Diarylheptanoid

Recently, 19 diarylheptanoids, of which 6 are new, were separated and identified in turmeric by LC-ESI-MS/MS coupled to a DAD detector. More than 20 compounds were identified in the volatile oil extracted from turmeric by different meth-... 

Yellow dyes are obtained only from plants and can generally be divided into two classes, i.e. flavonoids and others among which there are mainly carotenoids and diarylheptanoids. Most are water-soluble, and procedures for their extraction are similar to those recommended for red colourants. Although they were popular as textile colourants, analytical... 

A careful interpretation of the spectra allowed the identification of monoacetate and diacetate derivatives of curcumin [26] in the turmeric extract, as well as of nineteen other diarylheptanoids, including twelve not reported until that time. [25]... 

H. Jiang, B.N. Timmermann and D.R. Gang, Use of liquid chromatography electrospray ionization tandem mass spectrometry to identify diarylheptanoids in turmeric (Curcuma longa L.) rhizome, J. Chromatogr. A, 1111, 21 31 (2006). 

Kiuchi F, Iwakami S, Shibuya M, Hanaoka F, Sankawa U. (1992). Inhibition of prostaglandin and leukotriene biosynthesis by gingerols and diarylheptanoids. Chem Pharm Bull (Tol o). 40(2) 387-91. Kobayashi M, Shqji N, Ohizumi Y. (1987). Gingerol, a novel cardiotonic agent, activates the Ca2+-pumping ATPase in skeletal and cardiac sarcoplasmic reticulum. Biochim Biophys Acta. 903(1) 96-102. 

Natakani. Diarylheptanoids from rhizomes of Zingiber officinale. Phytochemistry 1991 30(11) 2647-3651. 

ZO079 Yamahara, ]., S. Hatakeyama, K. Taniguchi, M. Kawamura, and M. Yoshikawa. Stomachic principles in ginger. II. Pungent and anti-ulcer effects of low polar constituents isolated from ginger, the dried rhizoma of Zingiber officinale Roscoe, cultivated in Taiwan. The absolute stereostructure of a new diarylheptanoid. Yakugaku Zasshi 1992 112(9) 645-655. 

Calomelanol J C24H18O5 Diarylheptanoids (Figure 15.11) 386 Pityrogramma calomelanos Adiantaceae, Pteridophyta Frond 173... 

Diarylheptanoids are characteristic phenolics found in the family Zingiberaceae, e.g., curcu-min, the bioactive yellow pigment from the spice turmeric (roots of Curcuma longa) and similar compounds from ginger Zingiber officinalis). A series of novel diarylheptanoids... 

No. Compound Chalcone-diarylheptanoid Mol. Formula Source Family Ref. 

Calyxin L Chalcone-Bis(diarylheptanoid) C35H34O8 Alpinia blepharocalyx Zingiberaceae 191... 

Prasain, J.K. et al.. Novel diarylheptanoids from the seeds of Alpinia blepharocalyx revised structure of calyxin A, J. Chem. Res. (S),22, 1998. 

Tezuka, Y. et al.. Eleven novel diarylheptanoids and two unusual diarylheptanoid derivatives from the seeds of Alpinia blepharocalyx, J. Nat. Prod, 64, 208, 2001. 

Kadota, S. et al., Blepharocalyxins A and B, novel diarylheptanoids from Alpinia blepharocalyx, and their inhibitory effect on NO formation in murine macrophages. Tetrahedron Lett., 37, 7283, 1996. 

Ngo, K.-S. and Brown, G.D., Stilbenes, monoterpenes, diarylheptanoids, labdanes and chalcones from Alpinia katsumadai. Phytochemistry, 47, 1117, 1998. 

Prasain, J.K. et al.. Inhibitory effect of diarylheptanoids on nitric oxide production in activated murine macrophages, Biol. Pharm. Bull, 21, 371, 1998. 

Synthetic effort is going on toward the unique diarylheptanoid blepharocalyxin D, 38, which has shown considerable in vitro antiproliferative activity against human fibrosarcoma HT-1080 cells, although this postulated stmcture for blepharocalyxin D is yet to be confirmed by synthesis <2003TL6351>. 

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