Total Synthesis and Antibacterial Activity Evaluation of Griseofamine A and 16-<i>epi</i>-Griseofamine A

Pan, Xuan; Liu, Zhanzhu

doi:10.1021/acs.orglett.9b00672

Cited by 11 publications

(6 citation statements)

References 24 publications

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“…Network pharmacology-based strategy predicted liver injury targets of matrine against COVID-19 and further confirmed Matrine can maintain liver function homeostasis, regulate immunity and antivirus through direct target action and signal pathway regulation in vivo ( 43 ). For complex diseases, the method of applying network pharmacology was also used to reveal the mechanism of action of TCM ( 44 , 45 ). We collected the whole data of TCMSP for the construction of the total network “TCM-component-target”, and then the targets were substituted into the total network for the reverse screening of TCMs.…”

Section: Discussionmentioning

confidence: 99%

Polypharmacology-based approach for screening TCM against coinfection of Mycoplasma gallisepticum and Escherichia coli

Bao

Wang

et al. 2022

Front. Vet. Sci.

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Natural products and their unique polypharmacology offer significant advantages for finding novel therapeutics particularly for the treatment of complex diseases. Meanwhile, Traditional Chinese Medicine exerts overall clinical benefits through a multi-component and multi-target approach. In this study, we used the previously established co-infection model of Mycoplasma gallisepticum and Escherichia coli as a representative of complex diseases. A new combination consisting of 6 herbs were obtained by using network pharmacology combined with transcriptomic analysis to reverse screen TCMs from the Chinese medicine database, containing Isatdis Radix, Forsythia Fructus, Ginkgo Folium, Mori Cortex, Licorice, and Radix Salviae. The results of therapeutic trials showed that the Chinese herbal compounds screened by the target network played a good therapeutic effect in the case of co-infection. In summary, these data suggested a new method to validate target combinations of natural products that can be used to optimize their multiple structure-activity relationships to obtain drug-like natural product derivatives.

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Section: Discussionmentioning

confidence: 99%

Polypharmacology-based approach for screening TCM against coinfection of Mycoplasma gallisepticum and Escherichia coli

Bao

Wang

et al. 2022

Front. Vet. Sci.

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“…Network pharmacology-based strategy to predict therapeutic targets of tanshinone I and cryptotanshinone against in ammation, and further to investigate the pharmacological molecular mechanism in vitro [47]. For complex diseases, the method of applying network pharmacology was also used to reveal the mechanism of the action of TCM [48,49]. We collected the whole data of TCMSP for the construction of the total network "TCM-component-target", and then the targets were substituted into the total network for the reverse screening of TCMs.…”

Section: Discussionmentioning

confidence: 99%

Polypharmacology-based Approach for Screening of Traditional Chinese Medicinal extract and Multi-dimensional Targeting Verification

Xia

Wang

et al. 2021

Preprint

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Background: Natural products and their unique polypharmacology offer significant advantages for finding novel therapeutics particularly for the treatment of complex diseases. Meanwhile, natural products in traditional Chinese medicine possess drug-like properties. In this study, we used the previously established co-infection model of Mycoplasma gallisepticum and Escherichia coli as a representative of complex diseases. The multi-omics joint analysis was used to reverse screen TCMs from the Chinese medicinal database and then targeted verification was conducted from multiple dimensions. Results: The results showed that the Chinese herbal compound screened by the target network played a good therapeutic effect in the case of co-infection. Furthermore, the four methods were performed at gene, protein, and metabolite levels, as well as molecular docking in vitro respectively, which were used to verify the multi-target therapeutic effect. Conclusions: These data suggest that we may provide a new method to validate target combinations of natural products that can be used to optimize their multiple structure-activity relationships to obtain drug-like natural product derivatives. Furthermore, the study could establish a new methodology for the research of Chinese herbal medicinal extract and provide a new multi-target treatment method for the occurrence of co-infection.

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“…In 2019, we achieved the first total synthesis of griseofamine A ( 1 ) from l -4-bromo tryptophan methyl ester via seven steps in 23% yield and reported its potent antibacterial activity against a panel of drug-resistant Gram-positive bacteria . Recently, we further improved its synthetic protocol by converting the protective group of a nitrogen atom from p -methoxybenzyl (PMB) to 2-(trimethylsilyl)ethoxycarbonyl (Teoc), which shortened the synthetic route from seven steps to five steps with an increased overall yield .…”

mentioning

confidence: 99%

Asymmetric Total Synthesis of Griseofamine B and Its Three Stereoisomers

Sheng

Zhang

et al. 2022

J. Nat. Prod.

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The first total synthesis of griseofamine B is described starting from L-4-bromo tryptophan methyl ester hydrochloride via five steps and in 18% overall yield. Its three stereoisomers were also synthesized following the same procedure with the yields of 5%, 19%, and 5%, respectively. In vitro antibacterial activities were also evaluated. All four compounds exhibited less potent activity than griseofamine A.G riseofamines A (1) and B (2), two novel indole-tetramic acid alkaloids, were isolated from the growth medium produced by the fungus Penicillium griseof ulvum in 2018. 1 Griseofamine A (1) features a 6/5/6/5 tetracyclic ring skeleton by fusing the indole motif to the 3-acyl tetramic acid motif via a piperidine ring. Griseofamine B (2) is characterized by a 6/5/7/5 tetracyclic ring skeleton by the fusion of these two parts via an azepane ring.

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Total Synthesis and Antibacterial Activity Evaluation of Griseofamine A and 16-epi-Griseofamine A

Cited by 11 publications

References 24 publications

Polypharmacology-based approach for screening TCM against coinfection of Mycoplasma gallisepticum and Escherichia coli

Polypharmacology-based approach for screening TCM against coinfection of Mycoplasma gallisepticum and Escherichia coli

Polypharmacology-based Approach for Screening of Traditional Chinese Medicinal extract and Multi-dimensional Targeting Verification

Asymmetric Total Synthesis of Griseofamine B and Its Three Stereoisomers

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