Synthesis and bioactivity of beta-carboline derivatives.
The beta-carboline alkaloids possess a wide diversity of important biochemical effects and pharmacological properties. A series of beta-carboline derivatives were synthesized from L-tryptophan through the Pictet-Spengler reaction and oxidation of K2Cr2O7 by a sequential one-pot synthesis method. In vitro anti-bacterial, insecticidal, and cytotoxic activities of all synthesized compounds were investigated by the tablet diffusion, leaf disc, and MTT methods, respectively. Some of the compounds (1-1, 1-2, 1-3 and 1-12) exhibited obvious anti-bacterial effects and some (1-3) had significant cytotoxic activities against tumor cells 3LL, MCF-7, BGC-823 and QGY-7701, with IC50 values of 7.79, 5.75, 3.53 and 4.02 microg/mL, respectively. No insecticidal activity against third stage instar larvae of Mythimna separata Walker were observed under the tested concentration.
Institute of Pesticide Science and College of Sciences, Northwest A&F University, Yangling, Shaanxi 712100, China.
Shengkun
S
Li
Bing
B
Yang
Qianliang
Q
Zhang
Jiwen
J
Zhang
Junru
J
Wang
Wenjun
W
Wu
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis*; D002243:Carbolines / Q000737:chemistry*; D045744:Cell Line, Tumor; D004353:Drug Evaluation, Preclinical; D006801:Humans; D007306:Insecticides / Q000138:chemical synthesis*; D007814:Larva; D009036:Moths; D032443:Peganum / Q000737:chemistry; D012639:Seeds / Q000737:chemistry
D000900:Anti-Bacterial Agents; D000972:Antineoplastic Agents, Phytogenic; D002243:Carbolines; D007306:Insecticides