One-pot synthesis of luotonin A and its analogues.
Starting with inexpensive reagents, a self-directed chemical process with the aid of a single metal triflate was readily achieved to concomitantly construct quinazoline and pyrroloquinoline cores to afford the synthesis of luotonin A and its analogues. Among all compounds prepared, 2c, 2d, and 3b exhibit more potent inhibitory activity than luotonin A against human topoisomerase I.
Department of Chemistry and Biochemistry, National Chung Cheng University, Minhsiung, Chiayi, Taiwan, ROC.
Ming-Chung
MC
Tseng
Yu-Wan
YW
Chu
Hsiang-Ping
HP
Tsai
Chun-Mao
CM
Lin
Jaulang
J
Hwang
Yen-Ho
YH
Chu
D004264:DNA Topoisomerases, Type I / Q000187:drug effects; D006801:Humans; D015394:Molecular Structure; D032443:Peganum / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D059004:Topoisomerase I Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D011758:Pyrroles; D011799:Quinazolines; D011804:Quinolines; D011809:Quinones; D059004:Topoisomerase I Inhibitors; C480761:luotonin A; C410406:pyrroloquinoline; D004264:DNA Topoisomerases, Type I; C528909:TOP1 protein, human