Retrochalcone

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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 flavinoids. [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 .

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MTT assay

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Selective estrogen receptor modulator

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HU-210

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3-Methoxyamphetamine

meta-Methoxyamphetamine (MMA), also known as 3-methoxyamphetamine (3-MA), is a stimulant drug from the amphetamine family. It has similar effects in animal drug discrimination tests to the more widely known derivative 4-methoxyamphetamine (PMA), although with a slightly different ratio of monoamine release, being a combined serotonin, dopamine, and norepinephrine releasing agent rather than a fairly selective serotonin releaser like PMA. 3-Methoxyamphetamine has similarly appeared on the illicit market as a designer drug alternative to MDMA, although far more rarely than its infamous positional isomer. It produces gepefrine, a cardiac stimulant, as one of its major metabolites.

DO<em>x</em>

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Substituted cathinone

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Cannabicyclohexanol

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<i>o</i>-Coumaric acid

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Borinic acid

Borinic acidH
2
BOH
, also known as boronous acid, is an oxyacid of boron with formula H
2
BOH
. Borinate is the associated anion of boron with formula H
2
BO
, however being a lewis acid the form in basic solution is H
2
B(OH)
2
.

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References

  1. 1 2 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.
  3. 1 2 3 4 Bidlack, Wayne R.; Omaye, Stanley T.; Meskin, Mark S.; Topham, Debra K. W. (2000). Phytochemicals as Bioactive Agents. CRC Press. p. 115. ISBN   9781566767880.
  4. Zhou, T; Deng, X; Qiu, J (June 2012). "Antimicrobial activity of licochalcone E against Staphylococcus aureus and its impact on the production of staphylococcal alpha-toxin". Journal of Microbiology and Biotechnology. 22 (6): 800–5. doi:10.4014/jmb.1112.12020. PMID   22573157.
  5. Hasliza, Yusof; Din, Laily B.; Yaacob, Wan A.; Ibrahim, Nazlina; Yamin, Bohari Mohd; Latiff, A. (August 2015). "The chemical constituents of Ellipeia cuneifolia and their antibacterial activity". Sains Malaysiana. 44 (8): 1125–1128. doi: 10.17576/jsm-2015-4408-07 .