Liriodenine

Last updated
Liriodenine
Liriodenine.svg
Names
IUPAC name
4,5,6,6a-Tetradehydro-12-nor-2′H-[1,3]dioxolo[4′,5′:1,2]aporphin-7-one
Systematic IUPAC name
2H,8H-Benzo[g][1,3]benzodioxolo[6,5,4-de]quinolin-8-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
KEGG
PubChem CID
UNII
  • InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2
    Key: MUMCCPUVOAUBAN-UHFFFAOYSA-N
  • InChI=1/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2
    Key: MUMCCPUVOAUBAN-UHFFFAOYAX
  • C1OC2=C(O1)C3=C4C(=C2)C=CN=C4C(=O)C5=CC=CC=C53
Properties
C17H9NO3
Molar mass 275.263 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Liriodenine is a bio-active isolate of the Chinese medicinal herb Zanthoxylum nitidum . It was isolated for the first time, at least with the name liriodenine, from the heartwood of Liriodendron tulipifera, the common yellow poplar of the south-eastern USA. It is found in very many other plants, notably in Annona cherimolia and Annona muricata, widely cultivated for their edible fruit. [1]

Related Research Articles

<span class="mw-page-title-main">Annona, Texas</span> Town in Texas, United States

Annona is a town in Red River County, Texas, United States. The population was 315 at the 2010 census.

<span class="mw-page-title-main">Soursop</span> Species of plant

Soursop is the fruit of Annona muricata, a broadleaf, flowering, evergreen tree. It is native to the tropical regions of the Americas and the Caribbean and is widely propagated. It is in the same genus, Annona, as cherimoya and is in the Annonaceae family.

<span class="mw-page-title-main">Annonaceae</span> Family of flowering plants

The Annonaceae are a family of flowering plants consisting of trees, shrubs, or rarely lianas commonly known as the custard apple family or soursop family. With 108 accepted genera and about 2400 known species, it is the largest family in the Magnoliales. Several genera produce edible fruit, most notably Annona, Anonidium, Asimina, Rollinia, and Uvaria. Its type genus is Annona. The family is concentrated in the tropics, with few species found in temperate regions. About 900 species are Neotropical, 450 are Afrotropical, and the remaining are Indomalayan.

<span class="mw-page-title-main">Food distribution</span> Processes by which nutritional substances are supplied to people and animals

Food distribution is the process where a general population is supplied with food. The Food and Agriculture Organization (FAO) considers food distribution as a subset of the food system. The process and methodology behind food distribution varies by location. Food distribution has been a defining characteristic of human behavior in all societies, and recordings of food distribution date back for thousands of years. Most governments and societies are highly shaped by the systems created to support food distribution.

<span class="mw-page-title-main">Sugar apple</span> Species of fruit

The sugar apple or sweetsop is the edible fruit of Annona squamosa, the most widely grown species of Annona and a native of tropical climate in the Americas and West Indies. Spanish traders aboard the Manila galleons docking in the Philippines brought it to Asia. The fruit is spherical-conical, 5–10 centimetres in diameter and 6–10 cm long, and weighing 100–240 grams, with a thick rind composed of knobby segments. The color is typically pale green through blue-green, with a deep pink blush in certain varieties, and typically has a bloom. It is unique among Annona fruits in being segmented; the segments tend to separate when ripe, exposing the interior.

<span class="mw-page-title-main">Cherimoya</span> Edible fruit-bearing species of the genus Annona

The cherimoya, also spelled chirimoya and called chirimuya by the Inca people, is a species of edible fruit-bearing plant in the genus Annona, from the family Annonaceae, which includes the closely related sweetsop and soursop. The plant has long been believed to be native to Ecuador and Peru, with cultivation practiced in the Andes and Central America, although a recent hypothesis postulates Central America as the origin instead, because many of the plant's wild relatives occur in this area.

<i>Annona</i> Genus of fruits and plants

Annona is a genus of flowering plants in the pawpaw/sugar apple family, Annonaceae. It is the second largest genus in the family after Guatteria, containing approximately 166 species of mostly Neotropical and Afrotropical trees and shrubs.

<span class="mw-page-title-main">Custard apple</span> Index of plants with the same common name

Custard apple is a common name for several fruits and may refer to Annonaceae, the custard apple family, which includes the following species referred to as custard apples:

<i>Annona reticulata</i> Species of tree

Annona reticulata is a small deciduous or semi-evergreen tree in the plant family Annonaceae. It is best known for its fruit, called custard apple, a common name shared with fruits of several other species in the same genus: A. cherimola and A. squamosa. Other English common names include ox heart and bullock's heart. The fruit is sweet and useful in preparation of desserts, but is generally less popular for eating than that of A. cherimola.

