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Chalconoid

December 15, 2023

Chalconoids (Greek: χαλκός khalkós, "copper", due to its color), also known as chalcones, are natural phenols derived from chalcone. They form the central core for a variety of important biological compounds.

Chalcone, the structural backbone of chalconoids

They show antibacterial, antifungal, antitumor and anti-inflammatory properties. Some chalconoids demonstrated the ability to block voltage-dependent potassium channels.[1] Chalcones are also natural aromatase inhibitors.[2]

Chalcones are aromatic ketones with two phenyl rings that are also intermediates in the synthesis of many biological compounds. The closure of hydroxy chalcones causes the formation of the flavonoid structure.[3] Flavonoids are substances in the plant's secondary metabolism with an array of biological activities.

Chalconoids are also intermediating in the Auwers synthesis of flavones.

Biosynthesis and metabolism edit

Chalcone synthase is an enzyme responsible for the production of chalconoids in plants.
Chalcone isomerase is responsible for their conversion into flavanones and other flavonoids.
Naringenin-chalcone synthase uses malonyl-CoA and 4-coumaroyl-CoA to produce CoA, naringenin chalcone, and CO2.
In aurones, the chalcone-like structure closes into a 5-atom ring instead of the more typical 6-atom ring (C ring).

Related compounds edit

References edit

  1. ^ Yarishkin, O. V.; Ryu, H. W.; Park, J. Y.; Yang, M. S.; Hong, S. G.; Park, K. H. (2008). "Sulfonate chalcone as new class voltage-dependent K+ channel blocker". Bioorganic & Medicinal Chemistry Letters. 18 (1): 137–140. doi:10.1016/j.bmcl.2007.10.114. PMID 18032041.
  2. ^ Le Bail, Jean-Christophe; Pouget, Christelle; Fagnere, Catherine; Basly, Jean-Philippe; Chulia, Albert-Jose; Habrioux, Gerard (2001). "Chalcones are potent inhibitors of aromatase and 17β-hydroxysteroid dehydrogenase activities". Life Sciences. 68 (7): 751–61. doi:10.1016/S0024-3205(00)00974-7. PMID 11205867.
  3. ^ Nayak, Yogeesha N.; Gaonkar, Santosh L.; Sabu, Mariya (2023-01-04). "Chalcones: Versatile intermediates in heterocyclic synthesis". Journal of Heterocyclic Chemistry: jhet.4617. doi:10.1002/jhet.4617. ISSN 0022-152X. S2CID 255212828.

External links edit

  • . Reference.MD. Archived from the original on 2020-09-25. Retrieved 2011-04-30.

December 15, 2023
chalconoid, greek, χαλκός, khalkós, copper, color, also, known, chalcones, natural, phenols, derived, from, chalcone, they, form, central, core, variety, important, biological, compounds, chalcone, structural, backbone, chalconoidsthey, show, antibacterial, an. Chalconoids Greek xalkos khalkos copper due to its color also known as chalcones are natural phenols derived from chalcone They form the central core for a variety of important biological compounds Chalcone the structural backbone of chalconoidsThey show antibacterial antifungal antitumor and anti inflammatory properties Some chalconoids demonstrated the ability to block voltage dependent potassium channels 1 Chalcones are also natural aromatase inhibitors 2 Chalcones are aromatic ketones with two phenyl rings that are also intermediates in the synthesis of many biological compounds The closure of hydroxy chalcones causes the formation of the flavonoid structure 3 Flavonoids are substances in the plant s secondary metabolism with an array of biological activities Chalconoids are also intermediating in the Auwers synthesis of flavones Contents 1 Biosynthesis and metabolism 2 Related compounds 3 References 4 External linksBiosynthesis and metabolism editChalcone synthase is an enzyme responsible for the production of chalconoids in plants Chalcone isomerase is responsible for their conversion into flavanones and other flavonoids Naringenin chalcone synthase uses malonyl CoA and 4 coumaroyl CoA to produce CoA naringenin chalcone and CO2 In aurones the chalcone like structure closes into a 5 atom ring instead of the more typical 6 atom ring C ring Related compounds editDihydrochalconesReferences edit Yarishkin O V Ryu H W Park J Y Yang M S Hong S G Park K H 2008 Sulfonate chalcone as new class voltage dependent K channel blocker Bioorganic amp Medicinal Chemistry Letters 18 1 137 140 doi 10 1016 j bmcl 2007 10 114 PMID 18032041 Le Bail Jean Christophe Pouget Christelle Fagnere Catherine Basly Jean Philippe Chulia Albert Jose Habrioux Gerard 2001 Chalcones are potent inhibitors of aromatase and 17b hydroxysteroid dehydrogenase activities Life Sciences 68 7 751 61 doi 10 1016 S0024 3205 00 00974 7 PMID 11205867 Nayak Yogeesha N Gaonkar Santosh L Sabu Mariya 2023 01 04 Chalcones Versatile intermediates in heterocyclic synthesis Journal of Heterocyclic Chemistry jhet 4617 doi 10 1002 jhet 4617 ISSN 0022 152X S2CID 255212828 External links edit Chalcones Reference MD Archived from the original on 2020 09 25 Retrieved 2011 04 30 Retrieved from https en wikipedia org w index php title Chalconoid amp oldid 1181166588, wikipedia, wiki, book, books, library,

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