Identification and characterization of chlorin e4 ethyl ester in sera of individuals participating in the chlorophyllin chemoprevention trial

Patricia Egner, K. H. Stansbury, E. P. Snyder, M. E. Rogers, P. A. Hintz, Thomas W Kensler

Research output: Contribution to journalArticle

Abstract

Chlorophyllin (CHL), a mixture of water soluble derivatives of chlorophyll, has been shown to be an effective inhibitor of aflatoxin B1 (AFB1) carcinogenesis and AFB1-DNA adduct formation in rainbow trout and rats [Breinholt, V., Hendricks, J., Pereira, C., Arbogast, D., and Bailey, G. (1995) Cancer Res. 55, 57-62; Kensler, T. W., Groopman, J. D., and Roebuck, B. D. (1998) Mutat. Res. 402, 165-172]. The chemopreventive action of CHL has been previously attributed to molecular complexing. In 1997, a randomized, double-blind clinical trial of CHL was conducted in Qidong, Jiangsu Province, People's Republic of China. At the completion of the study, when serum samples were regrouped by subject identification number, it was noted that many of the participant samples were green in color. Using HPLC, ESI/MS, and MS/MS techniques, serum samples from individuals receiving CHL were found to contain previously unreported copper chlorin e4 ethyl ester (CuCle4 ethyl ester) as well as copper chlorin e4 (CuCle4). Both chlorins originated in the study tablet, were absorbed into the bloodstream, and conferred a green color to the sera. This initial finding of in vivo absorption and bioavailability of two chlorin derivatives suggests that the mechanism of CHL chemoprevention may lie in the actions of these two components in vivo in addition to preventing carcinogen absorption from the gut.

Original languageEnglish (US)
Pages (from-to)900-906
Number of pages7
JournalChemical Research in Toxicology
Volume13
Issue number9
DOIs
StatePublished - 2000

Fingerprint

Chemoprevention
Esters
Serum
Copper
Color
Derivatives
Aflatoxin B1
Oncorhynchus mykiss
Chlorophyll
Carcinogens
Biological Availability
Tablets
Rats
China
Carcinogenesis
High Pressure Liquid Chromatography
chlorophyllin
chlorin e4
Clinical Trials
Water

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Toxicology
  • Health, Toxicology and Mutagenesis

Cite this

Identification and characterization of chlorin e4 ethyl ester in sera of individuals participating in the chlorophyllin chemoprevention trial. / Egner, Patricia; Stansbury, K. H.; Snyder, E. P.; Rogers, M. E.; Hintz, P. A.; Kensler, Thomas W.

In: Chemical Research in Toxicology, Vol. 13, No. 9, 2000, p. 900-906.

Research output: Contribution to journalArticle

Egner, Patricia ; Stansbury, K. H. ; Snyder, E. P. ; Rogers, M. E. ; Hintz, P. A. ; Kensler, Thomas W. / Identification and characterization of chlorin e4 ethyl ester in sera of individuals participating in the chlorophyllin chemoprevention trial. In: Chemical Research in Toxicology. 2000 ; Vol. 13, No. 9. pp. 900-906.
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