Furanochromone

Last updated
Furanochromone
Furanochromone.svg
Names
Preferred IUPAC name
5H-Furo[3,2-g][1]benzopyran-5-one
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C11H6O3/c12-9-2-4-14-11-6-10-7(1-3-13-10)5-8(9)11/h1-6H
    Key: QBCCGEPNFFWJOU-UHFFFAOYSA-N
  • InChI=1/C11H6O3/c12-9-2-4-14-11-6-10-7(1-3-13-10)5-8(9)11/h1-6H
    Key: QBCCGEPNFFWJOU-UHFFFAOYAV
  • O=C\1c3c(O/C=C/1)cc2occc2c3
Properties
C11H6O3
Molar mass 186.166 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Furanochromone is a chemical compound which is a derivative of chromone (1,4-benzopyrone) and furan. [1]

Some chemical derivatives of furanochromone show strong interaction with DNA. [2] Furanochromones can be produced in callus cultures of Ammi visnaga [3] or in Pimpinella monoica . [4]

Related Research Articles

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Khellin Chemical compound

Khellin has been used as an herbal folk medicine, with use in the Mediterranean dating back to Ancient Egypt, to treat a variety of maladies including: renal colic, kidney stones, coronary disease, bronchial asthma, vitiligo, and psoriasis. It is a major constituent of the plant Ammi visnaga, also known as Bishop's Weed. Once purified, khellin exists as colorless, odorless, bitter-tasting needle-shaped crystals and is classified as a gamma-pyrone, a furanochromone derivative. In the early 20th century, researchers searched for khellin analogs with lower toxicity and better efficacy. A number of drugs were discovered through this research, such as amiodarone and cromolyn sodium, which are used in current medical practice. Efloxate is also mentioned as analog.

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<i>Visnaga daucoides</i> Species of plant

Visnaga daucoides is a species of flowering plant in the carrot family known by many common names, including toothpick-plant, toothpickweed, bisnaga, khella, or sometimes bishop's weed. It is native to Europe, Asia, and North Africa, but it can be found throughout the world as an introduced species. This is an erect annual plant growing from a taproot to a maximum height near 80 centimeters. The leaves are up to 20 centimeters long and generally oval to triangular in shape but dissected into many small linear to lance-shaped segments. The inflorescence is a compound umbel of white flowers similar to those of other Apiaceae species. The fruit is a compressed oval-shaped body less than 3 millimeters long. This species is a source of khellin, a diuretic extract.

Nutlin Chemical compound

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Pimpinella monoica is now listed as a synonym for Pimpinella wallichiana(Miq.) Gandhi a plant species belonging to the genus Pimpinella.

Ammiol Chemical compound

Ammiol is a furanochromone that can be found in Pimpinella monoica.

Visnagin Chemical compound

Visnagin is an organic chemical compound with the molecular formula C13H10O4 It is a furanochromone, a compound derivative of chromone (1,4-benzopyrone) and furan.

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References

  1. Pereira, David M.; Valentão, Patrícia; Pereira, José A.; Andrade, Paula B. (2009). "Phenolics: From Chemistry to Biology". Molecules. 14 (6): 2202–2211. doi: 10.3390/molecules14062202 . PMC   6254163 . S2CID   5489895.
  2. Niccolai, Neri; Bovalini, Lucia; Martelli, Paola (1986). "The mechanisms of interaction between furanochromones and dna". Biophysical Chemistry. 24 (3): 217–20. doi:10.1016/0301-4622(86)85027-X. PMID   3768467.
  3. Krolicka A.; Staniszewska I.; Malinski E.; Szafranek J.; Łojkowska E. (2003). "Stimulation of furanochromone accumulation in callus cultures of Ammi visnaga L. by addition of elicitors". Pharmazie. 58 (8): 590–592. PMID   12967041.
  4. Luthria, D.L.; Banerji, A. (1994). "Biosynthesis of furanochromones in Pimpinella monoica" (PDF). Proceedings of the Indian Academy of Sciences – Chemical Sciences. 106 (5): 1149–1156. doi:10.1007/BF02841922. S2CID   93321002.