In order to use as a new antioxidant, functional cosmetical and food material, six antioxidative and tyrosinase inhibition activities substance were isolated from the leaves of Z. piperitum and Z. schinifolium and their structures were identified by 2D-NMR(HOMO-COSY, HETERO-COSY, HMB-C) technique as...
In order to use as a new antioxidant, functional cosmetical and food material, six antioxidative and tyrosinase inhibition activities substance were isolated from the leaves of Z. piperitum and Z. schinifolium and their structures were identified by 2D-NMR(HOMO-COSY, HETERO-COSY, HMB-C) technique as well as Mass. Antioxidative activities(DPPH radical scavenging activity, reducing power, superoxide anion radical scavenging activity, autoxidation and nitrite scavenging activity etc.), inhibiton effect of mushroom tyrosinase and growth inhibiton effect against lung cancer cell of isolated compounds. The results were summarized as follows. 1. Four bioactive compound 1, 2, 3 and 4 were isolated from butanol fraction of Z. piperitum and two bioactive 5 and 6 were isolated from butanol fraction of Z. schinifolium. Their structure are identified as 3'4'5,7-tetrahydroxy-flavonol(1), kaempferol-3-O-α-L-rhamnoside(2), quercetin-3-α-L-rhamnoside(3, 5) and quercetin-3-O-β-D-galactoside(4, 6), respectively Compound 1 ; R₁ = OH, R₂ = H Compound 2 ; R₁ = H, R₂ = α-L-rhamnoside Compound 3, 5 ; R₁ = OH, R₂ = α-L-rhamnoside Compound 4, 6 ; R₁ = OH, R₂ = β-D-galactoside 2. RC_(_(50)) value of the DPPH free radical scavengin activity of compound 1 was 1 ㎍/mL which is 4 times more effective than BHT and α-tocopherol. RC_(50) value of compound 3 and 5 was 4 ㎍/mL which is almost equivalent to those of BHT and α-tocopherol. The reducing power of the compounds increased as the amount of compounds increased. The greatest reducing power was observed in compound 1 relative to the other compounds. 3. The compounds were also capable of scavenging superoxide anion radical in a maner dependent on concentration. They exhibited scavenging effect(12~65%) on superoxide anion radical at the dose 100 ㎍. Among the six compounds, compound 1 showed the strongest scavenging effect on superoxide anino radical. The antioxidant efficiency of these compounds increased in the order of compound 3 and 5 > compound 1 > α-tocopher-ol > compound 2 > compound 4 and 6. 4. The anti-lipid peroxidation of compound 1 were also concentration dependent. IC_(50) value of compound 1 against mushroom tyrosinase was 3.8 ㎍/mL which is 3 and 5 times more effective than arbutin and kojic acid. But, compound 2, 3, 4, 5 and 6 has a little inhibition activity(IC_(50) >_(50) ㎍/mL). In kinetic study of isolated tyrosinase inhibitor : Compound 1 was shown competitive pattern in analyzing with Lineweaver-Burk plots. 5. The nitrite scavenging ability reached the highest level at pH 1.2 and the lowest at pH 6.0. The compound 1 was isolated from butanol fraction of Z. piperitum and Z. schinifolium exhibited the strongest inhibitory effect on A549. The inhibitory effect of six bioactive compounds decreased compound 1 > compound 3 and 5 > compound 2 > compound 4 and 6.
In order to use as a new antioxidant, functional cosmetical and food material, six antioxidative and tyrosinase inhibition activities substance were isolated from the leaves of Z. piperitum and Z. schinifolium and their structures were identified by 2D-NMR(HOMO-COSY, HETERO-COSY, HMB-C) technique as well as Mass. Antioxidative activities(DPPH radical scavenging activity, reducing power, superoxide anion radical scavenging activity, autoxidation and nitrite scavenging activity etc.), inhibiton effect of mushroom tyrosinase and growth inhibiton effect against lung cancer cell of isolated compounds. The results were summarized as follows. 1. Four bioactive compound 1, 2, 3 and 4 were isolated from butanol fraction of Z. piperitum and two bioactive 5 and 6 were isolated from butanol fraction of Z. schinifolium. Their structure are identified as 3'4'5,7-tetrahydroxy-flavonol(1), kaempferol-3-O-α-L-rhamnoside(2), quercetin-3-α-L-rhamnoside(3, 5) and quercetin-3-O-β-D-galactoside(4, 6), respectively Compound 1 ; R₁ = OH, R₂ = H Compound 2 ; R₁ = H, R₂ = α-L-rhamnoside Compound 3, 5 ; R₁ = OH, R₂ = α-L-rhamnoside Compound 4, 6 ; R₁ = OH, R₂ = β-D-galactoside 2. RC_(_(50)) value of the DPPH free radical scavengin activity of compound 1 was 1 ㎍/mL which is 4 times more effective than BHT and α-tocopherol. RC_(50) value of compound 3 and 5 was 4 ㎍/mL which is almost equivalent to those of BHT and α-tocopherol. The reducing power of the compounds increased as the amount of compounds increased. The greatest reducing power was observed in compound 1 relative to the other compounds. 3. The compounds were also capable of scavenging superoxide anion radical in a maner dependent on concentration. They exhibited scavenging effect(12~65%) on superoxide anion radical at the dose 100 ㎍. Among the six compounds, compound 1 showed the strongest scavenging effect on superoxide anino radical. The antioxidant efficiency of these compounds increased in the order of compound 3 and 5 > compound 1 > α-tocopher-ol > compound 2 > compound 4 and 6. 4. The anti-lipid peroxidation of compound 1 were also concentration dependent. IC_(50) value of compound 1 against mushroom tyrosinase was 3.8 ㎍/mL which is 3 and 5 times more effective than arbutin and kojic acid. But, compound 2, 3, 4, 5 and 6 has a little inhibition activity(IC_(50) >_(50) ㎍/mL). In kinetic study of isolated tyrosinase inhibitor : Compound 1 was shown competitive pattern in analyzing with Lineweaver-Burk plots. 5. The nitrite scavenging ability reached the highest level at pH 1.2 and the lowest at pH 6.0. The compound 1 was isolated from butanol fraction of Z. piperitum and Z. schinifolium exhibited the strongest inhibitory effect on A549. The inhibitory effect of six bioactive compounds decreased compound 1 > compound 3 and 5 > compound 2 > compound 4 and 6.
주제어
#황산화 저해 활성[沮害 活性] 초피 산초 항산화 TYROSINASE 저해활성물질 ANTIOXIDANT ZANTHOXYLUM PIPERITUM SCHINIFOLIUM
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