Synthesis of novel chlorophyll a derivatives bearing glucose moieties and estimation of their photocytotoxic activity

Carbohydrate–macrocycle conjugates for biomedical applications

“…The interaction to lectins usually requires the presence of hydroxyl groups at C-3, C-4, or C-6 to form hydrogen bonds. 21,22 However, we do witness examples of covalent connection at C-3 of galactose 23 or glucose 24,25 onto porphyrins to achieve greater uptake by cells with a high level of galactin-1 (presumably due to the availability of the hydroxyl group at C-1 to bind galactin-1) 23 or enhanced affinity to galactin-3. 26 Conjugation at C-6 of galactose is another option to release the hydroxyl group at C-1 as a hydrogen bond acceptor to bind galactin-1.…”

“…Compain's group designed cyclopeptoid-based 1-deoxynojirimycin-derivatives (Fig. 8, [22][23][24][25][26] with various valencies and also found that molecules with longer linkers displayed better inhibitory activity against a-mannosidase (Jack bean). 101 87,88 Dendritic cells 88 The Compain group also used b-cyclodextrin as a scaffold to design a-mannosidase (Jack bean) inhibitors (Fig.…”

Novel Hydrophilic Conjugates of Chlorin e6 with Fructose: Synthesis and Estimation of Photodynamic Activity

“…λ max nm (I relative (%)): 662 (31), 606 (3), 527 (3), 500 (9), 399 (100). UV-Vis (H 2 O) λ max nm (I relative (%)): 663 (24), 613 (4), 502 (10), 399 (100). IR (KBr) ν cm -1 : 3084 (C-H, vinyl group), 1740 (С=О, ester), 1680 ("amide-I"), 1603 ("chlorin band"), 1542 ("amide-II").…”

“…[9,22] Chlorophyll a derivatives are a good basis for obtaining new antitumor and PS. [2] For the introduction of carbohydrate fragments to the periphery of the chlorophyll a derivatives macrocycle, click chemistry, [2,13] metathesis reactions, [2] the formation of ester [23,24] and amide bonds, [2] as well as alkylation of amino groups. [25] In the case of alkylation of amino groups, a stable C-N-C bond is formed between the fragments of chlorin e 6 and galactose.…”