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Absolute Configuration of Mycosporine-Like Amino Acids, Their Wound Healing Properties and In Vitro Anti-Aging Effects
被引:35
作者:

Orfanoudaki, Maria
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Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria

Hartmann, Anja
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Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria

Alilou, Mostafa
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Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria

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Planchenault, Patricia
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Univ Angers, SONAS, SFR QUASAV, EA921,Dept Pharm,Fac Hlth Sci, 16 Bd Daviers, F-49045 Angers, France Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria

Derbre, Severine
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Univ Angers, SONAS, SFR QUASAV, EA921,Dept Pharm,Fac Hlth Sci, 16 Bd Daviers, F-49045 Angers, France Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria

Schinkovitz, Andreas
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Univ Angers, SONAS, SFR QUASAV, EA921,Dept Pharm,Fac Hlth Sci, 16 Bd Daviers, F-49045 Angers, France Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria

Richomme, Pascal
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Univ Angers, SONAS, SFR QUASAV, EA921,Dept Pharm,Fac Hlth Sci, 16 Bd Daviers, F-49045 Angers, France Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria

Hensel, Andreas
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机构:
Univ Munster, Inst Pharmaceut Biol & Phytochem, Corrensstr 48, D-48149 Munster, Germany Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria

Ganzera, Markus
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h-index: 0
机构:
Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria
机构:
[1] Univ Innsbruck, Inst Pharm, Pharmacognosy, Innrain 80-82, A-6020 Innsbruck, Austria
[2] Univ Innsbruck, Inst Pharm, Pharmaceut Technol, Innrain 52c, A-6020 Innsbruck, Austria
[3] Univ Angers, SONAS, SFR QUASAV, EA921,Dept Pharm,Fac Hlth Sci, 16 Bd Daviers, F-49045 Angers, France
[4] Univ Munster, Inst Pharmaceut Biol & Phytochem, Corrensstr 48, D-48149 Munster, Germany
基金:
奥地利科学基金会;
关键词:
mycosporine-like amino acids;
stereochemistry;
X-ray crystallography;
ECD;
anti-aging;
wound healing;
MOLECULAR-STRUCTURE;
PORPHYRA-334;
BIOSYNTHESIS;
INHIBITION;
ANTIOXIDANT;
DERIVATIVES;
PROTECTION;
CRYSTAL;
AGES;
D O I:
10.3390/md18010035
中图分类号:
R914 [药物化学];
学科分类号:
100701 ;
摘要:
Mycosporine-like amino acids (MAAs) are water-soluble metabolites, reported to exhibit strong UV-absorbing properties. They have been found in a wide range of marine organisms, especially those that are exposed to extreme levels of sunlight, to protect them against solar radiation. In the present study, the absolute configuration of 14 mycosporine-like-amino acids was determined by combining the results of electronic circular dichroism (ECD) experiments and that of advanced Marfey's method using LC-MS. The crystal structure of a shinorine hydrate was determined from single crystal X-ray diffraction data and its absolute configuration was established from anomalous-dispersion effects. Furthermore, the anti-aging and wound-healing properties of these metabolites were evaluated in three different assays namely the inhibition of collagenase, inhibition of advanced glycation end products (AGEs) and wound healing assay (scratch assay).
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