Conjugated Bile Salts Liaflet 2020
Conjugated Bile Salts Liaflet 2020
Conjugated Bile Salts Liaflet 2020
N O
OH O
H OH
N
H H ONa
H
.xH 2O O
H H H H
HO HO
H H
SODIUM TAURODEOXYCHOLATE HYDRATE SODIUM GLYCODEOXYCHOLATE
O
O
S ONa
O O
N
H
N ONa
H H H
O
H H H H
HO OH HO OH
H H
Hydrophilicity: Conjugated bile acids having both polar and non-polar groups are amphiphilic molecules, and are more
hydrophilic than non-conjugated bile acids such as Cholic acid & Chenodeoxycholic acid. Therefore, they are more
effective surfactants & have enhanced emulsification capacity. In fact, conjugation decreases the pKa of conjugated bile
acids, from about six, a value typical of non-conjugated molecules, to about four for glycocholic acid, and to about two
for taurocholic acid. This indicates that conjugated bile acids are ionized in a broader range of pH to form the
corresponding salts. The hydrophilicity of the common bile acid and conjugated bile acid/salts decreases in the following
order:
Glycine-conjugated < Taurine-conjugated < Lithocholic acid < Deoxycholic acid < Chenodeoxycholic acid < Cholic acid
<Ursodeoxycholic acid.
Conjugation also decreases the cytotoxicity of primary bile acids.
Application in drug formulation and delivery: Bile salts, being endogenous surfactants, have been employed widely as
absorption enhancers to increase drug transport across various biological barriers such as the blood brain barrier, skin,
mucosa, cornea, buccal, nasal, pulmonary and intestinal membranes. They act as absorption enhancers by increasing the
solubility of hydrophobic drugs or by increasing the fluidity of the apical and basolateral membranes and promote the
chemical and enzymatic stability of drugs. Recently, bile acids have drawn much attention in the field of drug delivery
due to their ability to act as a drug carrier system in the form of mixed micelles, bilosomes and chemical conjugates with
drug molecules.
PRODUCT SPECIFICATION :
Description………………………………….......…White to off-white powder
Assay (TLC/HPLC)……………………….....…….NLT 98%
Identification by Mass & 1H NMR………...Conforms to structure
Water (by KF)………………………………......….NMT 8%
Bibliography:
1. Moghimipour E.; Ameri A.; Handali S. Absorption-Enhancing effects of Bile salts. Molecules 2015, 20, 14451-14473.
2. Coufalová, L.; Mrózek, L.; Rárová, L.; Placek, L.; Opatrilová, R.; Dohnal, J.; Králová, K.; Paleta, O.;Král, V.; Drašar, P.; et al.
New propanoyloxy derivatives of 5â-cholan-24-oic acid as drug absorption modifiers. Steroids 2013, 78, 435–453.