Chromatographic and spectroscopic assignment of thiol induced cycloaromatizations of enediyne in neocarzinostatin.
Neocarzinostatin is an enediyne antitumor antibiotic. Upon attack by a thiol, the enediyne nucleus is cycloaromatized into two stable 1:1 thiol adducts. After analyzing products from various thiols, the chromatographic and spectroscopic characters that associate only with the cyclized aromatic moiety from enediyne nucleus were assigned. Based on HPLC analysis we have derived, products from picomole ranges of the drug sample can be detected. Confirming the type of cycloaromatization at nanomole ranges can be achieved by photodiode array UV spectroscopy. Three-dimensional fluorogram presents ten times more sensitive identification. The method provides a sensitive tool for massive screening study in microscale.
Chin
D H
DH
Department of Chemistry, National Changhua University of Education, Taiwan, ROC. chdhchin@ibm.ncue.edu.tw
Tseng
M C
MC
Chuang
T C
TC
Hong
M C
MC
D000903:Antibiotics, Antineoplastic / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D015394:Molecular Structure; D013050:Spectrometry, Fluorescence; D013056:Spectrophotometry, Ultraviolet; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D009353:Zinostatin / Q000737:chemistry*
D000903:Antibiotics, Antineoplastic; D013438:Sulfhydryl Compounds; D009353:Zinostatin