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1. (Article ID: 12675)
Sekiwa Y, Kubota K, Kobayashi A
Isolation of novel glucosides related to gingerdiol from ginger and their antioxidative activities
Journal of Agricultural and Food Chemistry 48(2) (2000)
373-377
Two novel glucosides of 6-gingerdiol were isolated from fresh ginger (Zingiber officinale Roscoe). Their structures were determined as 1-(4-O-β-d-glucopyranosyl-3-methoxyphenyl)-3,5-dihydroxydecane (1) and 5-O-β-d-glucopyranosyl-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decane (2) by HRFAB-MS and NMR analyses, and the absolute configurations of both aglycons were identified as (3S,5S) by a comparison with synthetic compounds. After incubating these glucosides with acetone powder prepared from fresh ginger, they were confirmed to have been hydrolyzed to 6-gingerdiol by HPLC. This result suggests that these glucosides are the precursors or intermediates of 6-gingerdiol. To recognize their function, their antioxidative activities were investigated and compared to that of their aglycon, 6-gingerdiol, by a linoleic acid model system and by their DPPH radical-scavenging ability. Although 1 did not indicate any activity, 2 had as strong activity as the aglycon in both measurements.
ginger (Zingiber officinale Roscoe); 6-gingerdiol; 6-gingerdiol glucoside; antioxidant; 1-(4-O-β-d-glucopyranosyl-3-methoxyphenyl)-3, 5-dihydroxydecane; 5-O-β-d-glucopyranosyl-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decane
NCBI PubMed ID: 10691642Publication DOI: 10.1021/jf990674xJournal NLM ID: 0374755Publisher: American Chemical Society
Correspondence: sekiwa

cc.ocha.ac.jp
Institutions: Graduate School of Humanities and Sciences, Laboratory of Food Chemistry, Department of Nutrition and Food Science, Ochanomizu University, Tokyo, Japan
The publication contains the following compound(s):
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2. (Article ID: 12676)
Selim K, Tsimidou M, Biliaderis CG
Kinetic studies of degradation of saffron carotenoids encapsulated in amorphous polymer matrices
Food Chemistry 71(2) (2000)
199-206
Kinetic studies on degradation of saffron water soluble carotenoids (mainly crocins) encapsulated in three different amorphous matrices (pullulan and two polyvinylpyrrolidone, PVP, samples differing in their molecular weight) were carried out at different water activity (aw) conditions (0.43, 0.53, 0.64 and 0.75) in the dark at 35°C. Degradation of the polar pigments was monitored by periodic measurements of the coloring strength. Among the polymeric matrices used as wall materials, which largely decreased the oxidation rates of crocetin glycosides, PVP 40 was the most effective carrier under all storage conditions. In the vicinity of the glass transition temperature (Tg) zone, where pullulan and PVP360 undergo state transformations, there was a change in the reaction rate. The lower degradation rates were observed for PVP40 under conditions where this matrix was fully plasticized (i.e. rubbery) and “collapsed”, implying that the degradation kinetics are not governed by factors related to the physical state and molecular mobility of the inert matrix. Carotenoid losses have been observed even at temperatures below the Tg of the polymeric matrices.
saffron; crocins; degradation; encapsulation; glass transition temperature
Publication DOI: 10.1016/S0308-8146(00)00156-4Journal NLM ID: 7702639Publisher: Elsevier Applied Science Publishers
Correspondence: biliader

agro.auth.gr
Institutions: Mediterranean Agronomic Institute of Chania (MAICH), Alsillion Agrokipiou, Chania, Greece, Laboratory of Food Chemistry and Technology, Faculty of Chemistry, Aristotle University of Thessaloniki, Thessaloniki, Greece, Department of Food Science and Technology, School of Agriculture, Aristotle University of Thessaloniki, Thessaloniki, Greece
The publication contains the following compound(s):
- Compound ID: 29150
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b-D-Glcp-(1-6)-b-D-Glcp-(1-1)-+
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b-D-Glcp-(1-6)-b-D-Glcp-(1-16)-Subst
Subst = all-trans-crocetin = SMILES C/C(=C\C=C\C=C(C)\C=C\C=C(C)\{1}C(=O)O)/C=C/C=C(C)/{16}C(=O)O |
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Structure type: oligomer
Trivial name: all-trans-digentiobiosyl crocin, crocin
Compound class: glycoside, carotenoid
- Compound ID: 29151
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b-D-Glcp-(1-6)-b-D-Glcp-(1-1)-+
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b-D-Glcp-(1-6)-b-D-Glcp-(1-16)-Subst
Subst = 13-cis-crocetin = SMILES C/C(=C\C=C\C=C(C)/C=C/C=C(C)/{1}C(=O)O)/C=C/C=C(C)/{16}C(=O)O |
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Structure type: oligomer
Trivial name: 13-cis-gentiobiosyl glycosyl crocin
Compound class: glycoside, carotenoid
- Compound ID: 29879
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b-D-Glcp-(1-16)-+
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b-D-Glcp-(1-6)-b-D-Glcp-(1-1)-Subst
Subst = all-trans-crocetin = SMILES C/C(=C\C=C\C=C(C)\C=C\C=C(C)\{1}C(=O)O)/C=C/C=C(C)/{16}C(=O)O |
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Structure type: oligomer
Compound class: glycoside, carotenoid
- Compound ID: 31478
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b-D-Glcp-(1-1)-+
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b-D-Glcp-(1-16)-Subst
Subst = all-trans-crocetin = SMILES C/C(=C\C=C\C=C(C)\C=C\C=C(C)\{1}C(=O)O)/C=C/C=C(C)/{16}C(=O)O |
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Structure type: oligomer
Compound class: glycoside, carotenoid
- Compound ID: 31479
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b-D-Glcp-(1-6)-b-D-Glcp-(1-1)-Subst
Subst = all-trans-crocetin = SMILES C/C(=C\C=C\C=C(C)\C=C\C=C(C)\{1}C(=O)O)/C=C/C=C(C)/{16}C(=O)O |
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Structure type: oligomer
Trivial name: crocin
Compound class: glycoside, carotenoid
- Compound ID: 32882
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b-D-Glcp-(1-16)-+
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b-D-Glcp-(1-6)-b-D-Glcp-(1-1)-Subst
Subst = 13-cis-crocetin = SMILES C/C(=C\C=C\C=C(C)/C=C/C=C(C)/{1}C(=O)O)/C=C/C=C(C)/{16}C(=O)O |
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Structure type: oligomer
Compound class: glycoside, carotenoid
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