biologia plantarum

International journal on Plant Life established by Bohumil Němec in 1959

Biologia plantarum 56:458-464, 2012 | DOI: 10.1007/s10535-012-0069-3

The identification of flavonoids and the expression of genes of anthocyanin biosynthesis in the chrysanthemum flowers

S. -M. Chen1, C. -H. Li2,3, X. -R. Zhu1, Y. -M. Deng1, W. Sun4,5, L. -S. Wang2, F. -D. Chen1,*, Z. Zhang1
1 College of Horticulture, Nanjing Agricultural University, Nanjing, China
2 Beijing Botanical Garden, Institute of Botany, the Chinese Academy of Sciences, Beijing, China
3 Graduate University of Chinese Academy of Sciences, Beijing, China
4 College of Landscape Architecture, Beijing Forestry University, Beijing, China
5 Urumqi Botanical Garden, Urumqi, China

In order to provide additional information on the coloration of chrysanthemum flowers, the flavonoid composition and the expression of six structural genes involved in anthocyanin pathway in the ray florets of a pink flowering (cv. H5) and two white flowering (cvs. Keikai and Jinba) Chrysanthemum grandiflorum cultivars were examined. HPLCDAD/ESI-MSn analysis showed that cyanidin 3-O-(6"-O-malonylglucoside) and cyanidin 3-O-(3",6"-O-dimalonylglucoside) were the two major flavonoids presented in H5, while white flowering cultivars contained flavones instead of anthocyanins. Nine flavone derivatives were detected in the three cultivars, the amount of each flavone varied upon cultivars, and seven of these were identified as luteolin 7-O-arabinosylglucuronide, apigenin 7-O-glucoside, luteolin 7-O-malonylglucoside, apigenin 7-O-malonylglucoside, chrysoeriol 7-O-malonylglucoside, acacetin 7-O-rutinoside and acacetin 7-O-malonylglucoside. The two white flowering cultivars showed similar total flavonoid content, which was about two fold higher than that in H5. A high expression of the genes encoding dihydroflavonol 4-reductase and 3-O-glucosyltransferase was detected only in H5 but not in Keikai or Jinba. Chalcone synthase, chalcone isomerase, flavanone 3-hydroxylase, and flavonoid 3'-hydroxylase were expressed in all flowers, suggesting that the lack of anthocyanin in white flowering cultivars cannot be due to any blockage of their expression.

Keywords: Chrysanthemum grandiflorum; cyanidin; flavone; flower coloration; structural gene
Subjects: cyanidin; flower coloration; structural gene; flavonoids; anthocyanins; flowering; flavonoid biosynthesis; anthocyanin biosynthesis

Received: November 10, 2010; Accepted: June 23, 2011; Published: September 1, 2012  Show citation

ACS AIP APA ASA Harvard Chicago IEEE ISO690 MLA NLM Turabian Vancouver
Chen, S.-M., Li, C.-H., Zhu, X.-R., Deng, Y.-M., Sun, W., Wang, L.-S., Chen, F.-D., & Zhang, Z. (2012). The identification of flavonoids and the expression of genes of anthocyanin biosynthesis in the chrysanthemum flowers. Biologia plantarum56(3), 458-464. doi: 10.1007/s10535-012-0069-3
Download citation

