Structural Significance of the Benzoyl Group at the C-3′-N Position of Paclitaxel for Nitric Oxide and Tumor Necrosis Factor Production by Murine Macrophages
Biochemical and Biophysical Research Communications, ISSN: 0006-291X, Vol: 245, Issue: 3, Page: 698-704
1998
- 25Citations
- 8Captures
Metric Options: CountsSelecting the 1-year or 3-year option will change the metrics count to percentiles, illustrating how an article or review compares to other articles or reviews within the selected time period in the same journal. Selecting the 1-year option compares the metrics against other articles/reviews that were also published in the same calendar year. Selecting the 3-year option compares the metrics against other articles/reviews that were also published in the same calendar year plus the two years prior.
Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
Citation Benchmarking is provided by Scopus and SciVal and is different from the metrics context provided by PlumX Metrics.
Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
Citation Benchmarking is provided by Scopus and SciVal and is different from the metrics context provided by PlumX Metrics.
Article Description
The antitumor agent paclitaxel (Taxol) mimics the actions of lipopolysaccharide (LPS) on murine macrophages (Mφ). Recently, we have shown that the benzoyl group at the C-3′ position of paclitaxel is the most important site to induce nitric oxide (NO) and tumor necrosis factor (TNF) production by C3H/HeN Mφ ( Biochem. Biophys. Res. Commun. 210, 678–686, 1996). In the present study, synthetic analogs of paclitaxel with replacement of the C-3′-N position were examined for their potencies to induce NO and TNF production by peritoneal Mφ of LPS-responsive C3H/HeN mice and LPS-hyporesponsive C3H/HeJ mice, by human blood cells and human Mφ. In this structure-activity relationship study, we found that (i) the p- substitution of the benzoyl group definitely affects the activity to activate C3H/HeN Mφ, (ii) the analogs having a methyl or chloro group at the p- position exhibit stronger activity than that of paclitaxel, (iii) there is good correlation between NO and TNF production by the Mφ in response to compounds, (iv) the compounds tested do not induce either NO or TNF production by C3H/HeJ Mφ or TNF production by human cells, (v) a previous treatment of C3H/HeN Mφ with the inactive compounds can hardly affect either paclitaxel- or LPS-induced TNF production by the Mφ, (vi) paclitaxel and its analogs marginally affect LPS-induced TNF production by human blood cells, and (vii) there is no correlation between the NO/TNF inducibility to C3H/HeN Mφ and growth inhibitory activity against Mφ-like J774.1 and J7.DEF3 cells.
Bibliographic Details
http://www.sciencedirect.com/science/article/pii/S0006291X98984091; http://dx.doi.org/10.1006/bbrc.1998.8409; http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=0032576991&origin=inward; http://www.ncbi.nlm.nih.gov/pubmed/9588177; https://linkinghub.elsevier.com/retrieve/pii/S0006291X98984091; https://dx.doi.org/10.1006/bbrc.1998.8409
Elsevier BV
Provide Feedback
Have ideas for a new metric? Would you like to see something else here?Let us know