Quantitative analysis of anticancer 3-deoxyanthocyanidins in infected sorghum seedlings.
3-Deoxyanthocyanidins are structurally related to the anthocyanin pigments, which are popular as health-promoting phytochemicals. Here, it is demonstrated that the 3-deoxyanthocyanidins are more cytotoxic on human cancer cells than the 3-hydroxylated anthocyanidin analogues. At 200 microM concentration, luteolinidin reduced the viability of HL-60 and HepG2 cells by 90 and 50%, respectively. Sorghum is a major source of 3-deoxyanthocyanidins, which are present as seed pigments and as phytoalexins responding to pathogen attack. On the basis of the collision-induced dissociation spectra of luteolinidin and apigeninidin, an LC-MS/MS method, operating in multiple-reaction monitoring mode, was developed for the specific detection and accurate quantification of these compounds in complex mixtures, which may be difficult to analyze using absorbance measurements. The results demonstrated that inoculated sorghum seedlings could be utilized for convenient and large-scale production of 3-deoxyanthocyanidins. A quantity of almost 270 microg/g (fresh weight) of luteolinidin was produced 72 h after fungal inoculation of 1-week-old seedlings.
Shih
Chun-Hat
CH
Department of Botany, Department of Chemistry, and Genome Research Center, The University of Hong Kong, Pokfulam Road, Hong Kong, China.
Siu
Siu-On
SO
Ng
Ricky
R
Wong
Elaine
E
Chiu
Lawrence C M
LC
Chu
Ivan K
IK
Lo
Clive
C
D000872:Anthocyanins / Q000032:analysis* / Q000494:pharmacology; D000972:Antineoplastic Agents, Phytogenic / Q000032:analysis* / Q000494:pharmacology; D047310:Apigenin / Q000032:analysis / Q000494:pharmacology; D016923:Cell Death / Q000187:drug effects; D045744:Cell Line, Tumor; D002853:Chromatography, Liquid; D018922:HL-60 Cells; D006801:Humans; D008113:Liver Neoplasms; D036226:Seedlings / Q000737:chemistry*; D045868:Sorghum / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D000094162:Phytoalexins
D000872:Anthocyanins; D000972:Antineoplastic Agents, Phytogenic; D047310:Apigenin; C104027:apigeninidin; D000094162:Phytoalexins; C518537:luteolinidin