関: masoprocol、NDGA

WordNet

street name for lysergic acid diethylamide (同)back breaker, battery-acid, dose, dot, Elvis, loony toons, Lucy in the sky with diamonds, pane, superman, window pane, Zen
any of various water-soluble compounds having a sour taste and capable of turning litmus red and reacting with a base to form a salt
having the characteristics of an acid; "an acid reaction"

PrepTutorEJDIC

酸性の / 酸味のある,すっぱい(sour) / (言葉・態度などが)厳しい,しんらつな / 酸 / すっぱいもの / 《俗》=LSD

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/07/11 20:55:35」(JST)

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[Wiki en表示]

Nordihydroguaiaretic acid (NDGA) is an antioxidant compound found in the creosote bush (Larrea tridentata).

The creosote plant has been used in herbal medicine, but its use is controversial. It was widely used during the 1950s as a food preservative and to preserve natural fibers, but was later banned after reports of toxicity during the early 1960s. Recently, it has been used as a nutritional supplement, however renal toxicity and hepatotoxicity are reported for chronic use of creosote bush and NDGA.^[1]^[2]^[3]

A 1986 study involved feeding female mosquitos NDGA to test the effect on their average life span. While the usual mosquito life span was 29 days, the NDGA-fed mosquitos lived an average of 45 days—an increase of 50 percent.^[4] A 2008 study reported that nordihydroguaiaretic acid lengthened the lifespan of male mice, but not of female mice.^[5]

References

^ Arteaga, S.; Andrade-Cetto, A.; Cárdenas, R. (2005). "Larrea tridentata (Creosote bush), an abundant plant of Mexican and US-American deserts and its metabolite nordihydroguaiaretic acid". Journal of Ethnopharmacology 98 (3): 231–239. doi:10.1016/j.jep.2005.02.002. PMID 15814253. edit
^ Sahu, S. C.; Ruggles, D. I.; o’Donnell, M. W. (2006). "Prooxidant activity and toxicity of nordihydroguaiaretic acid in clone-9 rat hepatocyte cultures". Food and Chemical Toxicology 44 (10): 1751. doi:10.1016/j.fct.2006.05.016. PMID 16839654. edit
^ Lambert, J. D.; Zhao, D; Meyers, R. O.; Kuester, R. K.; Timmermann, B. N.; Dorr, R. T. (2002). "Nordihydroguaiaretic acid: Hepatotoxicity and detoxification in the mouse". Toxicon : official journal of the International Society on Toxinology 40 (12): 1701–8. PMID 12457882. edit
^ Richie Jr, J. P.; Mills, B. J.; Lang, C. A. (1986). "Dietary nordihydroguaiaretic acid increases the life span of the mosquito". Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine 183 (1): 81–85. PMID 3749035. edit
^ Strong, R.; Miller, R. A.; Astle, C. M.; Floyd, R. A.; Flurkey, K.; Hensley, K. L.; Javors, M. A.; Leeuwenburgh, C.; Nelson, J. F.; Ongini, E.; Nadon, N. L. ; Warner, H. R. ; Harrison, D. E. (2008). "Nordihydroguaiaretic acid and aspirin increase lifespan of genetically heterogeneous male mice". Aging Cell 7 (5): 641–650. doi:10.1111/j.1474-9726.2008.00414.x. PMC 2695675. PMID 18631321. edit

UpToDate Contents

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English Journal

Antioxidant Activity of Flaxseed Extracts in Lipid Systems.

Slavova-Kazakova A1, Karamać M2, Kancheva V3, Amarowicz R4.
Molecules (Basel, Switzerland).Molecules.2015 Dec 23;21(1). pii: E17. doi: 10.3390/molecules21010017.
The aim of this work was to compare the antioxidant activity of the extract of flaxseed and its alkaline hydrolysate in two model systems: lipid autoxidation of triacylglycerols of sunflower oil (TGSO)-in a homogeneous lipid media and during β-carotene-linoleate emulsion system. In addition, pure l
PMID 26703558

Anticholinesterase activity of selected phenolic acids and flavonoids - interaction testing in model solutions.

