1.Xanthone and Flavonoid Derivatives from the Leaves of Maclura tricuspidata with Antioxidant and Anti-tyrosinase Activity
Yang Hee JO ; Solip LEE ; Se Hwan RYU ; Sang Won YEON ; Ayman TURK ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2021;27(4):234-239
Masclura tricuspidata, also called as Cudrania tricuspidata, is one of the most common Moraceae family plants in East Asia. Its trivial name follows mulberry due to the similar morphology. Investigation of the bioactive constituents of M. tricuspidata leaves yielded a new xanthone derivative along with twenty known compounds through various chromatographic techniques. A new compound was defined as mascluraxanthone (3), a prenylated xanthone glucoside on the basis of 1D and 2D NMR and MS data. Twenty known compounds were identified as four xanthone derivatives (1-2 and 4-5), two flavans (6-7), six flavanol derivatives (8-13), a flavonone (14) and seven flavonol derivatives (15-21). Among the isolated compounds, flavanol and flavonoid derivatives with 3′,4′-OH groups showed antioxidant and anti-tyrosinase activities. Conclusively, the leaves of M.tricuspidata are rich in aromatic compounds including xanthones and flavonoids. In addition, these constituents showed antioxidant and anti-tyrosinase potentials, which might be useful for oxidative stress related diseases.
2.Argutinic acid, A New Triterpenoid from the Fruits of Actinidia arguta
Se Hwan RYU ; Jong Hoon AHN ; Ayman TURK ; Seon Beom KIM ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2024;30(3):208-211
Actinidia arguta, also called as kiwiberry or hardy kiwifruit, is one of the major varieties of kiwi plants. It is small in size and has no hairs on the surface, which making it easy to be consumed. In addition, it can be cultivated in Asia, due to its cold resistance. We have been interested in the beneficial effects of the fruits of A. arguta and investigated the constituents and biological activities. A new triterpenoid, argutinic acid, along with three triterpenoids and three megastigmines were isolated from the fruits of A. arguta. The structures were determined by spectroscopic analysis including NMR, MS, UV and IR. Among the isolated compounds, two triterpenes, argutinic acid (1) and usrolic acid (4) showed α-glucosidase inhibitory activities.
3.Argutinic acid, A New Triterpenoid from the Fruits of Actinidia arguta
Se Hwan RYU ; Jong Hoon AHN ; Ayman TURK ; Seon Beom KIM ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2024;30(3):208-211
Actinidia arguta, also called as kiwiberry or hardy kiwifruit, is one of the major varieties of kiwi plants. It is small in size and has no hairs on the surface, which making it easy to be consumed. In addition, it can be cultivated in Asia, due to its cold resistance. We have been interested in the beneficial effects of the fruits of A. arguta and investigated the constituents and biological activities. A new triterpenoid, argutinic acid, along with three triterpenoids and three megastigmines were isolated from the fruits of A. arguta. The structures were determined by spectroscopic analysis including NMR, MS, UV and IR. Among the isolated compounds, two triterpenes, argutinic acid (1) and usrolic acid (4) showed α-glucosidase inhibitory activities.
4.Argutinic acid, A New Triterpenoid from the Fruits of Actinidia arguta
Se Hwan RYU ; Jong Hoon AHN ; Ayman TURK ; Seon Beom KIM ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2024;30(3):208-211
Actinidia arguta, also called as kiwiberry or hardy kiwifruit, is one of the major varieties of kiwi plants. It is small in size and has no hairs on the surface, which making it easy to be consumed. In addition, it can be cultivated in Asia, due to its cold resistance. We have been interested in the beneficial effects of the fruits of A. arguta and investigated the constituents and biological activities. A new triterpenoid, argutinic acid, along with three triterpenoids and three megastigmines were isolated from the fruits of A. arguta. The structures were determined by spectroscopic analysis including NMR, MS, UV and IR. Among the isolated compounds, two triterpenes, argutinic acid (1) and usrolic acid (4) showed α-glucosidase inhibitory activities.
5.Argutinic acid, A New Triterpenoid from the Fruits of Actinidia arguta
Se Hwan RYU ; Jong Hoon AHN ; Ayman TURK ; Seon Beom KIM ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2024;30(3):208-211
Actinidia arguta, also called as kiwiberry or hardy kiwifruit, is one of the major varieties of kiwi plants. It is small in size and has no hairs on the surface, which making it easy to be consumed. In addition, it can be cultivated in Asia, due to its cold resistance. We have been interested in the beneficial effects of the fruits of A. arguta and investigated the constituents and biological activities. A new triterpenoid, argutinic acid, along with three triterpenoids and three megastigmines were isolated from the fruits of A. arguta. The structures were determined by spectroscopic analysis including NMR, MS, UV and IR. Among the isolated compounds, two triterpenes, argutinic acid (1) and usrolic acid (4) showed α-glucosidase inhibitory activities.
