A Supramolecular Approach to Structure-Based Design with A Focus on Synthons Hierarchy in Ornithine-Derived Ligands: Review, Synthesis, Experimental and in Silico Studies

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Joanna BojarskaWojciech M Wolf

Abstract

The success of innovative drugs depends on an interdisciplinary and holistic approach to their design and development. The supramolecular architecture of living systems is controlled by non-covalent interactions to a very large extent. The latter are prone to extensive cooperation and like a virtuoso play a symphony of life. Thus, the design of effective ligands should be based on thorough knowledge on the interactions at either a molecular or high topological level. In this work, we emphasize the importance of supramolecular structure and ligand-based design keeping the potential of supramolecular H-bonding synthons in focus. In this respect, the relevance of supramolecular chemistry for advanced therapies is appreciated and undisputable. It has developed tools, such as Hirshfeld surface analysis, using a huge data on supramolecular interactions in over one million structures which are deposited in the Cambridge Structure Database (CSD). In particular, molecular interaction surfaces are useful for identification of macromolecular active sites followed by in silico docking experiments. Ornithine-derived compounds are a new, promising class of multi-targeting ligands for innovative therapeutics and cosmeceuticals. In this work, ...Continue Reading

References

Feb 1, 1970·Journal of General Microbiology·U Bachrach, A Weinstein
Sep 1, 1967·Polski przeglad chirurgiczny·A ChibaM Kakudo
Aug 1, 1983·International Journal of Peptide and Protein Research·D M Salunke, M Vijayan
Oct 29, 2000·Journal of Medicinal Chemistry·W J EganJ J Baldwin
Nov 14, 2000·Biopolymers·L AnderssonM Verlander
May 12, 2001·Il Farmaco·S D Krämer, H Wunderli-Allenspach
Jun 1, 2001·Journal of Medicinal Chemistry·I MueggeD Brittelli
Mar 30, 2002·Advanced Drug Delivery Reviews·William J Egan, Georgio Lauri
May 31, 2002·Journal of Medicinal Chemistry·Daniel F VeberKenneth D Kopple
May 31, 2002·Acta Crystallographica. Section B, Structural Science·Frank H Allen
Aug 15, 2002·The Journal of Surgical Research·Han Ping ShiAdrian Barbul
Nov 12, 2002·Pharmaceutical Research·Yuan H ZhaoIan Cooper
Apr 1, 2003·Journal of Computational Chemistry·Maurizio CossiVincenzo Barone
Sep 1, 1964·Archives of Biochemistry and Biophysics·F SALVATORED CITTADINI
May 25, 2004·Journal of Chemical Information and Computer Sciences·John S Delaney
Nov 10, 2004·Acta Crystallographica. Section B, Structural Science·Joshua J McKinnonAnthony S Mitchell
Feb 7, 2006·The Journal of Biological Chemistry·Anthony E Pegg
Oct 4, 2006·Expert Opinion on Drug Metabolism & Toxicology·Seshadri Neervannan
May 18, 2007·Acta Crystallographica. Section B, Structural Science·B DittrichM A Spackman
Jan 26, 2008·Chemical Communications : Chem Comm·Joshua J McKinnonMark A Spackman
Jan 28, 2009·Acta Crystallographica. Section D, Biological Crystallography·Anthony L Spek
Aug 22, 2009·Clinics in Dermatology·Lijuan Zhang, Timothy J Falla
Aug 29, 2009·Biotechnology and Bioengineering·Zhi-Gang QianSang Yup Lee
Mar 30, 2010·Journal of Medicinal Chemistry·Caterina BissantzMartin Stahl
Jun 4, 2013·BMC Biotechnology·Ling-Yan JiangJian-Zhong Liu
Jan 2, 2014·Pharmacological Reviews·Gregory SliwoskiEdward W Lowe
Jan 1, 2013·Frontiers in Chemistry·Laura Valdés-Santiago, José Ruiz-Herrera
May 20, 2014·Nucleic Acids Research·Malgorzata N DrwalRobert Preissner
Jun 19, 2014·Journal of Enzyme Inhibition and Medicinal Chemistry·Miriam Marlene Medina-EnríquezAlba Laura Vargas-Ramírez
Feb 1, 2013·Therapeutic Advances in Drug Safety·Matthew P Doogue, Thomas M Polasek
Dec 3, 2014·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·S BalaprabhakaranK Anitha
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
Apr 11, 2015·Journal of Medicinal Chemistry·Douglas E V PiresDavid B Ascher

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Citations

Jul 12, 2020·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Sandra Gemma
Jan 21, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Vasso ApostolopoulosIstvan Toth
Nov 4, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Srividya SwaminathanRamasamy Karvembu

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Methods Mentioned

BETA
X-ray
neutron diffraction

Software Mentioned

ProTox
GOTFAY
Lippincott Schroeder H - bond ( LSHB )
SHELXS
TEFMIA
GaussView5
Gaussian
IT
SILICOS
ORTEP

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