Retrochalcone information

A retrochalcone is a chalcone-like compound in which the normally present hydroxy groups at the 2' and 6' positions are missing. The retrochalcone structure has a propenal bridge connected to two benzene rings at each end. The ring closest to the oxygen, is labelled with primed numbers, normally with a hydroxy group at the 4' position. This is the A ring. The ring closest to the double bond is numbered with simple digits starting from 1 at the bridge connection. This is the B ring. There is usually a hydroxy group at the 4 position. The retrochalcones are found naturally where they are derivatives of flavones.^[1] Retrochalcones can be classed as minor flavonoids.^[2]

One example derivative is echinatin.^[1] It has systematic name (E)-1-(4-hydroxyphenol)-3-(3-methoxy-4-hydroxyphenol)-2-propen-1-one, or derived name 4',4-dihydroxy-2-methoxychalcone and was found in Glycyrrhiza echinata.

^ ^a ^b Cazarolli, Luisa Helena; Kappel, Virginia Demarchi; Zanatta, Ana Paula; Suzuki, Daniela Ota Hisayasu; Yunes, Rosendo Augusto; Nunes, Ricardo José; Pizzolatti, Moacir Geraldo; Silva, Fátima Regina Mena Barreto (2013). Studies in Natural Products Chemistry: Chapter 2. Natural and Synthetic Chalcones: Tools for the Study of Targets of Action—Insulin Secretagogue or Insulin Mimetic?. Elsevier Inc. Chapters. ISBN 9780128084823.
^ Marais, J.P.J.; Deavours, B.; Dixon, R.A; Ferreira, D. (2006). Grotewold, Erich (ed.). The Science of Flavonoids (PDF). Springer. p. 4. ISBN 0-387-28821-X.

[Caz-1] Cazarolli, Luisa Helena; Kappel, Virginia Demarchi; Zanatta, Ana Paula; Suzuki, Daniela Ota Hisayasu; Yunes, Rosendo Augusto; Nunes, Ricardo José; Pizzolatti, Moacir Geraldo; Silva, Fátima Regina Mena Barreto (2013). Studies in Natural Products Chemistry: Chapter 2. Natural and Synthetic Chalcones: Tools for the Study of Targets of Action—Insulin Secretagogue or Insulin Mimetic?. Elsevier Inc. Chapters. ISBN 9780128084823.

[2] Marais, J.P.J.; Deavours, B.; Dixon, R.A; Ferreira, D. (2006). Grotewold, Erich (ed.). The Science of Flavonoids (PDF). Springer. p. 4. ISBN 0-387-28821-X.