The diarylheptanoids (also known as diphenylheptanoids) are a class of plant secondary metabolites. Diarylheptanoids consist of two aromatic rings (aryl groups) joined by a seven carbons chain (heptane) and having various substituents. [1] They can be classified into linear (curcuminoids) and cyclic diarylheptanoids. The best known member is curcumin, which is isolated from turmeric (Curcuma longa) and is known as food coloring E100. Some other Curcuma species, such as Curcuma comosa also produce diarylheptanoids.
They have been reported from plants in 10 different families, e.g. Betulaceae and Zingiberaceae .
A diarylheptanoid is an intermediate in the biosynthesis of phenylphenalenones in Anigozanthos preissii [2] or Wachendorfia thyrsiflora (Haemodoraceae). [3]
Cyclic diarylheptanoids formed from myricanone can be isolated from the bark of Myrica rubra (Myricaceae). [4] Two cyclic diarylheptanoids, named ostryopsitrienol and ostryopsitriol, can be isolated from the stems of endemic Chinese medicinal plant Ostryopsis nobilis (Betulaceae). [5] Acerogenin M can be found in Acer nikoense (Sapindaceae). [6] Jugcathayenoside and (+)-galeon can be found in the root bark of Juglans cathayensis (Juglandaceae). [7]
The antioxidant activity of diarylheptanoids isolated from rhizomes of Etlingera elatior (Zingiberaceae) is greater than that of α-tocopherol. [8]
The Fagales are an order of flowering plants, including some of the best-known trees. The order name is derived from genus Fagus, beeches. They belong among the rosid group of dicotyledons. The families and genera currently included are as follows:
Turmeric or Curcuma longa, is a flowering plant in the ginger family Zingiberaceae. It is a perennial, rhizomatous, herbaceous plant native to the Indian subcontinent and Southeast Asia that requires temperatures between 20 and 30 °C and high annual rainfall to thrive. Plants are gathered each year for their rhizomes, some for propagation in the following season and some for consumption.
Curcumin is a bright yellow chemical produced by plants of the Curcuma longa species. It is the principal curcuminoid of turmeric, a member of the ginger family, Zingiberaceae. It is sold as a herbal supplement, cosmetics ingredient, food flavoring, and food coloring.
Tripterygium wilfordii, or léi gōng téng (Mandarin), sometimes called thunder god vine but more properly translated thunder duke vine, is a vine used in traditional Chinese medicine.
Gingerol ([6]-gingerol) is a phenolic phytochemical compound found in fresh ginger that activates heat receptors on the tongue. It is normally found as a pungent yellow oil in the ginger rhizome, but can also form a low-melting crystalline solid. This chemical compound is found in all members of the Zingiberaceae family and is high in concentrations in the grains of paradise as well as an African Ginger species.
Etlingera elatior is a species of herbaceous perennial plant in the family Zingiberaceae; it is native to Indonesia, Thailand, Malaysia and New Guinea.
Pinosylvin is an organic compound with the formula C6H5CH=CHC6H3(OH)2. A white solid, it is related to trans-stilbene, but with two hydroxy groups on one of the phenyl substituents. It is very soluble in many organic solvents, such as acetone.
Acer maximowiczianum, is a species of maple widely distributed in China and Japan.
Kaempferia galanga, commonly known as kencur, aromatic ginger, sand ginger, cutcherry, is a monocotyledonous plant in the ginger family, and one of four plants called galangal. It is found primarily in open areas in Indonesia, southern China, Taiwan, Cambodia, and India, but is also widely cultivated throughout Southeast Asia.
In biochemistry, cyclotides are small, disulfide-rich peptides isolated from plants. Typically containing 28-37 amino acids, they are characterized by their head-to-tail cyclised peptide backbone and the interlocking arrangement of their three disulfide bonds. These combined features have been termed the cyclic cystine knot (CCK) motif. To date, over 100 cyclotides have been isolated and characterized from species of the families Rubiaceae, Violaceae, and Cucurbitaceae. Cyclotides have also been identified in agriculturally important families such as the Fabaceae and Poaceae.
A curcuminoid is a linear diarylheptanoid, a relatively small class of plant secondary metabolites that includes curcumin, demethoxycurcumin, and bisdemethoxycurcumin, all isolated from turmeric. These compounds are natural phenols and produce a pronounced yellow color that is often used to color foods and medicines. Curcumin is obtained from the root of turmeric.
Echinomycin is a peptide antibiotic. It is a dimer of two peptides creating a cyclic structure. It contains a bicyclic aromatic chromophore that is attached to the dimerized cyclic peptide core and a thioacetal bridge. It intercalates into DNA at two specific sites, thereby blocking the binding of hypoxia inducible factor 1 alpha (HIF1alpha).
Prodelphinidin is a name for the polymeric tannins composed of gallocatechin. It yields delphinidin during depolymerisation under oxidative conditions.
Pinitol is a cyclitol, a cyclic polyol. It is a known anti-diabetic agent isolated from Sutherlandia frutescens leaves. Gall plant tannins can be differentiated by their content of pinitol. It was first identified in the sugar pine. It is also found in other plants, such as in the pods of the carob tree.
Asterric acid is a fungal metabolite that can inhibit endothelin binding, first isolated from Aspergillus terreus. Its derivatives and similar phenolic fungal isolates are a subject of research on anti-angiogenic compounds.
Myricanone is a cyclic diarylheptanoid isolated from the bark of Myrica rubra (Myricaceae).
Ostryopsis nobilis is a shrub species in the genus Ostryopsis found in China. It is an endemic Chinese medicinal plant. It forms thickets on sunny mountain slopes between 1500 and 3000 m. It is found in South West Sichuan and North West Yunnan.
1,7-Bis(4-hydroxyphenyl)-1,4,6-heptatrien-3-one is a natural product, a curcuminoid antioxidant found in turmeric and torch ginger.
Juglans hopeiensis, also known as Ma walnut, is a species of walnut native to northern Hebei Province. Some scholars believe that the species is a hybrid of Juglans regia and Juglans mandshurica. Currently, it is a threatened tree species.
Rosemary Margaret Smith (1933–2004) was a Scottish botanist and illustrator who specialized in the taxonomy of the Zingiberaceae, or ginger family. Many of the species she classified and identified as being placed into improper genera were found in Asian countries, especially in the isolated island of Borneo.