Oroxindin

Last updated
Oroxindin
Oroxindin.svg
Names
IUPAC name
5-Hydroxy-8-methoxy-4-oxoflav-2-en-7-yl β-D-glucopyranosiduronic acid
Preferred IUPAC name
(2S,3S,4S,5R,6S)-3,4,5-Trihydroxy-6-[(5-hydroxy-8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)oxy]oxane-2-carboxylic acid
Other names
Wogonin-7-O-β-D-glucuronide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.230.643 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1 X mark.svgN
    Key: LNOHXHDWGCMVCO-NTKSAMNMSA-N X mark.svgN
  • InChI=1/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1
    Key: LNOHXHDWGCMVCO-NTKSAMNMBE
  • COc1c(cc(c2c1oc(cc2=O)c3ccccc3)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)C(=O)O)O)O)O
Properties
C22H20O11
Molar mass 460.388 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Oroxindin is a flavone, a type of phenolic chemical compound. It is a wogonoside, more accurately a wogonin glucuronide isolated from Oroxylum indicum (Bignoniaceae), [1] Bacopa monnieri (Plantaginaceae) and Holmskioldia sanguinea [2] (Chinese hat plant, Verbenaceae).

Related Research Articles

<i>Bacopa monnieri</i> Species of aquatic plant

Bacopa monnieri is a perennial, creeping herb native to the wetlands of southern and Eastern India, Australia, Europe, Africa, Asia, and North and South America. It is known by the common names water hyssop, waterhyssop, brahmi, thyme-leafed gratiola, herb of grace, and Indian pennywort.

<i>Bacopa</i> Genus of aquatic plants

Bacopa is a genus of 70–100 aquatic plants belonging to the family Plantaginaceae. It is commonly known as waterhyssop.

Chrysin Chemical compound

Chrysin, also called 5,7-dihydroxyflavone, is a flavone found in honey, propolis, the passion flowers, Passiflora caerulea and Passiflora incarnata, and in Oroxylum indicum. It is extracted from various plants, such as the blue passion flower. Following oral intake by humans, chrysin has low bioavailability and rapid excretion. It is under basic research to evaluate its safety and potential biological effects.

<i>Anartia jatrophae</i> Species of butterfly

Anartia jatrophae, the white peacock, is a species of butterfly found in the southeastern United States, Central America, and throughout much of South America. The white peacock's larval hosts are water hyssop, lemon bacopa, tropical waterhyssop, frogfruit, lanceleaf frogfruit, and Carolina wild petunia . The males of the species display a unique territorial behavior, in which they stake out a territory typically 15 meters in diameter that contains larval host plants. They perch in this area and aggressively protect it from other insects and other male white peacocks.

<i>Holmskioldia</i> Genus of flowering plants

Holmskioldia is a genus of flowering plants in the mint family, Lamiaceae. It is native to the Himalayas but widely cultivated as an ornamental and naturalized in many places It contains only one known species, Holmskioldia sanguinea, commonly called the Chinese hat plant, cup-and-saucer-plant or mandarin's hat.

Baicalin Chemical compound

As baicalin is a flavone glycoside, it is a flavonoid. It is the glucuronide of baicalein.

Baicalein Chemical compound

Baicalein (5,6,7-trihydroxyflavone) is a flavone, a type of flavonoid, originally isolated from the roots of Scutellaria baicalensis and Scutellaria lateriflora. It is also reported in Oroxylum indicum and Thyme. It is the aglycone of baicalin. Baicalein is one of the active ingredients of Sho-Saiko-To, which is a Chinese classic herbal formula, and listed in Japan as Kampo medicine. As a Chinese herbal supplement, it is believed to enhance liver health.

Wogonin Chemical compound

Wogonin is an O-methylated flavone, a flavonoid-like chemical compound which is found in Scutellaria baicalensis.

<i>Oroxylum indicum</i> Species of tree

Oroxylum indicum is a species of flowering plant belonging to the monotypic genus Oroxylum and the family Bignoniaceae, and is commonly called Indian trumpet tree, oroxylum, Indian trumpet flower, broken bones, Indian caper, scythe tree or tree of Damocles. It can reach a height of 18 metres (59 ft). Various segments of the tree are used in traditional medicine, where it is known as Shyonaka or Sona Patha.

Oroxylin A Chemical compound

Oroxylin A is an O-methylated flavone, a chemical compound that can be found in the medicinal plants Scutellaria baicalensis and Scutellaria lateriflora, and the Oroxylum indicum tree. It has demonstrated activity as a dopamine reuptake inhibitor, and is also a negative allosteric modulator of the benzodiazepine site of the GABAA receptor. Oroxylin A has been found to improve memory consolidation in mice by elevating brain-derived neurotrophic factor (BDNF) levels in the hippocampus.

Tetuin Chemical compound

Tetuin is a flavone, a type of flavonoid. It is the 6-O-glucoside of baicalein. It can be isolated from the seeds of Oroxylum indicum, the Indian trumpetflower, known as टेटु tetu in Marathi.

Theograndin I Chemical compound

Theograndin I is a sulfated flavone glucuronide found in Cupuaçu. It is a glucuronide of isoscutellarein (8-Hydroxyapigenin).

Isoscutellarein Chemical compound

Isoscutellarein is a flavone found in Cupuaçu and in the liverwort Marchantia berteroana.

The word monnieri (uncapitalized) is a specific epithet for animal and plant species meaning "of Monnier" or "of Le Monnier", and was used to commemorate one of several people having these surnames. Some species with the epithet are:

Luteolin-7-O-glucuronide Chemical compound

Luteolin-7-O-glucuronide is a flavone, a chemical compound.

Bacoside A

Bacoside A is a mixture of chemical compounds, known as bacosides, isolated from Bacopa monnieri. Its major constituents include the saponins bacoside A3, bacopaside II, jujubogenin isomer of bacopasaponin C, and bacopasaponin C. The mixture has been studied in in vitro experiments and animal models for its potential neuroprotectivity.

Bacopasides are triterpene saponins isolated from Bacopa monnieri.

Bacoside

Bacosides are a class of chemical compounds isolated from Bacopa monnieri. Chemically, they are dammarane-type triterpenoid saponins.

Mohan Mishra was an Indian physician, known for his studies on Visceral leishmaniasis, and its treatment using Amphotericin B, regarded by many as a pioneering attempt. The Government of India honoured him, in 2014, with the award of Padma Shri, the fourth highest civilian award, for his contributions to the fields of medicine.

Clinical trials on Ayurveda refers to any clinical trials done on Ayurvedic treatment. Ayurveda is a traditional medicine system in India and like other cultural medical practices includes both conventional medicine and also complementary and alternative medicine. When there are clinical trials in Ayurveda, the focus tends to be on practices in alternative medicine.

References

  1. "Oroxindin—A new flavone glucuronide from Oroxylum indicum". doi:10.1007/BF02844710. S2CID   90414405.Cite journal requires |journal= (help)
  2. Phytotoxic and antimicrobial constituents of Bacopa monnieri and Holmskioldia sanguinea