59
60
61
62
63
64
65
66
67
68
69
70
71
72
73
74
75
76
77
78
79
80
81
82
83
84
85
86
87
88
89
ANNEX 31. Table 1. Solubility of the products in water (ph=7)
+++ completely soluble ++ partly soluble + slightly soluble - insoluble
ANNEX 32. Table 2. Infrared spectra of chitosan and its N-succinyl and O-carboxymethyl derivatives according to scientific researches
Chemical bond Chitosan40,41,42,43 N-succinyl chitosan44,45,46 O-carboxymetyl chitosan38,47,48 N-H and O-H 3343; 3265; 3105 C-H 2962; 2934; 2890 C=O (asymmetric) 1731 1600 C=O of amide 1625-1662 1662 N-H of amine 1596 C=O symmetric 1420 1420 N-H of amide 1554-1573 1570 C-N of amide 1380; 1250 C-O-C 1160 1130
No. Product Solubility
1. N-succinyl chitosan ++
2. N-succinyl chitosan with isoniazid ++
3. N-succinyl chitosan with
para-amino-salicylic acid
++ 4. N-succinyl chitosan with pyrazine
carboxamide
+
5. N-succinyl chitosan with ethionamide ++
6. N-succinyl chitosan with cycloserine +
7. O-carboxymethyl-chitosan +++
8. O-carboxymethyl-chitosan with
isoniazid
+
9. O-carboxymethyl chitosan with
para-amino-salicylic acid
+++ 10. O-carboxymethyl chitosan with
pyrazine carboxamide
+++ 11. O-carboxymethyl chitosan with
ethionamide
+++ 12. O-carboxymethyl chitosan with
cycloserine
++ 13. Chitosan with ofloxacin - 14. Chitosan with levofloxacin - 15. Chitosan with acetylated ciprofloxacin - 16. Chitosan with acetylated enoxacin - 17. Chitosan with acetylated norfloxacin - 18. Chitosan with acetylated lomefloxacin - 19. Chitosan with acetylated sparfloxacin -
90
ANNEX 33. Table 3. Evaluation of amide band and aromatic C-H vibrations in infrared spectra of N-SCS and O-CMCS derivatives
No Product ν (Amide І) ν (Amide
ІІ) ν (Amide ІІІ) ν (C-H) aromatic 1. N-succinyl chitosan 1653 cm-1 1555 cm-1 1222 cm-1
2. N-succinyl chitosan with isoniazid 1642 cm-1 1549 cm-1 1379 cm-1
1255 cm-1
3. N-succinyl chitosan with
para-amino-salicylic acid
1638 cm-1 1563 cm-1 1377 cm-1 1262 cm-1
3020 cm-1 4. N-succinyl chitosan with
pyrazinecarboxamide
1638 cm-1 1550 cm-1 1388 cm-1
5. N-succinyl chitosan with ethionamide 1653 cm-1 1559 cm-1 1387 cm-1
1248 cm-1
3017 cm-1
6. N-succinyl chitosan with cycloserine 1642 cm-1 1584 cm-1 1370 cm-1
1248 cm-1
7. O-carboxymethyl-chitosan
8. O-carboxymethyl-chitosan with isoniazid 1631 cm-1 1525 cm-1
9. O-carboxymethyl chitosan with
para-amino-salicylic acid
1637 cm-1 1535 cm-1 1377 cm-1 1251 cm-1 10. O-carboxymethyl chitosan with
pyrazinecarboxamide
1662 cm-1 1576 cm-1 1336 cm-1 1249 cm-1
3017 cm-1 11. O-carboxymethyl chitosan with ethionamide 1681 cm-1 1559 cm-1 1384 cm-1
1248 cm-1
3017 cm-1 12. O-carboxymethyl chitosan with cycloserine 1641 cm-1 1559 cm-1 1333 cm-1
1248 cm-1
3017 cm-1
ANNEX 34. Table 4. Evaluation of infrared spectra of chitosan conjugated with acetylated quinolones
No Product ν (Amide І) ν (Amide ІІ) ν (Amide ІІІ) 1. Chitosan with conjugated
ofloxacin
1653 cm-1 1558 cm-1 1249 cm-1 2. Chitosan conjugated with
levofloxacin
1621 cm-1 1527 cm-1 1261 cm-1 3. Chitosan with conjugated
acetylated ciprofloxacin
1629 cm-1 1536 cm-1 1249 cm-1 4. Chitosan conjugated with
acetylated enoxacin
1634 cm-1 1531 cm-1 1336 cm-1 1248 cm-1 5. Chitosan conjugated with
acetylated norfloxacin
1633 cm-1 1538 cm-1 1379 cm-1 1260 cm-1 6. Chitosan conjugated with
acetylated lomefloxacin
1647 cm-1 1540 cm-1 1377 cm-1 1259 cm-1 7. Chitosan conjugated with
acetylated sparfloxacin