Journal of Microbiology and Biotechnology

  • 제27권8호
  • /
  • Pages.1386-1391
  • /
  • 2017
  • /
  • 1017-7825(pISSN)
  • /
  • 1738-8872(eISSN)
한국미생물·생명공학회 (The Korean Society for Microbiology and Biotechnology)
권호 표지
DOI QR코드

DOI QR Code

Nitric Oxide Inhibition and Procollagen Type I Peptide Synthesis Activities of a Phenolic Amide Identified from the Stem of Lycium chinense Miller

  • Gil, Chan Seam (Department of Horticultural Biotechnology, College of Life Sciences, Kyung Hee University) ;
  • Jang, Moon Sik (The Garden of Naturalsolution Company) ;
  • Eom, Seok Hyun (Department of Horticultural Biotechnology, College of Life Sciences, Kyung Hee University)
  • 투고 : 2017.02.03
  • 심사 : 2017.05.21
  • 발행 : 2017.08.28
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

The bioactivities of boxthron fruits, a source of oriental medicine, are well known, whereas phytochemical studies of the boxthorn stem are rare. In this study, the stem extract of boxthorn (Lycium chinense Miller) and its subfractions were evaluated for their effects on nitric oxide (NO) inhibition and procollagen type I peptide (PIP) synthesis. A phenolic amide isolated from the stem extract was also assayed for these effects. The compound, N-trans-feruloyltyramine, was identified by $^1H$, $^{13}C$, and 2D-nuclear magnetic resonance analyses. In NO inhibition, the chloroform fraction (CF) exhibited the strongest inhibitory activity ($MIC_{50}=24.69{\mu}g/ml$) among the subfractions of the ethanol extract (EE). N-trans-feruloyltyramine isolated from the CF showed strong NO inhibitory activity, presenting with an $MIC_{50}$ of $31.36{\mu}g/ml$. The EE, CF, and N-trans-feruloyltyramine shown to have NO inhibition activity were assayed for the activity of PIP synthesis. The EE and CF showed relatively high PIP values of 38.8% and 24.21% at $100{\mu}g/ml$, respectively. The PIP value for $20{\mu}g/ml$ N-trans-feruloyltyramine showed a 36% increase compared with the non-treated control, whereas that treated with $20{\mu}g/ml$ ascorbic acid as a positive control showed a 13% increase. The results suggest that the proper stem extract of boxthorn stem could be efficiently used to produce good cosmetic effects.

