The objective of this research was to elucidate the biological effect of novel compounds derived from natural product of syringaldehyde through novel semi-synthetic method in order to investigate the physicochemical p...The objective of this research was to elucidate the biological effect of novel compounds derived from natural product of syringaldehyde through novel semi-synthetic method in order to investigate the physicochemical properties and biological activities by using DPPH and FRAP techniques and its antibacterial activities against Klebsiella spp., Pseudomonas aeruginosa, Bacillus cereus, and Staphylococcus aureus. Moreover, to examine its ability against breast cancer cell line (MCF-7). The results showed that the syringaldehyde hydrazonate copper complexes possessed the covalent bonds with square-planar structure. In terms of antioxidant DPPH activities, it was found that syringaldehyde hydrazone possessed high potency against DPPH free radicals, with respect to syringaldehyde hydrazonate copper complexes. On the other hand, all compounds possessed low reducing properties for changing Fe<sup>3+</sup> to Fe<sup>2+</sup> in FRAP technique. For antibacterial activities revealed that the ligand L1 and L5 possessed high effect on Pseudomonas aeruginosa, but for all copper complexes possessed high potent antibacterial susceptibility to four bacteria with concentration dependence. For anti-breast cancer cell line (MCF-7), it was found that all compounds possessed high potent anticancer susceptibility with low IC<sub>50</sub>, especially, compound exhibit highly potency effective is C5 (IC<sub>50</sub> 9.75 μM). The tendency of anticancer effect from high to low was C5 > C2 > C1 > C4 > C3. Therefore, all synthetic compounds obtained from the present research possibly develop as the antibacterial drugs and the drugs for curing the diseases caused by free radicals, including breast cancer in metastatic phase. The most important feature of these drugs was the high specificity to the target and harmless to the normal cells.展开更多
Microbes serve as the most important resource for drug discovery.During our screening for bioactive compounds from our natural products library,a pathogenic fungus,Microdochium majus strain 99049,from wheat was select...Microbes serve as the most important resource for drug discovery.During our screening for bioactive compounds from our natural products library,a pathogenic fungus,Microdochium majus strain 99049,from wheat was selected for further investigation.A new alkaloid named brocaeloid D(1),together with six previously characterized compounds(2–7)were identified.Compound 1 belongs to 4-oxoquinoline with C-2 reversed prenylation and a succinimide substructure.All the structures of these newly isolated compounds were determined by different means in spectroscopic experiments.The absolute configurations of 1 was further deduced from comparison of its CD spectrum with that of known compound 2.The bioactivities of these identified compounds were evaluated against several pathogenic microorganisms and cancer cell lines.Compounds 1–5 showed activity against HUH-7 human hepatoma cells with IC50 values of 80μg/mL.Compound 6 showed mild activity against HeLa cells(IC50=51.9μg/mL),weak anti-MTB activity(MIC=80μg/mL),and moderate anti-MRSA activity(MIC=25μg/mL),and compound 7 showed weak anti-MRSA activity(MIC=100μg/mL).展开更多
文摘The objective of this research was to elucidate the biological effect of novel compounds derived from natural product of syringaldehyde through novel semi-synthetic method in order to investigate the physicochemical properties and biological activities by using DPPH and FRAP techniques and its antibacterial activities against Klebsiella spp., Pseudomonas aeruginosa, Bacillus cereus, and Staphylococcus aureus. Moreover, to examine its ability against breast cancer cell line (MCF-7). The results showed that the syringaldehyde hydrazonate copper complexes possessed the covalent bonds with square-planar structure. In terms of antioxidant DPPH activities, it was found that syringaldehyde hydrazone possessed high potency against DPPH free radicals, with respect to syringaldehyde hydrazonate copper complexes. On the other hand, all compounds possessed low reducing properties for changing Fe<sup>3+</sup> to Fe<sup>2+</sup> in FRAP technique. For antibacterial activities revealed that the ligand L1 and L5 possessed high effect on Pseudomonas aeruginosa, but for all copper complexes possessed high potent antibacterial susceptibility to four bacteria with concentration dependence. For anti-breast cancer cell line (MCF-7), it was found that all compounds possessed high potent anticancer susceptibility with low IC<sub>50</sub>, especially, compound exhibit highly potency effective is C5 (IC<sub>50</sub> 9.75 μM). The tendency of anticancer effect from high to low was C5 > C2 > C1 > C4 > C3. Therefore, all synthetic compounds obtained from the present research possibly develop as the antibacterial drugs and the drugs for curing the diseases caused by free radicals, including breast cancer in metastatic phase. The most important feature of these drugs was the high specificity to the target and harmless to the normal cells.
基金This work was partially supported by the grants from the National Natural Science Foundation of China(31430002,81573341,21877038,31720103901,31320103911)Taishan Scholarship,Open Project Funding of the State Key Laboratory of Bioreactor Engineering,the 111 Project(B18022)+1 种基金National Key R&D Program of China 2017YFE0108200the Fundamental Research Funds for the Central Universities(22221818014).
文摘Microbes serve as the most important resource for drug discovery.During our screening for bioactive compounds from our natural products library,a pathogenic fungus,Microdochium majus strain 99049,from wheat was selected for further investigation.A new alkaloid named brocaeloid D(1),together with six previously characterized compounds(2–7)were identified.Compound 1 belongs to 4-oxoquinoline with C-2 reversed prenylation and a succinimide substructure.All the structures of these newly isolated compounds were determined by different means in spectroscopic experiments.The absolute configurations of 1 was further deduced from comparison of its CD spectrum with that of known compound 2.The bioactivities of these identified compounds were evaluated against several pathogenic microorganisms and cancer cell lines.Compounds 1–5 showed activity against HUH-7 human hepatoma cells with IC50 values of 80μg/mL.Compound 6 showed mild activity against HeLa cells(IC50=51.9μg/mL),weak anti-MTB activity(MIC=80μg/mL),and moderate anti-MRSA activity(MIC=25μg/mL),and compound 7 showed weak anti-MRSA activity(MIC=100μg/mL).