Szwajgier D1.
Annals of agricultural and environmental medicine : AAEM.Ann Agric Environ Med.2015 Dec 13;22(4):690-4. doi: 10.5604/12321966.1185777.
INTRODUCTION: Alzheimer's disease is a progressively developing neurodegenerative disorder of the central nervous system. The only present treatment of this disease is the use of acetyl- and butyrylcholinesterase inhibitors. Previously, the neuroprotection of phenolic acids and flavonoids in the bra
PMID 26706979

Fucophlorethol C, a phlorotannin as a lipoxygenase inhibitor.

Kurihara H1, Konno R1, Takahashi K1.
Bioscience, biotechnology, and biochemistry.Biosci Biotechnol Biochem.2015 Dec;79(12):1954-6. doi: 10.1080/09168451.2015.1062716. Epub 2015 Jul 9.
Fucophlorethol C, a phlorotannin, was isolated from the brown alga Colpomenia bullosa (Scyto-siphonaceae) as a novel lipoxygenase (LOX) inhibitor. It was obtained as a free form from natural origin for the first time. The compound inhibited a soybean LOX to the same extent as the known inhibitor nor
PMID 26155826

Japanese Journal

Lipoxygenase inhibitors derived from marine macroalgae

Kurihara Hideyuki,Kagawa Yoshio,Konno Remi,Kim Sang Moo,Takahashi Koretaro
Bioorganic & medicinal chemistry letters 24(5), 1383-1385, 2014-03-01
… The alkapolyenes 1 and 2 showed higher inhibitory activity than the known inhibitor nordihydroguaiaretic acid (NDGA). …
NAID 120005425327

Stimulation of Melanogenesis by Nordihydroguaiaretic Acid in Human Melanoma Cells

Takekoshi Susumu,Nagata Hidetaka,Kitatani Kanae
ACTA HISTOCHEMICA ET CYTOCHEMICA, 2014
… Nordihydroguaiaretic acid (NDGA), a lignan found in vegetables, fruits and legumin, has been shown to possess antineoplastic, antiviral and antioxidant characteristics. …
NAID 130004687242

Ovariectomized mouse uterotrophic assay of 36 chemicals

Ohta Ryo,Takagi Atsuya,Ohmukai Hideo,Marumo Hideki,Ono Atsushi,Matsushima Yuko,Inoue Tohru,Ono Hiroshi,Kanno Jun
The Journal of Toxicological Sciences 37(5), 879-889, 2012
… Among the 36, 2-[Bis(4-hydroxyphenyl)methyl]benzylalcohol, 2,2',4,4'-Tetrahydroxybenzophenone, 2,4-Dihydroxybenzophenone, 3,3',5-Triiodothyroacetic acid, New fuchsin and alpha-Naphtholbenzein, showed both estrogenic agonistic and antagonistic activities; … Benzo [a] pyrene, Benz [a] anthracene, Dibenz [a,h] anthracene, 2-(2H-Benzotriazol-2-yl)-4,6-di(t-pentyl)phenol, Rosemarinic acid, meta-Thymol, 6-Gingerol, Colchicine, Malachite green base, Fenbuconazole, and Lead acetate were antagonistic. …
NAID 130004447002

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★リンクテーブル★

リンク元	「ノルジヒドログアヤレチン酸」「ノルジヒドログアヤレチック酸」「NDGA」「masoprocol」

「ノルジヒドログアヤレチン酸」

Nordihydroguaiaretic acid
	IUPAC name 4,4'-(2,3-Dimethylbutane-1,4-diyl)dibenzene-1,2-diol
Identifiers
CAS number	500-38-9
PubChem	4534
MeSH	Nordihydroguaiaretic+acid
ChEBI	CHEBI:7625
ChEMBL	CHEMBL52
Jmol-3D images	Image 1
	SMILES Oc2ccc(CC(C)C(C)Cc1ccc(O)c(O)c1)cc2O ;
Properties
Molecular formula	C18H22O4
Molar mass	302.36 g mol−1
	Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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	Infobox references