Journal
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
Volume 82, Issue -, Pages 404-410Publisher
ELSEVIER
DOI: 10.1016/j.ijbiomac.2015.10.007
Keywords
Starch derivatives; Click chemistry; Antioxidant activity
Funding
- Science and Technology Service Network Initiative [KFJ-EW-STS-060]
- National Natural Science Foundation of China [41206152]
- Science and Technology Project of Weihai [2012GNS004]
- Taishan Scholar Program of Shandong Province
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Based on the copper (I) catalyzed Huisgen azide-alkyne cycloaddition (click chemistry), the novel synthesis of a variety of 1,2,3-triazole-linked starch derivatives was developed, including 6-hydroxymethyltriazole-6-deoxy starch (HMTST), 6-hydroxyethyltriazole-6-deoxy starch (HETST), 6-hydroxypropyltriazole-6-deoxy starch (HPTST), and 6-hydroxybutyltriazole-6-deoxy starch (HBTST). Their antioxidant properties against hydroxyl-radical, DPPH-radical, and superoxide-radical were evaluated in vitro, respectively. The antioxidant activity of the obtained novel amphiprotic starch derivatives via 'click reaction' exhibited remarkable improvement over starch. And the scavenging effect indices of most of the products were higher than 60% at 1.6 mg/mL against hydroxyl-radical and DPPH-radical. Moreover, the scavenging effect of the products against superoxide-radical attained 90% above at 0.1 mg/mL. Generally, the antioxidant activity decreased in the order: HBTST > HPTST > HETST >HMTST > starch. Furthermore, the order of their antioxidant activity was consistent with the electron-donating ability of different substituted groups of the 1,2,3-triazoles. The substituted groups with stronger electron supplying capacity provided more electrons to the various radicals, which relatively enhanced the capacity for scavenging free radicals. (c) 2015 Elsevier B.V. All rights reserved.
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