Lexitropsin

Last updated
Structures of semi-synthetic lexitropsin analogues Lexitropsins.png
Structures of semi-synthetic lexitropsin analogues

Lexitropsins are members of a family of semi-synthetic DNA-binding ligands. [1] They are structural analogs of the natural antibiotics netropsin and distamycin. Antibiotics of this group can bind in the minor groove of DNA with different sequence-selectivity. [2] [3] Lexitropsins form a complexes with DNA with stoichiometry 1:1 and 2:1. Based on the 2:1 complexes were obtained ligands with high sequence-selectivity. [4] This property is due to their selectivity towards AT-rich regions. [5]

Synthetic carbocyclic analogues synthesised by Drozdowska et. al Carbocyclilc lexitropsin analogues.png
Synthetic carbocyclic analogues synthesised by Drozdowska et. al

Recently, carbocyclic derivatives based on pentamidine were shown to exhibit in vivo antiproliferative effects on human breast cancer cells, possibly because of their ability to inhibit topoisomerase activity. [7] [5] [8]

See also

References

  1. ↑ Sondhi S.M.; Praveen Reddy B.S.; Lown J.W. (1997). "Lexitropsin conjugates: Action on DNA targets". Current Medicinal Chemistry. 4 (5): 313–358. doi:10.2174/0929867304666220313122616. S2CID   247445486.
  2. ↑ Goodsell, D.S.; Ng, H.L.; Kopka, M.L.; Lown, J.W.; Dickerson, R.E. (1995). "Structure of a dicationic monoimidazole lexitropsin bound to DNA". Biochemistry. 34 (51): 16654–61. doi:10.1021/bi00051a013. PMID   8527438.
  3. ↑ Goodsell, D.S. (2001). "Sequence recognition of DNA by lexitropsins". Curr Med Chem. 8 (5): 509–16. doi:10.2174/0929867003373319. PMID   11281838.
  4. ↑ Kopka, M.L.; Goodsell, D.S.; Han, G. Won; Chiu, Th.K.; Lown, J.W.; Dickerson, R.E. (1997). "Defining GC-specificity in the minor groove: side-by-side binding of the di-imidazole lexitropsin to C-A-T-G-G-C-C-A-T-G". Structure. 5 (8): 1033–1046. doi: 10.1016/s0969-2126(97)00255-4 . PMID   9309219.
  5. 1 2 Drozdowska, Danuta; Bruzgo, Irena; Midura-Nowaczek, Krystyna (2010-10-01). "Carbocyclic potential DNA minor groove binders and their biological evaluation". Journal of Enzyme Inhibition and Medicinal Chemistry. 25 (5): 629–634. doi:10.3109/14756360903389872. ISSN   1475-6366. PMID   20429779.
  6. ↑ Drozdowska, Danuta; Bruzgo, Irena; Midura-Nowaczek, Krystyna (2010-10-01). "Carbocyclic potential DNA minor groove binders and their biological evaluation". Journal of Enzyme Inhibition and Medicinal Chemistry. 25 (5): 629–634. doi:10.3109/14756360903389872. ISSN   1475-6366. PMID   20429779.
  7. ↑ Arciszewska, Karolina; Pućkowska, Anna; Wróbel, Agnieszka; Drozdowska, Danuta (2018-12-06). "Carbocyclic Analogues of Distamycin and Netropsin". Mini-Reviews in Medicinal Chemistry. 19 (2): 98–113. doi:10.2174/1389557518666181009143203.
  8. ↑ Drozdowska, Danuta; Rusak, Malgorzata; Miltyk, Wojciech; Midura-Nowaczek, Krystyna (2009). "Synthesis and Biological Evaluation of Distamycin Analogues – New Potential Anticancer Agents". Archiv der Pharmazie. 342 (2): 87–93. doi:10.1002/ardp.200800122. ISSN   1521-4184.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.