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Bisdemethoxycurcumin

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Bisdemethoxycurcumin
Names
Preferred IUPAC name
(1E,6E)-1,7-Bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
Other names
Curcumin III, bis(4-hydroxycinnamoyl)methane, didemethoxycurcumin, bisdemethoxycurcumin, Bis(p-hydroxycinnamoyl)methane, NSC687839
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+
    Key: PREBVFJICNPEKM-YDWXAUTNSA-N
  • C1=CC(=CC=C1C=CC(=O)CC(=O)C=CC2=CC=C(C=C2)O)O
Properties
C19H16O4
Molar mass 308.333 g·mol−1
Density 1.285 g/cm3
Melting point 226 to 231 °C (439 to 448 °F; 499 to 504 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Bisdemethoxycurcumin is a curcuminoid found (along with the curcuminoids curcumin and demethoxycurcumin) in turmeric (Curcuma longa), but absent in Javanese turmeric (Curcuma xanthorrhiza).[1] Bisdemethoxycurcumin is used as a pigment and nutraceutical with antimutagenic properties.[2][3] All three of the curcuminoids found in Curcuma longa have been shown to have antioxidant properties, but bisdemethoxycurcumin is more resistant than the others to alkaline degradation.[4] It was found to be effective in sensitizing PC cells resistance against gemcitabine.[5]

See also

References

  1. ^ T. K. Lim (11 February 2016). Edible Medicinal and Non-Medicinal Plants: Volume 12 Modified Stems, Roots, Bulbs. Springer. p. 374. ISBN 978-3-319-26065-5.
  2. ^ Hajime Ohigashi; Toshihiko Osawa; Junji Terao; Shaw Watanabe; Toshikazu Yoshikawa (27 November 2013). Food Factors for Cancer Prevention. Springer Science & Business Media. p. 251. ISBN 978-4-431-67017-9.
  3. ^ Jun-Ping Xu (25 November 2016). Cancer Inhibitors from Chinese Natural Medicines. CRC Press. p. 338. ISBN 978-1-4987-8766-6.
  4. ^ Francisco Delgado-Vargas; Octavio Paredes-Lopez (26 December 2002). Natural Colorants for Food and Nutraceutical Uses. CRC Press. p. 244. ISBN 978-1-4200-3171-3.
  5. ^ "Bisdemethoxycurcumin". ScienceDirect. ScienceDirect. Retrieved 5 October 2022.
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