키워드

참고문헌

  1. Hou K. 1984. A Dictionary of the Families and Genera of Chinese Seed Plants. Science Press, Beijing, China.
  2. Qian JY, Liu D, Huang AG. 2004. The efficiency of flavonoids in polar extracts of Lycium chinense Mill fruits as free radical scavenger. Food Chem. 87: 283-288. https://doi.org/10.1016/j.foodchem.2003.11.008
  3. Gao XM, Xu ZM, Li ZW. 2000. Traditional Chinese Medicines. People's Health Publishing House, Beijing, China.
  4. Sannai A, Fujimori T, Kato K. 1980. Isolation of (-)-1,2-dehydro-${\alpha}$-cyperone and solavetivone from Lycium chinense. Plant Biochem. 21: 2986-2987.
  5. Kim SY, Choi YH, Huh H, Kim JW, Kim YC, Lee HS. 1997. New antihepatotoxic cerebroside from Lycium chinense fruits. J. Nat. Prod. 60: 274-276. https://doi.org/10.1021/np960670b
  6. Perez-Jimenez J, Serrano J, Tabernero M, Arranz S, Diaz-Rubio ME, Garcia-Diz L, et al. 2009. Bioavailability of phenolic antioxidants associated with dietary fiber: plasma antioxidant capacity after acute and long-term intake in humans. Plant Foods Human Nutr. 64: 102-107. https://doi.org/10.1007/s11130-009-0110-7
  7. Chon SU, Heo BG, Park YS, Kim DK, Gorinstein S. 2009. Total phenolics level, antioxidant activities and cytotoxicity of young sprouts of some traditional Korean salad plants. Plant Foods Human Nutr. 64: 25-31. https://doi.org/10.1007/s11130-008-0092-x
  8. Bystrom LM, Lewis BA, Brown DL, Rodriguez EO. 2009. Phenolics, sugars, antimicrobial and free-radical-scavenging activities of Melicoccus bijugatus Jacq. fruits from the Dominican Republic and Florida. Plant Foods Human Nutr. 64: 160-166. https://doi.org/10.1007/s11130-009-0119-y
  9. Han SH, Lee HH, Lee IS. 2002. A new phenolic amide from Lycium chinense Miller. Arch. Pharm. Res. 25: 433-437. https://doi.org/10.1007/BF02976596
  10. Kaplanski G, Marin V, Julian FM, Mantovani A, Farnarier C. 2003. IL-6: a regulator of the transition from neutrophil to monocyte recruitment during inflammation. Trends Immun. 24: 25-29. https://doi.org/10.1016/S1471-4906(02)00013-3
  11. Lawrence T, Willoughby DA, Gilroy DW. 2002. Antiinflammatory lipid mediators and insights into the resolution of inflammation. Nat. Rev. Immunol. 2: 787-795. https://doi.org/10.1038/nri915
  12. Eiserich JP, Hristova M, Cross CE, Jones AD, Freeman BA, Halliwell B, et al. 1998. Formation of nitric oxide derived inflammatory oxidants by myeloperoxidase in neutrophils. Nature 391: 393-397. https://doi.org/10.1038/34923
  13. Fu X, Huang Y, Kang X, Li T, Jia X, Dong L, et al. 2014. The wolfberry bud tea has enhanced antioxidant activities. Austin J. Nutr. Food Sci. 2: 1018.
  14. D'Agostino P, Ferlazzo V, Milano S, La Rosa M, Di Bella G, Caruso R, et al. 2001. Anti-inflammatory effects of chemically modified tetracyclines by the inhibition of nitric oxide and interleukin-12 synthesis in J774 cell line. Int. Immunopharm. 1: 1765-1776. https://doi.org/10.1016/S1567-5769(01)00100-X
  15. Fautz R, Husein B, Hechenberger C. 1991. Application of the neutral red assay (NR assay) to monolayer cultures of primary hepatocytes: rapid colorimetric viability determination for the unscheduled DNA synthesis test (UDS). Mutat. Res. 253: 173-179. https://doi.org/10.1016/0165-1161(91)90130-Z
  16. Yoshihara T, Takamatsu S, Sakamura S. 1978. Three new phenolic amides from the roots of eggplant (Solanum melongena L.). Agric. Biol. Chem. 43: 623-627.
  17. Chen CY, Chang FR, Yen HF, Wu YC. 1998. Amides from stems of Annona cherimola. Phytochemistry 49: 1443-1447. https://doi.org/10.1016/S0031-9422(98)00123-X
  18. Kim HR, Min HY, Jeong YH, Lee SK, Lee NS, Seo EK. 2005. Cytotoxic constituents from the whole plant of Corydalis pallida. Arch. Pharm. Res. 28: 1224-1227. https://doi.org/10.1007/BF02978202
  19. Kanada RM, Simionato JI, de Arruda RF, de Oliveira Santin SM, de Souza MC, da Silva CC. 2012. N-trans-feruloyltyramine and flavonol glycosides from the leaves of Solanum sordidum. Braz. J. Pharm. 22: 502-506. https://doi.org/10.1590/S0102-695X2012005000029
  20. Fujii T, Wakaizumi M, Ikami T, Saito M. 2008. Amla (Emblica officinalis Gaertn.) extract promotes procollagen production and inhibits matrix metalloproteinase-1 in human skin fibroblasts. J. Ethnopharm. 119: 53-57. https://doi.org/10.1016/j.jep.2008.05.039
  21. Hamalainen M, Nieminen R, Vuorela P, Heinonen M, Moilanen E. 2007. Anti-inflammatory effects of flavonoids: genistein, kaempferol, quercetin, and daidzein inhibit STAT-1 and NF-${\kappa}B$ activations, whereas flavone, isorhamnetin, naringenin, and pelargonidin inhibit only NF-${\kappa}B$ activation along with their inhibitory effect on iNOS expression and NO production in activated macrophages. Mediators Inflamm. 2007: 45673.
  22. Choi J, Huh K, Kim SH, Lee KT, Park HJ, Han YN. 2002. Antinociceptive and anti-rheumatoidal effects of Kalopanax pictus extract and its saponin components in experimental animals. J. Ethnopharm. 79: 199-204. https://doi.org/10.1016/S0378-8741(01)00383-X
  23. Speroni E, Cervellati R, Innocenti G, Costa S, Guerra MC, Dall' Acqua S, et al. 2005. Anti-inflammatory, anti-nociceptive and antioxidant activities of Balanites aegyptiaca (L.) Delile. J. Ethnopharm. 98: 177-125. https://doi.org/10.1016/j.jep.2005.01.007
  24. Kim YL, Han MS, Lee JS, Kim JW, Kim YC. 2003. Inhibitory phenolic amides on lipopolysaccharide-induced nitric oxide production in RAW 264.7 cells from Beta vulgaris var. cicla seeds. Phytother. Res. 17: 983-985. https://doi.org/10.1002/ptr.1232
  25. Efdi M, Ohguchi K, Akao Y, Nozawa Y, Koketsu M, Ishihara H. 2007. N-transferuloyltyramine as a melanin biosynthesis inhibitor. Biol. Pharm. Bull. 30: 1972-1974. https://doi.org/10.1248/bpb.30.1972
  26. Fujita S, Ninomiya M, Efdi M, Ohguchi K, Nozawa Y, Koketsu M. 2010. Isolation of chemical constituents from Enicosanthum cupulare (King) Airy-Shaw. Nat. Prod. Res. 24: 1630-1636. https://doi.org/10.1080/14786411003774338