Antioxidant and anti-osteoporotic activities of aromatic compounds and sterols from Hericium erinaceum

Molecules

Volumn 22, Issue 1, 2017, Pages

  Li, Wei ^a   Lee, Sang Hyun ^b   Jang, Hae Dong ^b   Ma, Jin Yeul ^a   Kim, Young Ho ^c  

^a Korea Institute of Oriental Medicine (KIOM)   (South Korea)

^b Hannam University   (South Korea)

^c Chungnam National University   (South Korea)

Author keywords

Anti osteoporosis; Antioxidant; Aromatic compound; Hericiaceae; Hericium erinaceum; Sterol

Indexed keywords

2,2'-AZOBIS(2-AMIDINOPROPANE); ACID PHOSPHATASE TARTRATE RESISTANT ISOENZYME; ACP5 PROTEIN, MOUSE; AMIDINE; ANTIOXIDANT; BONE DENSITY CONSERVATION AGENT; CEREVISTEROL; CINNAMIC ACID DERIVATIVE; OSTEOCLAST DIFFERENTIATION FACTOR; OXIDIZING AGENT; PERHYDROXYL RADICAL; PEROXIDE; PHYTOSTEROL; TNFSF11 PROTEIN, MOUSE;

ANALYSIS; ANIMAL; ANTAGONISTS AND INHIBITORS; BASIDIOMYCETES; CELL DIFFERENTIATION; CELL LINE; CHEMICAL STRUCTURE; CHEMISTRY; CYTOLOGY; DRUG EFFECTS; FRUITING BODY; FUNCTIONAL FOOD; GENE EXPRESSION; GENETICS; HEP-G2 CELL LINE; HUMAN; ISOLATION AND PURIFICATION; MACROPHAGE; METABOLISM; MOUSE; OSTEOCLAST;

AMIDINES; ANIMALS; ANTIOXIDANTS; BASIDIOMYCOTA; BONE DENSITY CONSERVATION AGENTS; CELL DIFFERENTIATION; CELL LINE; CINNAMATES; FRUITING BODIES, FUNGAL; FUNCTIONAL FOOD; GENE EXPRESSION; HEP G2 CELLS; HUMANS; MACROPHAGES; MICE; MOLECULAR STRUCTURE; OSTEOCLASTS; OXIDANTS; PEROXIDES; PHYTOSTEROLS; RANK LIGAND; TARTRATE-RESISTANT ACID PHOSPHATASE;

EID: 85009807722     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules22010108     Document Type: Article

References (28)