6.Two New Caffeoyl Threonate Esters from the Leaves of Toxicodendron vernicifluum
Jae Young JANG ; Jong Hoon AHN ; Yang Hee JO ; Ayman TURK ; So Young KANG ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2019;25(4):354-357
Toxicodendron vernicifluum, also called as Rhus verniciflua is a deciduous tree belonging to Anacardiaceae family. Two new caffeoyl threonate esters, rhuseols A (1) and B (2), together with 5-O-(E)-caffeoylquinic acid methyl ester (3) were isolated from the leaves of T. vernicifluum. The structures of isolated compounds were established by using 1D and 2D NMR in combination with HR-ESI-MS. Compounds 1 – 3 showed DPPH radical scavenging effects with IC₅₀ values of 47.9, 107.8 and 15.4 µM, respectively. Taken together, these compounds might contribute to the antioxidant properties of the leaves of T. vernicifluum, which will be useful for various oxidative stress mediated diseases.
Anacardiaceae
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Antioxidants
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Esters
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Humans
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Oxidative Stress
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Rhus
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Toxicodendron
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Trees
7.Optimization of Cultivation and Extraction Conditions of Pupae-Cordyceps for Cordycepin Production
Ayman TURK ; Beom Seok KIM ; Sung Min KO ; Sang Won YEON ; Se Hwan RYU ; Young-Guk KIM ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2021;27(3):187-192
Cordycepin is a characteristic bioactive compound of Cordyceps militaris with various beneficial effects. Cordyceps grows on both grains and insects, and the content of cordycepin varies depending on the cultivation conditions. In this study, the effect of culture conditions on the cordycepin content was analyzed and the extraction conditions were optimized. Analysis of cordycepin content in Pupae-Cordyceps found that it was highly affected by temperature in culture conditions. In the case of mycelium, it grows well at 20 and 25 oC, but not at 30 oC. However, the content of cordycepin was highest at 30oC and less at 20 oC. The fruiting body also showed a similar tendency: growth was 20 oC > 25 oC > 30 oC, but the cordycepin content was 30 oC > 25 oC > 20 oC. The content of cordycepin decreased after the fruiting bodies were produced. Next, extraction conditions such as solvent and time were optimized for maximum cordycepin content using response surface methodology(RSM). There was a large difference in the content of cordycepin according to the content of ethanol and the extraction temperature. Through RSM, it was confirmed that the optimum condition for extraction of cordycepin was 48.9 oC using 49.0% ethanol, and 160.9 mg/g extract could be obtained under this condition. In conclusion, this study suggested the optimized conditions for the cultivation and extraction of Pupae-Cordyceps for maximizing the content of cordycepin, and this may be applied to the discovery of materials using cordycepin.
8.Optimization of Cultivation and Extraction Conditions of Pupae-Cordyceps for Cordycepin Production
Ayman TURK ; Beom Seok KIM ; Sung Min KO ; Sang Won YEON ; Se Hwan RYU ; Young-Guk KIM ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2021;27(3):187-192
Cordycepin is a characteristic bioactive compound of Cordyceps militaris with various beneficial effects. Cordyceps grows on both grains and insects, and the content of cordycepin varies depending on the cultivation conditions. In this study, the effect of culture conditions on the cordycepin content was analyzed and the extraction conditions were optimized. Analysis of cordycepin content in Pupae-Cordyceps found that it was highly affected by temperature in culture conditions. In the case of mycelium, it grows well at 20 and 25 oC, but not at 30 oC. However, the content of cordycepin was highest at 30oC and less at 20 oC. The fruiting body also showed a similar tendency: growth was 20 oC > 25 oC > 30 oC, but the cordycepin content was 30 oC > 25 oC > 20 oC. The content of cordycepin decreased after the fruiting bodies were produced. Next, extraction conditions such as solvent and time were optimized for maximum cordycepin content using response surface methodology(RSM). There was a large difference in the content of cordycepin according to the content of ethanol and the extraction temperature. Through RSM, it was confirmed that the optimum condition for extraction of cordycepin was 48.9 oC using 49.0% ethanol, and 160.9 mg/g extract could be obtained under this condition. In conclusion, this study suggested the optimized conditions for the cultivation and extraction of Pupae-Cordyceps for maximizing the content of cordycepin, and this may be applied to the discovery of materials using cordycepin.
9.Effect of Cultivation Stages of Hericium erinaceus on the Contents of Major Components and α-Glucosidase Inhibitory Activity
Se Hwan RYU ; Beom Seok KIM ; Ayman TURK ; Sang Won YEON ; Solip LEE ; Hak Hyun LEE ; Sung Min KO ; Bang Yeon HWANG ; Mi Kyeong LEE
Natural Product Sciences 2023;29(3):132-137
Hericium erinaceus, also known as lion’s mane mushroom, is an edible and medicinal mushroom that belongs to the family Hericiaceae. We previously reported hericene A as an anti-diabetic constituent of H. erinaceus and the effect of cultivation substrates on its content was investigated. As the continuation, the contents of five major compounds such as hericenes A-D, which exerted α-glucosidase inhibitory activity, together with ergosterol were investigated depending on cultivation stages. H. erinaceus was cultured for 25 days (5 stages) to induce fruiting bodies, and the contents of the compounds at each stage were quantified. All the five compounds were detected in fruiting body by HPLC analysis. Among the hericene derivatives in the mushroom, the content of hericene A was the highest, followed by hericene C and the content of hericenes B and D was relative low. All four hericene derivatives present in the highest content at stage 4 whereas the content of ergosterol was highest at stage 5. The highest α-glucosidase inhibitory activity of H. erinaceus was measured at stage 4, which correlates with the contents of hericene derivatives. Conclusively, H. erinaceus with better efficacy and high content of active constituents can be secured by the optimization of cultivation conditions.