Sulfonated Penta-Galloyl Glucose (SPGG): The Pharmacological Effects of Promiscuous Glycosaminoglycan Small Molecule Mimetic

References

1. Vallet S.D. Berthollier C. Ricard-Blum S. The glycosaminoglycan interactome 2.0. Am. J. Physiol. Cell Physiol. 2022 322 6 C1271 C1278 10.1152/ajpcell.00095.2022 35544698
   [Google Scholar]
2. Wardrop D. Keeling D. The story of the discovery of heparin and warfarin. Br. J. Haematol. 2008 141 6 757 763 10.1111/j.1365‑2141.2008.07119.x 18355382
   [Google Scholar]
3. Qiu M. Huang S. Luo C. Wu Z. Liang B. Huang H. Ci Z. Zhang D. Han L. Lin J. Pharmacological and clinical application of heparin progress: An essential drug for modern medicine. Biomed. Pharmacother. 2021 139 111561 10.1016/j.biopha.2021.111561 33848775
   [Google Scholar]
4. Xu D. Prestegard J.H. Linhardt R.J. Proteins that bind sulfated glycosaminoglycans. Essentials of Glycobiology Cold Spring Harbor Laboratory Press 4th ed 2022
   [Google Scholar]
5. Al-Horani R.A. Kar S. Potential Anti-SARS-CoV-2 therapeutics that target the post-entry stages of the viral life cycle: A comprehensive review. Viruses 2020 12 10 1092 10.3390/v12101092 32993173
   [Google Scholar]
6. Al-Horani R.A. Kar S. Aliter K.F. Potential Anti-COVID-19 therapeutics that block the early stage of the viral life cycle: Structures, mechanisms, and clinical trials. Int. J. Mol. Sci. 2020 21 15 5224 10.3390/ijms21155224 32718020
   [Google Scholar]
7. Afosah D.K. Al-Horani R.A. Sulfated non-saccharide glycosaminoglycan mimetics as novel drug discovery platform for various pathologies. Curr. Med. Chem. 2020 27 21 3412 3447 10.2174/0929867325666181120101147 30457046
   [Google Scholar]
8. Al-Horani R.A. Karuturi R. Verespy S. III Desai U.R. Synthesis of glycosaminoglycan mimetics through sulfation of polyphenols. Methods Mol. Biol. 2015 1229 49 67 10.1007/978‑1‑4939‑1714‑3_7 25325944
   [Google Scholar]
9. Al-Horani R.A. Ponnusamy P. Mehta A.Y. Gailani D. Desai U.R. Sulfated pentagalloylglucoside is a potent, allosteric, and selective inhibitor of factor XIa. J. Med. Chem. 2013 56 3 867 878 10.1021/jm301338q 23316863
   [Google Scholar]
10. Al-Horani R.A. Desai U.R. Designing allosteric inhibitors of factor XIa. Lessons from the interactions of sulfated pentagalloylglucopyranosides. J. Med. Chem. 2014 57 11 4805 4818 10.1021/jm500311e 24844380
    [Google Scholar]
11. Al-Horani R.A. Gailani D. Desai U.R. Allosteric inhibition of factor XIa. Sulfated non-saccharide glycosaminoglycan mimetics as promising anticoagulants. Thromb. Res. 2015 136 2 379 387 10.1016/j.thromres.2015.04.017 25935648
    [Google Scholar]
12. Al-Horani R.A. Abdelfadiel E.I. Afosah D.K. Morla S. Sistla J.C. Mohammed B. Martin E.J. Sakagami M. Brophy D.F. Desai U.R. A synthetic heparin mimetic that allosterically inhibits factor XIa and reduces thrombosis in vivo without enhanced risk of bleeding. J. Thromb. Haemost. 2019 17 12 2110 2122 10.1111/jth.14606 31397071
    [Google Scholar]
13. Abdelfadiel E.I. Gunta R. Villuri B.K. Afosah D.K. Sankaranarayanan N.V. Desai U.R. Designing smaller, synthetic, functional mimetics of sulfated glycosaminoglycans as allosteric modulators of coagulation factors. J. Med. Chem. 2023 66 7 4503 4531 10.1021/acs.jmedchem.3c00132 37001055
    [Google Scholar]
14. Nakashima H. Ichiyama K. Hirayama F. Uchino K. Ito M. Saitoh T. Ueki M. Yamamoto N. Ogawara H. Sulfated pentagalloyl glucose (Y-ART-3) inhibits HIV replication and cytopathic effects in vitro and reduces HIV infection in hu-PBL-SCID mice. Antiviral Res. 1996 30 2-3 95 108 10.1016/0166‑3542(95)00903‑5 8783802
    [Google Scholar]
15. Tiwari V. Tandon R. Sankaranarayanan N.V. Beer J.C. Kohlmeir E.K. Swanson-Mungerson M. Desai U.R. Preferential recognition and antagonism of SARS-CoV-2 spike glycoprotein binding to 3-O-sulfated heparan sulfate. bioRxiv 2020 10.1101/2020.10.08.331751
    [Google Scholar]
16. Elste J. Kaltenbach D. Patel V.R. Nguyen M.T. Sharthiya H. Tandon R. Mehta S.K. Volin M.V. Fornaro M. Tiwari V. Desai U.R. Inhibition of human Cytomegalovirus entry into host cells through a pleiotropic small molecule. Int. J. Mol. Sci. 2020 21 5 1676 10.3390/ijms21051676 32121406
    [Google Scholar]
17. Gangji R.N. Sankaranarayanan N.V. Elste J. Al-Horani R.A. Afosah D.K. Joshi R. Tiwari V. Desai U.R. Inhibition of Herpes Simplex Virus-1 entry into human cells by Nonsaccharide Glycosaminoglycan Mimetics. ACS Med. Chem. Lett. 2018 9 8 797 802 10.1021/acsmedchemlett.7b00364 30128070
    [Google Scholar]
18. Majmudar H. Hao M. Sankaranarayanan N.V. Zanotti B. Volin M.V. Desai U.R. Tiwari V. A synthetic glycosaminoglycan mimetic blocks HSV-1 infection in human iris stromal cells. Antiviral Res. 2019 161 154 162 10.1016/j.antiviral.2018.11.007 30481525
    [Google Scholar]
19. Gallegos K.M. Taylor C.R. Rabulinski D.J. Del Toro R. Girgis D.E. Jourha D. Tiwari V. Desai U.R. Ramsey K.H. A Synthetic, small, sulfated agent is a promising inhibitor of Chlamydia spp. infection in vivo. Front. Microbiol. 2019 9 3269 10.3389/fmicb.2018.03269 30700982
    [Google Scholar]
20. Al-Horani R.A. Afosah D.K. Kar S. Aliter K.F. Mottamal M. Sulphated penta-galloyl glucopyranoside (SPGG) is glycosaminoglycan mimetic allosteric inhibitor of cathepsin G. RPS Pharm. Pharmacol. Rep. 2023 2 1 rqad001 10.1093/rpsppr/rqad001 36844783
    [Google Scholar]
21. Patel N.J. Karuturi R. Al-Horani R.A. Baranwal S. Patel J. Desai U.R. Patel B.B. Synthetic, non-saccharide, glycosaminoglycan mimetics selectively target colon cancer stem cells. ACS Chem. Biol. 2014 9 8 1826 1833 10.1021/cb500402f 24968014
    [Google Scholar]