1. Yan, X.T.; Lee, S.H.; Li, W.; Sun, Y.N.; Yang, S.Y.; Jang, H.D.; Kim, Y.H. Evaluation of the antioxidant and anti-osteoporosis activities of chemical constituents of the fruits of Prunus mume. Food Chem. 2014, 156, 408-415. [CrossRef] [PubMed]
2. Lee, S.H.; Ding, Y.; Yan, X.T.; Kim, Y.H.; Jang, H.D. Scopoletin and scopolin isolated from Artemisia iwayomogi suppress differentiation of osteoclastic macrophage RAW 264.7 cells by scavenging reactive oxygen species. J. Nat. Prod. 2013, 76, 615-620. [CrossRef] [PubMed]
3. Kim, M.H.; Ryu, S.Y.; Bae, M.A.; Choi, J.S.; Min, Y.K.; Kim, S.H. Baicalein inhibits osteoclast differentiation and induces mature osteoclast apoptosis. Food Chem. Toxicol. 2008, 46, 3375-3382. [CrossRef] [PubMed]
4. He, X.; Andersson, G.; Lindegren, U.; Li, Y. Resveratrol prevents RANKL-induced osteoclast differentiation of murine osteoclast progenitor RAW 264.7 cells through inhibition of ROS production. Biochem. Biophys. Res. Commun. 2010, 401, 356-362. [CrossRef] [PubMed]
5. Boyle,W.J.; Simonet,W.S.; Lacey, D.L. Osteoclast differentiation and activation. Nature 2003, 423, 337-342. [CrossRef] [PubMed]
6. Burgess, T.L.; Qian, Y.; Kaufman, S.; Ring, B.D.; Van, G.; Capparelli, C.; Kelley, M.; Hsu, H.; Boyle, W.J.; Dunstan, C.R.; et al. The ligand for osteoprotegerin (OPGL) directly activates mature osteoclasts. J. Cell Biol. 1999, 145, 527-538. [CrossRef] [PubMed]
7. Bilezikian, J.P.; Raisz, L.G.; Rodan, G.A. Principles of Bone Biology; Academic Press: San Diego, CA, USA, 2002.
8. Mizuno, T.; Wasa, T.; Ito, H.; Suzuki, C.; Ukai, N. Antitumor-active polysaccharides isolated from the fruiting body of Hericium erinaceum, an edible and medicinal mushroom called yamabushitake or houtou. Biosci. Biotechnol. Biochem. 1992, 56, 347-348. [CrossRef] [PubMed]
9. Yaoita, Y.; Danbara, K.; Kikuchi, M. Two new aromatic compounds from Hericium erinaceum (BULL.: FR.) PERS(1). Chem. Pharm. Bull. 2005, 53, 1202-1203. [CrossRef] [PubMed]
10. Kim, K.H.; Noh, H.J.; Choi, S.U.; Lee, K.R. Isohericenone, a new cytotoxic isoindolinone alkaloid from Hericium erinaceum. J. Antibiot. 2012, 65, 575-577. [CrossRef] [PubMed]
11. Ma, B.J.; Shen, J.W.; Yu, H.Y.; Yu, H.Y.; Ruan, Y.;Wu, T.T.; Zhao, X. Hericenones and erinacines: Stimulators of nerve growth factor (NGF) biosynthesis in Hericium erinaceus. Mycology 2010, 1, 92-98. [CrossRef]
12. Ueda, K.; Tsujimori, M.; Kodani, S.; Chiba, A.; Kubo, M.; Masuno, K.; Sekiya, A.; Nagai, K.; Kawagishi, H. An endoplasmic reticulum (ER) stress-suppressive compound and its analogues from the mushroom Hericium erinaceum. Bioorg. Med. Chem. 2008, 16, 9467-9470. [CrossRef] [PubMed]
13. Miyazawa, M.; Takahashi, T.; Horibe, I.; Ishikawa, R. Two new aromatic compounds and a new D-arabinitol ester from the mushroom Hericium erinaceum. Tetrahedron 2012, 68, 2007-2010. [CrossRef]
14. Kobayashi, S.; Inoue, T.; Ando, A.; Tamanoi, H.; Ryu, I.; Masuyama, A. Total synthesis and structural revision of hericerin. J. Org. Chem. 2012, 77, 5819-5822. [CrossRef] [PubMed]
15. Ohnuma, N.; Amemiya, K.; Kakuda, R.; Yaoita, Y.; Machida, K.; Kikuchi, M. Sterol constituents from two edible mushrooms, Lentinula edodes and Tricholoma matsutake. Chem. Pharm. Bull. 2000, 48, 749-751. [CrossRef] [PubMed]
16. Luo, X.; Li, F.; Shinde, P.B.; Hong, J.; Lee, C.O.; Im, K.S.; Jung, J.H. 26,27-Cyclosterols and other polyoxygenated sterols from a marine sponge Topsentia sp. J. Nat. Prod. 2006, 69, 1760-1768. [CrossRef] [PubMed]
17. Yaoita, Y.; Yoshihara, Y.; Kakuda, R.; Machida, K.; Kikuchi, M. New sterols from two edible mushrooms, Pleurotus eryngii and Panellus serotinus. Chem. Pharm. Bull. 2002, 50, 551-553. [CrossRef] [PubMed]
18. Ishizuka, T.; Yaoita, Y.; Kikuchi, M. Sterol constituents from the fruit bodies of Grifola frondosa (FR.) S. F. Gray. Chem. Pharm. Bull. 1997, 45, 1756-1760. [CrossRef]
19. Yue, J.M.; Chen, S.N.; Lin, Z.W.; Sun, H.D. Sterols from the fungus Lactarium volemus. Phytochemistry 2001, 56, 801-806. [CrossRef]
20. Madaio, A.; Piccialli, V.; Sica, D.; Corriero, G. New polyhydrozysterols from the dictyoceratid sponges Hippospongia Communis, Spongia officinalis, Ircinia Variabilis, and Spongionella gracilis. J. Nat. Prod. 1989, 52, 952-961. [CrossRef]
21. Yan, X.H.; Liu, H.L.; Huang, H.; Li, X.B.; Guo, Y.W. Steroids with aromatic A-rings from the Hainan soft coral Dendronephthya studeri Ridley. J. Nat. Prod. 2011, 74, 175-180. [CrossRef] [PubMed]
22. Gao, H.; Hong, K.; Zhang, X.; Liu, H.W.;Wang, N.L.; Zhuang, L.; Yao, X.S. New steryl esters of fatty acids from the mangrove fungus Aspergillus awamori. Helv. Chim. Acta 2007, 90, 1165-1178. [CrossRef]
23. Huang, D.; Ou, B.; Prior, R.L. The chemistry behind antioxidant capacity assays. J. Agric. Food Chem. 2005, 53, 1841-1856. [CrossRef] [PubMed]
24. Yan, X.T.; Lee, S.H.; Li, W.; Jang, H.D.; Kim, Y.H. Terpenes and sterols from the fruits of Prunus mume and their inhibitory effects on osteoclast differentiation by suppressing tartrate-resistant acid phosphatase activity. Arch. Pharm. Res. 2014, 38, 186-192. [CrossRef] [PubMed]
25. Suh, K.S.; Lee, Y.S.; Kim, Y.S.; Choi, E.M. Sciadopitysin protects osteoblast function via its antioxidant activity in MC3T3-E1 cells. Food Chem. Toxicol. 2013, 58, 220-227. [CrossRef] [PubMed]
26. Kurihara, H.; Fukami, H.; Asami, S.; Toyoda, Y.; Nakai, M.; Shibata, H.; Yao, X.S. Effects of Oolong tea on plasma antioxidative capacity in mice loaded with restraint stress assessed using the oxygen radical absorbance capacity (ORAC) assay. Biol. Pharm. Bull. 2004, 27, 1093-1098. [CrossRef] [PubMed]
27. Aruoma, O.I.; Deiana, M.; Jenner, A.; Halliwell, B.; Kaur, H.; Banni, S.; Corongiu, F.P.; Dessi, M.A.; Aeschbach, R. Effect of hydroxytyrosol found in extra virgin olive oil on oxidative DNA damage and on low-density lipoprotein oxidation. J. Agric. Food Chem. 1998, 46, 5181-5187. [CrossRef]
28. Lautraite, S.; Bigot-Lasserre, D.; Bars, R.; Carmichael, N. Optimisation of cell-based assays for medium throughput screening of oxidative stress. Toxicol. In Vitro 2003, 17, 207-220. [CrossRef]