Kyselina deacetylasperulosidová

Kyselina deacetylasperulosidová
	Strukturní vzorec
Obecné
Systematický název	(1S,4aS,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1-(β-ᴅ-glukopyranosyloxy)-1,4a,5,7a-tetrahydrocyklopenta[c]pyran-4-karboxylová kyselina
Ostatní názvy	10-deacetylasperulosidová kyselina
Sumární vzorec	C16H22O11
Vzhled	bílé krystaly
Identifikace
Registrační číslo CAS	14259-55-3
PubChem	44153559
SMILES	O=C(O)C1=CO[C@@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@]3([H])[C@]1([H])[C@@H](O)C=C3CO
InChI	InChI=1S/C16H22O11/c17-2-5-1-7(19)10-6(14(23)24)4-25-15(9(5)10)27-16-13(22)12(21)11(20)8(3-18)26-16/h1,4,7-13,15-22H,2-3H2,(H,23,24)/t7-,8+,9+,10-,11+,12-,13+,15-,16-/m0/s1
Vlastnosti
Molární hmotnost	390,34 g/mol
	Není-li uvedeno jinak, jsou použity; jednotky SI a STP (25 °C, 100 kPa). Některá data mohou pocházet z datové položky.

Kyselina deacetylasperulosidová je iridoidový glykosid nacházející se v několika léčivých rostlinách, například morindě barvířské.^[2]

Tato látka má protizánětlivé, analgetické, protinádorové, antioxidační, a antimutagenní účinky.^[3]^[4]^[5]^[6]^[7]^[8]

Reference

V tomto článku byl použit překlad textu z článku Deacetylasperulosidic acid na anglické Wikipedii.

↑ https://pubchem.ncbi.nlm.nih.gov/compound/15337
↑ O. Potterat; R. Von Felten; P. W. Dalsgaard; M. Hamburger. Identification of TLC markers and quantification by HPLC-MS of various constituents in noni fruit powder and commercial noni-derived products. Journal of Agricultural and Food Chemistry. 2007, s. 7489–7494. doi:10.1021/jf071359a. PMID 17696360.
↑ T. Akihisa, K. Matsumoto, H. Tokuda, K. Yasukawa, K. Seino, K. Nakamoto, H. Kuninaga, T. Suzuki, Y. Kimura. Anti-inflammatory and potential cancer chemopreventive constituents of the fruits of Morinda citrifolia (Noni). Journal of Natural Products. 2007, s. 754–757. doi:10.1021/np068065o. PMID 17480098.
↑ G. Liu; A. Bode; W. Y. Ma; S. Sang; C. T. Ho; Z. Dong. Two novel glycosides from the fruits of Morinda citrifolia (noni) inhibit AP-1 transactivation and cell transformation in the mouse epidermal JB6 cell line. Cancer Research. 2001, s. 5749–5756. PMID 11479211.
↑ S. K. Ling; T. Tanaka; I. Kouno. Effects of iridoids on lipoxygenase and hyaluronidase activities and their activation by beta-glucosidase in the presence of amino acids. Biological & Pharmaceutical Bulletin. 2003, s. 352–356. Dostupné online. doi:10.1248/bpb.26.352. PMID 12612446. ^{[nedostupný zdroj]}
↑ S. K. Ling; T. Tanaka; I. Kouno. Effects of iridoids on lipoxygenase and hyaluronidase activities and their activation by beta-glucosidase in the presence of amino acids. Biological & Pharmaceutical Bulletin. 2003, s. 352–356. Dostupné online. doi:10.1248/bpb.26.352. PMID 12612446. ^{[nedostupný zdroj]}
↑ D. H. Kim; H. J. Lee; Y. J. Oh; M. J. Kim; S. H. Kim; T. S. Jeong; N. I. Baek. Iridoid glycosides isolated from Oldenlandia diffusa inhibit LDL-oxidation. Archives of Pharmacal Research. 2005, s. 1156–1160. doi:10.1007/BF02972979. PMID 1627697.
↑ T. Nakamura, Y. Nakazawa, S. Onizuka, S. Satoh, A. Chiba, K. Sekihashi, A. Miura, N. Yasugahira, Y. F. Sasaki. Antimutagenicity of Tochu tea (an aqueous extract of Eucommia ulmoides leaves): 1. The clastogen-suppressing effects of Tochu tea in CHO cells and mice. Mutation Research. 1997, s. 7–20. doi:10.1016/s1383-5718(96)00096-4. PMID 9025787.

[pubchem-1] ttps://pubchem.ncbi.nlm.nih.gov/compound/15337

[2] O. Potterat; R. Von Felten; P. W. Dalsgaard; M. Hamburger. Identification of TLC markers and quantification by HPLC-MS of various constituents in noni fruit powder and commercial noni-derived products. Journal of Agricultural and Food Chemistry. 2007, s. 7489–7494. doi:10.1021/jf071359a. PMID 17696360.

[3] T. Akihisa, K. Matsumoto, H. Tokuda, K. Yasukawa, K. Seino, K. Nakamoto, H. Kuninaga, T. Suzuki, Y. Kimura. Anti-inflammatory and potential cancer chemopreventive constituents of the fruits of Morinda citrifolia (Noni). Journal of Natural Products. 2007, s. 754–757. doi:10.1021/np068065o. PMID 17480098.

[4] G. Liu; A. Bode; W. Y. Ma; S. Sang; C. T. Ho; Z. Dong. Two novel glycosides from the fruits of Morinda citrifolia (noni) inhibit AP-1 transactivation and cell transformation in the mouse epidermal JB6 cell line. Cancer Research. 2001, s. 5749–5756. PMID 11479211.

[5] S. K. Ling; T. Tanaka; I. Kouno. Effects of iridoids on lipoxygenase and hyaluronidase activities and their activation by beta-glucosidase in the presence of amino acids. Biological & Pharmaceutical Bulletin. 2003, s. 352–356. Dostupné online. doi:10.1248/bpb.26.352. PMID 12612446. ^{[nedostupný zdroj]}

[6] S. K. Ling; T. Tanaka; I. Kouno. Effects of iridoids on lipoxygenase and hyaluronidase activities and their activation by beta-glucosidase in the presence of amino acids. Biological & Pharmaceutical Bulletin. 2003, s. 352–356. Dostupné online. doi:10.1248/bpb.26.352. PMID 12612446. ^{[nedostupný zdroj]}

[7] D. H. Kim; H. J. Lee; Y. J. Oh; M. J. Kim; S. H. Kim; T. S. Jeong; N. I. Baek. Iridoid glycosides isolated from Oldenlandia diffusa inhibit LDL-oxidation. Archives of Pharmacal Research. 2005, s. 1156–1160. doi:10.1007/BF02972979. PMID 1627697.

[8] T. Nakamura, Y. Nakazawa, S. Onizuka, S. Satoh, A. Chiba, K. Sekihashi, A. Miura, N. Yasugahira, Y. F. Sasaki. Antimutagenicity of Tochu tea (an aqueous extract of Eucommia ulmoides leaves): 1. The clastogen-suppressing effects of Tochu tea in CHO cells and mice. Mutation Research. 1997, s. 7–20. doi:10.1016/s1383-5718(96)00096-4. PMID 9025787.

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