<i>Annona squamosa</i> Species of tree

Annona squamosa is a small, well-branched tree or shrub from the family Annonaceae that bears edible fruits called sugar-apples or sweetsops. It tolerates a tropical lowland climate better than its relatives Annona reticulata and Annona cherimola helping make it the most widely cultivated of these species. Annona squamosa is a small, semi-(or late) deciduous, much-branched shrub or small tree 3 to 8 metres tall similar to soursop.

<i>Annona glabra</i> Tropical fruit tree

Annona glabra is a tropical fruit tree in the family Annonaceae, in the same genus as the soursop and cherimoya. Common names include pond apple, alligator apple, swamp apple, corkwood, bobwood, and monkey apple. The tree is native to Florida in the United States, the Caribbean, Central and South America, and West Africa. It is common in the Everglades. The A. glabra tree is considered an invasive species in Sri Lanka and Australia. It grows in swamps, is tolerant of saltwater, and cannot grow in dry soil.

<span class="mw-page-title-main">Annona (mythology)</span>

In ancient Roman religion, Annona is the divine personification of the grain supply to the city of Rome. She is closely connected to the goddess Ceres, with whom she is often depicted in art.

<i>Graphium agamemnon</i> Species of butterfly

Graphium agamemnon, the tailed jay, is a predominantly green and black tropical butterfly that belongs to the swallowtail family. The butterfly is also called the green-spotted triangle, tailed green jay, or green triangle. It is a common, non-threatened species native to Nepal, India, Sri Lanka through Southeast Asia and Australia. Several geographic races are recognized. The species was first described by Carl Linnaeus in his 1758 10th edition of Systema Naturae.

<i>Graphium doson</i> Species of butterfly

Graphium doson, the common jay, is a black, tropical papilionid (swallowtail) butterfly with pale blue semi-transparent central wing bands that are formed by large spots. There is a marginal series of smaller spots. The underside of wings is brown with markings similar to upperside but whitish in colour. The sexes look alike. The species was first described by father and son entomologists Cajetan and Rudolf Felder.

<i>Graphium eurypylus</i> Species of butterfly

Graphium eurypylus, the great jay or pale green triangle, is a species of tropical butterfly belonging to the family Papilionidae.

<i>Annona montana</i> Species of tree

Annona montana, the mountain soursop, is a tree and its edible fruit in the Annonaceae family native to Central America, the Amazon, and islands in the Caribbean. It has fibrous fruits. A. montana may be used as a rootstock for cultivated Annonas.

<i>Rollinia deliciosa</i> Species of tropical fruit plant

Annona mucosa is a species of flowering plant in the custard-apple family, Annonaceae, that is native to tropical South America. It is cultivated for its edible fruits, commonly known as biribá, lemon meringue pie fruit, or wild sugar-apple, throughout the world's tropics and subtropics.

<span class="mw-page-title-main">Atemoya</span> Species of fruit and plant

The atemoya, Annona × atemoya, or Annona squamosa × Annona cherimola is a hybrid of two fruits – the sugar-apple and the cherimoya – which are both native to the American tropics. This fruit is popular in Taiwan, where it is known as the "pineapple sugar apple" (鳳梨釋迦), so it is sometimes wrongly believed to be a cross between the sugar-apple and the pineapple. In Cuba it is known as anón, and in Venezuela chirimorinon. In Israel and Lebanon, the fruit is called achta, but in Israel it is more common to call the fruit annona as Latin. In Tanzania it is called stafeli dogo. In Brazil, the atemoya became popular and in 2011, around 1,200 hectares of atemoia were cultivated in Brazil. In Taiwan, the cultivating area of atemoya was 2,856.46 hectares in 2020, and Taitung County was the major place of cultivating.

<span class="mw-page-title-main">Anonaine</span> Chemical compound

Anonaine is a bioactive benzylisoquinoline alkaloid, present in members of the plant families Magnoliaceae and Annonaceae It is named after the plant it was first extracted from, Annona reticulata, which is commonly known as Anona.

References

  1. Chen, ZF; Liu, YC; Peng, Y; Hong, X; Wang, HH; Zhang, MM; Liang, H (February 2012). "Synthesis, characterization, and in vitro antitumor properties of gold(III) compounds with the traditional Chinese medicine (TCM) active ingredient liriodenine". Journal of Biological Inorganic Chemistry. 17 (2): 247–61. doi:10.1007/s00775-011-0846-z. PMID   21960256. S2CID   254085779.