References

  1. Ahmed, N., Maekawa, M., Noda, K.: Anthocyanin accumulation and expression pattern of anthocyanin biosynthesis genes in developing wheat coleoptiles. - Biol. Plant. 53: 223-228, 2009. Go to original source...
  2. Castañeda-Ovando, A., Pacheco-Hernández, M.L., Páez-Hernández, M.A., Rodríguez J.A., Galán-Vidal, CA.: Chemical studies of anthocyanins: a review. - Food Chem. 113: 859-871, 2009. Go to original source...
  3. Feyissa, D.N., Løvdal, T., Olsen, K.M., Slimestad, R., Lillo, C.: The endogenous GL3, but not EGL3, gene is necessary for anthocyanin accumulation as induced by nitrogen depletion in Arabidopsis rosette stage leaves. - Planta 230: 747-754, 2009. Go to original source...
  4. Forkmann, G., Stefan, M.: Metabolic engineering and applications of flavonoids. - Curr. Opin. Biotechnol. 12: 155-160, 2001. Go to original source...
  5. Fossen, T., Andersen, ø.M.: Cyanidin 3-O-(6"-succinyl-β- glucopyranoside) and other anthocyanins from Phragmites australis. - Phytochemistry 49: 1065-1068, 1998. Go to original source...
  6. Honda, C., Nobuhiro, K., Masato, W., Satoru, K., Shozo, K., Junichi, S., Zhang, Z.L., Tomomi, T., Takaya, M.: Anthocyanin biosynthetic genes are coordinately expressed during red coloration in apple skin. - Plant Physiol. Biochem. 40: 955-962, 2002. Go to original source...
  7. Ismail, G.S.M., Mohamed, H.E.: Alteration in growth and thylakoid membrane lipid composition of Azolla caroliniana under phosphate deficiency. - Biol. Plant. 54: 671-676, 2010. Go to original source...
  8. Kereamy, A.E., Chervin, C., Souquet, J.M., Moutounet, M., Monje, M.C., Nepveu, F., Mondies, H., Ford, C.M., Van Heeswijk, R., Roustan, J.P.: Ethanol triggers grape gene expression leading to anthocyanin accumulation during berry ripening. - Plant Sci. 163: 449-454, 2002. Go to original source...
  9. Lai, J.P., Lim, Y.H., Su, J., Shen, H.M., Ong, C.N.: Identification and characterization of major flavonoids and caffeoylquinic acids in three Compositae plants by LC/DAD-APCI/MS. - J. Chromatogr. 848: 215-225, 2007. Go to original source...
  10. Lee, G.J., Chung, S.J., Park, I.J., Lee, J.S., Kim, J.B., Kim, D.S., Kang, S.Y.: Variation in the phenotypic features and transcripts of color mutants of chrysanthemum (Dendranthema grandiflorum) derived from gamma ray mutagenesis. - J. Plant Biol. 51: 418-423, 2008. Go to original source...
  11. Li, C.H., Du, H., Wang, L.S., Shu, Q.Y., Zheng, Y.R., Xu, Y.J., Zhang, J.J., Zhang, J., Yang, R.Z., Ge, Y.X.: Flavonoid composition and antioxidant activity of tree peony (Paeonia, section Moutan) yellow flowers. - J. Agr. Food Chem. 57: 8496-8503, 2009. Go to original source...
  12. Lin, L.Z., Harnly, J.M.: A screening method for the identification of glycosylated flavonoids and other phenolic compounds using a standard analytical approach for all plant materials. - J. Agr. Food Chem. 55: 1084-1096, 2007. Go to original source...
  13. Lu, X., Zhou, W., Gao F.: Chromosomal location of 45S rDNA and dfr gene in Citrus sinensis. - Biol. Plant. 54: 798-800, 2010. Go to original source...
  14. Mato, M., Onozaki, T., Ozeki, Y., Higeta, D., Itoh, Y., Yoshimoto, Y., Ikeda, H., Yoshida, H., Shibata, M.: Flavonoid biosynthesis in white-flowering Sim carnations (Dianthus caryophyllus). - Sci. Hort. 84: 333-347, 2000. Go to original source...
  15. Nakatsuka, A., Mizuta, D., Kii, Y., Miyajima, I., Kobayashi, N.: Isolation and expression analysis of flavonoid biosynthesis genes in evergreen azalea. - Sci Hort. 118: 314-20, 2008. Go to original source...
  16. Nakayama, M., Koshioka, M., Shibata, M., Hiradate, S., Sugie, H., Yamaguchi, M.: Identification of cyanidin 3-O-(3",6"- O-dimalonyl-beta-glucopyranoside) as a flower pigment of chrysanthemum (Dendranthema grandiflora). - Biosci. Biotechnol. Biochem. 6: 1607-1608, 1997. Go to original source...
  17. Nesi, N., Jond, C., Debeaujo, I., Caboche, M., Lepineic, L.: The Arabidopsis TT2 gene encodes an R2R3 MYB domain protein that acts as a key determinant for proanthocyanidin accumulation in developing seed. - Plant Cell 13: 2099-2114, 2001. Go to original source...
  18. Prasain, J.K., Wang, C.C., Barnes, S.: Mass spectrometric methods for the determination of flavonoids in biological samples. - Free Radical Biol. Med. 37: 1324-1350, 2004. Go to original source...
  19. Rusak, G., Cerni, S., Stupin Polancec, D., Ludwig-Müller J.: The responsiveness of the IAA2 promoter to IAA and IBA is differentially affected in Arabidopsis roots and shoots by flavonoids. - Biol. Plant. 54: 403-414, 2010. Go to original source...
  20. Saito, N., Toki, K., Honda, T., Kawase, K.: Cyanidin 3- malonylglucuronylglucoside in Bellis and cyanidin 3- malonylglucoside in Dendranthema. - Phytochemistry 27: 2963-2966, 1988. Go to original source...
  21. Schwinn, K.E., Davies, K.M.: Flavonoids. -In: Davies, K.M. (ed.): Plant Pigments and their Manipulation. Pp. 92-149. Blackwell Press, Oxford 2004. Go to original source...
  22. Schwinn, K.E., Kenneth, R.M., Nigel, K.G.: Floral flavonoids and the potential for pelargonidin biosynthesis in commercial chrysanthemum cultivars. - Phytochemistry 35: 145-150, 1993. Go to original source...
  23. Stich, K., Eidenberger, T., Wurst, F., Forkmann, G.: Enzymatic conversion of dihydrofavonols to flavan-3,4-diols using flower extracts of Dianthus caryophyllus L. (carnation). - Planta 187: 103-108, 1992. Go to original source...
  24. Yang, D.H., Yun, P.Y., Park, S.Y., Plaha, P., Lee, D.S., Hwang, Y.S., Kim, Y.A., Lee, J.S., Han, B.H., Lee, S.Y., Suh, E.J., Lim, Y.P.: Cloning, characterization and expression of a lateral suppressor-like gene from chrysanthemum (Dendranthema grandiflorum Kitamura). - Plant Physiol. Biochem. 43: 1044-1052, 2005. Go to original source...
  25. Yang, R.Z., Wei, X.L., Gao, F.F., Wang, L.S., Zhang, H.J., Xu, Y.J., Li, C.H., Ge, Y.X., Zhang, J.J., Zhang, J.: Simultaneous analysis of anthocyanins and flavonols in petals of Lotus nelumbo cultivars by high-performance liquid chromatography-photodiode array detection/electrospray ionization mass spectrometry. - J. Chromatogr. 1216: 106-112, 2009. Go to original source...
  26. Zhang, J.J., Wang, L.S., Shu, Z., Li, C., Zhang, J., Wei, X.L., Tian, D.K.: Comparison of anthocyanins in non-blotches and blotches of the petals of Xibei tree peony. - Sci. Hort. 114: 104-111, 2007. Go to original source...