurosteroid.
A steroid is an organic compound with four fused rings arranged in a specific molecular configuration.
Progestogens, also sometimes written progestins, progestagens or gestagens, are a class of natural or synthetic steroid hormones that bind to and activate the progesterone receptors (PR). Progesterone is the major and most important progestogen in the body. The progestogens are named for their function in maintaining pregnancy, although they are also present at other phases of the estrous and menstrual cycles.
Percy Lavon Julian was an American research chemist and a pioneer in the chemical synthesis of medicinal drugs from plants. Julian was the first person to synthesize the natural product physostigmine, and a pioneer in industrial large-scale chemical synthesis of the human hormones progesterone and testosterone from plant sterols such as stigmasterol and sitosterol. His work laid the foundation for the steroid drug industry's production of cortisone, other corticosteroids, and artificial hormones that led to birth control pills.
Russell Earl Marker was an American chemist who invented the octane rating system when he was working at the Ethyl Corporation. Later in his career, he went on to found a steroid industry in Mexico when he successfully made semisynthetic progesterone from chemical constituents found in Mexican yams in a process known as Marker degradation. This eventually led to the development at Syntex of the combined oral contraceptive pill and synthetic cortisone – and to the development of the Mexican barbasco trade.
Stigmasterol – a plant sterol (phytosterol) – is among the most abundant of plant sterols, having a major function to maintain the structure and physiology of cell membranes. In the European Union, it is a food additive listed with E number E499, and may be used in food manufacturing to increase the phytosterol content, potentially lowering the levels of LDL cholesterol.
Yam is the common name for some plant species in the genus Dioscorea that form edible tubers.
Laboratorios Syntex SA was a pharmaceutical company formed in Mexico City in January 1944 by Russell Marker, Emeric Somlo, and Federico Lehmann to manufacture therapeutic steroids from the Mexican yams called cabeza de negro and Barbasco. The demand for barbasco by Syntex initiated the Mexican barbasco trade.
George Rosenkranz was a pioneering Hungarian-born Mexican scientist in the field of steroid chemistry, who used native Mexican plant sources as raw materials. He was born in Hungary, studied in Switzerland and emigrated to the Americas to escape the Nazis, eventually settling in Mexico.
Dioscorea bulbifera is a species of true yam in the yam family, Dioscoreaceae. It is native to Africa, Asia and northern Australia. It is widely cultivated and has become naturalized in many regions.
Dioscorea mexicana, Mexican yam or cabeza de negro is a species of yam in the genus Dioscorea.
The Marker degradation is a three-step synthetic route in steroid chemistry developed by American chemist Russell Earl Marker in 1938–1940. It is used for the production of cortisone and mammalian sex hormones from plant steroids, and established Mexico as a world center for steroid production in the years immediately after World War II. The discovery of the Marker degradation allowed the production of substantial quantities of steroid hormones for the first time, and was fundamental in the development of the contraceptive pill and corticosteroid anti-inflammatory drugs. In 1999, the American Chemical Society and the Sociedad Química de México named the route as an International Historic Chemical Landmark.
Melengestrol is a steroidal progestin of the 17α-hydroxyprogesterone group and an antineoplastic drug which was never marketed. An acylated derivative, melengestrol acetate, is used as a growth promoter in animals.
Jenapharm is a pharmaceutical company from Jena, Germany. Founded in 1950 in East Germany, the company focused from the beginning on the production and development of steroids. Because of the economic circumstances of the Eastern Bloc, the company initially used a unique process of steroid synthesis starting from hog bile, however, this method was abandoned a decade later in favor of total synthesis. Initially the company produced a wide range of generic steroids, including corticosteroids, but later on it focused on anabolic steroids, estrogens and progestins.
Sarsasapogenin is a steroidal sapogenin, that is the aglycosidic portion of a plant saponin. It is named after sarsaparilla, a family of climbing plants found in subtropical regions. It was one of the first sapogenins to be identified, and the first spirostan steroid to be identified as such. The identification of the spirostan structure, with its ketone spiro acetal functionality, was fundamental in the development of the Marker degradation, which allowed the industrial production of progesterone and other sex hormones from plant steroids.
Dioscorea composita, or barbasco, is a species of yam in the genus Dioscorea, native to Mexico. It is notable for its role in the production of diosgenin, which is a precursor for the synthesis of hormones such as progesterone. Russell Marker developed the extraction and manufacture of hormones from D. mexicana at Syntex, starting the trade of D. composita in Mexico. Marker also discovered that the composita variety had a much higher content of diosgenin than the mexicana variety, and therefore it came to replace the latter in the production of synthetic hormones.
The Mexican barbasco trade was the trade of the diosgenin-rich yam species Dioscorea mexicana, Dioscorea floribunda and Dioscorea composita which emerged in Mexico in the 1950s as part of the Mexican steroid industry. The trade consisted in Mexican campesinos harvesting the root in the jungle, selling it to middlemen who brought it to processing plants where the root was fermented and the diosgenin extracted and sold to pharmaceutical companies such as Syntex who used it to produce synthetic hormones.
Dioscorea zingiberensis, is a species of yam, a tuberous root vegetable. It has been cultivated in China for the production of diosgenin, an important pharmaceutical intermediate for the synthesis of steroid hormones. The rhizomes also produces steroidal saponins (TSS) as part of a treatment for cardiovascular disease.
16-Dehydropregnenolone acetate (16-DPA) is a chemical compound used as an intermediate or synthon in the production of many semisynthetic steroids. As 7-ACA is for cephalosporins and 6-APA is for penicillins, 16-DPA is for steroids. While it is not easy to synthesize, it is a convenient intermediate which can be made from other more available materials, and which can then be modified to produce the desired target compound.
