Cytotoxic and antibacterial activities of the analogues of pogostone.
Six new (A5-A6, A8-A11) and six known (A1-A4, A7, PO) α-pyrone compounds were synthesized with dehydroacetate and aldehydes in tetrahydrofuran at room temperature. And their structures were determined by (1)H-NMR, (13)C-NMR and mass spectroscopy. In the bioscreening experiments, ten compounds (A1-A5, PO, A7-A10) exhibited antibacterial activities against Staphylococcus aureus ATCC 25923 with minimum inhibitory concentration (MIC) values of 4-512 mg/L, and nine compounds (A1-A5, PO, A7-A8, A10) exhibited antibacterial activities against Methicillin-resistant S. aureus (MRSA) ATCC 43300 with MIC values of 4-256 mg/L. Moreover, compound A10 showed the highest antibacterial activity against S. aureus ATCC 25923 and MRSA with MIC values of 4 mg/L, while the MIC values of Amoxicillin were 8 mg/L and >256 mg/L, respectively. Two compounds (A8 and PO) exhibited antibacterial activities against Escherichia coli ATCC 25922 with MIC values of 32-512 mg/L. However, only one compound (A8) exhibited significant antibacterial activity against Pseudomonas aeruginosa CVCC 3360 with MIC value of 256 mg/L. Moreover, A10 exhibited significant inhibition of proliferation in the four cell lines MCF-10, A549, A2780 and MFC, and showed stronger inhibitive activity of these four selected cell lines than cisplatin in the cytotoxic assay. Thus, this study suggests that pogostone analogues, especially A10, represented a kind of promising antibacterial and antineoplastic agents.
College of Pharmacology, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, China; Chengdu University of Traditional Chinese Medicine, State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, Chengdu 611137, China; The Ministry of Education Key Laboratory of Standardization of Chinese Herbal Medicine, Chengdu 611137, China.
Zheng-Wei
ZW
Tang
College of Pharmacology, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, China; Chengdu University of Traditional Chinese Medicine, State Key Laboratory Breeding Base of Systematic Research, Development and Utilization of Chinese Medicine Resources, Chengdu 611137, China; The Ministry of Education Key Laboratory of Standardization of Chinese Herbal Medicine, Chengdu 611137, China.
Cheng
C
Peng
Department of Pharmacology, Chengdu Medicine College, Chengdu 610065, China.
Min
M
Dai
College of Pharmacology, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, China.
Bo
B
Han
D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000494:pharmacology*; D045744:Cell Line, Tumor; D004926:Escherichia coli / Q000187:drug effects; D006801:Humans; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009822:Oils, Volatile / Q000138:chemical synthesis / Q000494:pharmacology*; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013211:Staphylococcus aureus / Q000187:drug effects
D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D009822:Oils, Volatile; C483658:Pogostone
Analogues; Antibacterial and cytotoxic activities; MRSA; Pogostone; Synthesis