The inhibitory activity of natural products on plant p-hydroxyphenylpyruvate dioxygenase.
The inhibitory activity of 34 natural products of various structural classes on hydroxyphenylpyruvate dioxygenase (HPPD), the target site for triketone herbicides, and the mode of interaction of selected natural products were investigated. Recombinant HPPD from arabidopsis is sensitive to several classes of natural compounds including, in decreasing order of sensitivity, triketones, benzoquinones, naphthoquinones and anthraquinones. The triketone natural products acted as competitive tight-binding inhibitors, whereas the benzoquinones and naphthoquinones did not appear to bind tightly to HPPD. While these natural products may not have optimal structural features required for in vivo herbicidal activity, the differences in their kinetic behavior suggest that novel classes of HPPD inhibitors may be developed based on their structural backbones.
Meazza
Giovanni
G
Isagro Ricerca Srl, via G. Fauser, 4, 28100 Novara, Italy.
Scheffler
Brian E
BE
Tellez
Mario R
MR
Rimando
Agnes M
AM
Romagni
Joanne G
JG
Duke
Stephen O
SO
Nanayakkara
Dhammika
D
Khan
Ikhlas A
IA
Abourashed
Ehab A
EA
Dayan
Franck E
FE
D015111:4-Hydroxyphenylpyruvate Dioxygenase / Q000037:antagonists & inhibitors* / Q000378:metabolism; D000880:Anthraquinones / Q000494:pharmacology; D017360:Arabidopsis / Q000201:enzymology*; D016227:Benzoquinones / Q000737:chemistry / Q000494:pharmacology; D001688:Biological Products / Q000737:chemistry / Q000494:pharmacology*; D006540:Herbicides / Q000494:pharmacology; D009285:Naphthoquinones / Q000737:chemistry / Q000494:pharmacology; D011994:Recombinant Proteins / Q000037:antagonists & inhibitors / Q000378:metabolism; D013329:Structure-Activity Relationship
D000880:Anthraquinones; D016227:Benzoquinones; D001688:Biological Products; D006540:Herbicides; D009285:Naphthoquinones; D011994:Recombinant Proteins; C004532:quinone; D015111:4-Hydroxyphenylpyruvate Dioxygenase