may be relevant for other investigations, including the investigation of possible
mechanisms for the biological activity of the molecule.
For the specific case of ARZ, the adducts confirm that the binding of a water
molecule to the central molecule is stronger when it binds to two sites simultaneously, or when it is acceptor to an OH, or donor to an sp
2 O. They also confirm that
the regions around IHBs are largely hydrophobic. They show the possibility that the
clustering of water molecules (when these remain within the first solvation layer)
may lead to a continuous frame of alternating water molecules H-bonded to ARZ
and water molecules bridging them—an arrangement with enhanced stability.
Finally, the results also contribute to the general ensemble of information on the
interactions of ACPLs with explicit water molecules and with water as a solvent.
References
1. Appendino G, Ottino M, Marquez N, Bianchi F, Giana A, Ballero M, Sterner O, Fiebich BL,
Munoz E (2007) J Nat Prod 70:608–612
2. Bauer J, Koeberle A, Dehm F, Pollastro F, Appendino G, Northoff H, Rossi A, Sautebin L,
Werz O (2011) Biochem Pharmacol 81:259–268
3. Rosa A, Pollastro F, Atzeri A, Appendino G, Melis MP, Deiana M, Incani A, Loru D, Dessì
MA (2011) Chem Phys Lipids 164:24–32
4. Singh IP, Bharate SB (2006) Nat Prod Rep 23:558–591
5. Mammino L, (2017) Molecules.22, 1294. https://doi.org/10.3390/molecules22081294
6. Mammino L, Kabanda MM (2009) J Mol Struct (Theochem) 901:210–219
7. Mammino L, Kabanda MM (2009) J Phys Chem A 113(52):15064–15077
8. Mammino L, Kabanda MM (2012) Int J Quant Chem 112:2650–2658
9. Kabanda MM, Mammino L (2012) Int J Quant Chem 112:3691–3702
10. Mammino L, Kabanda MM (2013) Molec Simul 39(1):1–13
11. Tomasi J, Persico M (1994) Chem Rev 94:2027–2094
12. Tomasi J, Mennucci B, Cammi R (2005) Chem Rev 105:2999–3093
13. Mennucci B (2010) J Phys Chem Lett 1:1666–1674
14. Alagona G, Ghio C (2002) Int J Quant Chem 90:641–656
15. Mammino L (2009) Chem Phys Letters 473:354–357
16. Mammino L, Kabanda MM (2007) J Mol Struct (Theochem) 805:39–52
17. Mammino L, Kabanda MM (2010) Int J Quant Chem 110(13):2378–2390
18. Mammino L (2017) J Mol Model. DOI. https://doi.org/10.1007/s00894-017-3443-4
19. Mammino L, Kabanda MM (2009) WSEAS Transact Biol Biomed 6(4):79–88
20. Mammino L, Kabanda MM (2008) Int J Quant Chem 108:1772–1791
21. Mammino L, Kabanda MM (2012) Int J Biol Biomed Engin 1(6):114–133
22. Mammino L (2013) Int J Biol Biomed Engin 2(7):15–25
23. Mammino L (2013) J Molec Model 19:2127–2142
24. Mammino L (2014) Curr Bioact Compd 10(3):163–180
25. Mammino L (2015) Current Phys Chem 5:274–293
26. Becke AD (1992) J Chem Phys 96:9489
27. Becke AD (1993) J Chem Phys 98:5648–5652
28. Lee C, Yang W, Parr RG (1998) Phys Rev B 37:785–789
29. Alagona G, Ghio C (2006) J Phys Chem A 110:647–659
30. Boys SF, Bernardi F (1970) Mol Phys 19:553
31. Alagona G, Ghio C (2009) J Phys Chem A 113:15206–15216
Adducts of Arzanol with Explicit Water Molecules …
303
mechanisms for the biological activity of the molecule.
For the specific case of ARZ, the adducts confirm that the binding of a water
molecule to the central molecule is stronger when it binds to two sites simultaneously, or when it is acceptor to an OH, or donor to an sp
2 O. They also confirm that
the regions around IHBs are largely hydrophobic. They show the possibility that the
clustering of water molecules (when these remain within the first solvation layer)
may lead to a continuous frame of alternating water molecules H-bonded to ARZ
and water molecules bridging them—an arrangement with enhanced stability.
Finally, the results also contribute to the general ensemble of information on the
interactions of ACPLs with explicit water molecules and with water as a solvent.
References
1. Appendino G, Ottino M, Marquez N, Bianchi F, Giana A, Ballero M, Sterner O, Fiebich BL,
Munoz E (2007) J Nat Prod 70:608–612
2. Bauer J, Koeberle A, Dehm F, Pollastro F, Appendino G, Northoff H, Rossi A, Sautebin L,
Werz O (2011) Biochem Pharmacol 81:259–268
3. Rosa A, Pollastro F, Atzeri A, Appendino G, Melis MP, Deiana M, Incani A, Loru D, Dessì
MA (2011) Chem Phys Lipids 164:24–32
4. Singh IP, Bharate SB (2006) Nat Prod Rep 23:558–591
5. Mammino L, (2017) Molecules.22, 1294. https://doi.org/10.3390/molecules22081294
6. Mammino L, Kabanda MM (2009) J Mol Struct (Theochem) 901:210–219
7. Mammino L, Kabanda MM (2009) J Phys Chem A 113(52):15064–15077
8. Mammino L, Kabanda MM (2012) Int J Quant Chem 112:2650–2658
9. Kabanda MM, Mammino L (2012) Int J Quant Chem 112:3691–3702
10. Mammino L, Kabanda MM (2013) Molec Simul 39(1):1–13
11. Tomasi J, Persico M (1994) Chem Rev 94:2027–2094
12. Tomasi J, Mennucci B, Cammi R (2005) Chem Rev 105:2999–3093
13. Mennucci B (2010) J Phys Chem Lett 1:1666–1674
14. Alagona G, Ghio C (2002) Int J Quant Chem 90:641–656
15. Mammino L (2009) Chem Phys Letters 473:354–357
16. Mammino L, Kabanda MM (2007) J Mol Struct (Theochem) 805:39–52
17. Mammino L, Kabanda MM (2010) Int J Quant Chem 110(13):2378–2390
18. Mammino L (2017) J Mol Model. DOI. https://doi.org/10.1007/s00894-017-3443-4
19. Mammino L, Kabanda MM (2009) WSEAS Transact Biol Biomed 6(4):79–88
20. Mammino L, Kabanda MM (2008) Int J Quant Chem 108:1772–1791
21. Mammino L, Kabanda MM (2012) Int J Biol Biomed Engin 1(6):114–133
22. Mammino L (2013) Int J Biol Biomed Engin 2(7):15–25
23. Mammino L (2013) J Molec Model 19:2127–2142
24. Mammino L (2014) Curr Bioact Compd 10(3):163–180
25. Mammino L (2015) Current Phys Chem 5:274–293
26. Becke AD (1992) J Chem Phys 96:9489
27. Becke AD (1993) J Chem Phys 98:5648–5652
28. Lee C, Yang W, Parr RG (1998) Phys Rev B 37:785–789
29. Alagona G, Ghio C (2006) J Phys Chem A 110:647–659
30. Boys SF, Bernardi F (1970) Mol Phys 19:553
31. Alagona G, Ghio C (2009) J Phys Chem A 113:15206–15216
Adducts of Arzanol with Explicit Water Molecules …
303