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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/08/17 16:44:50」(JST)

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Pantethine (bis-pantethine or co-enzyme pantethine) is a dimeric form of pantetheine, which is produced from pantothenic acid (vitamin B₅) by the addition of cysteamine. Pantethine is composed of two molecules of pantetheine linked by a bridging disulfide. Pantetheine is an intermediate in the production of Coenzyme A by the body. Most vitamin B₅ supplements are in the form of calcium pantothenate, a salt of pantothenic acid, with doses in the range of 5 to 10 mg/day. In contrast, pantethine is sold as a dietary supplement for lowering blood cholesterol and triglycerides at doses of 500 to 1200 mg/day

Dietary supplementation

Pantethine is available in the United States as a dietary supplement because of evidence of its health benefits for lowering elevated LDL-cholesterol and triglycerides, and raising HDL-cholesterol (the 'good' cholesterol). In multiple clinical trials of patients with elevated cholesterol and triglycerides, total and LDL cholesterol were decreased by an average of 12%, triglycerides decreased by 19%, and HDL cholesterol was increased by 9%.^[1]^[2]^[3] These clinical trials were conducted with daily intakes ranging from 600 to 1200 mg/day. Within this dose range there is no evidence of a dose-effect relationship, i.e. changes in lipid concentrations overlapped across the range of doses. Direct dose-response evidence is not available because no trial tested more than one dose. A few trials conducted in Japan tested 300 mg/day and reported decreases in total cholesterol of about 4%, increases in HDL-cholesterol of 5% and inconsistent results for triglycerides.^[4] Most of the literature on pantethine and lipids is 20–30 years old, but recent carefully controlled trials of 600 and 900 mg/d doses have shown similar statistically significant lowering of LDL cholesterol in individuals with greatly or moderately elevated levels of blood lipids.^[5]^[6]

Physiological effects

Although pantethine can serve as a precursor for generation of vitamin B₅ and consumption of therapeutic amounts of pantethine results in higher circulating concentrations of vitamin B₅, this is not thought to be the mechanism of action. Vitamin B₅ requirements are on the order of 5 mg/day. High doses of vitamin B₅ do not result in the lipid changes seen with pantethine.

Two mechanisms of action are proposed for pantethine.^[7] In the first, pantethine serves as the precursor for synthesis of coenzyme A. CoA is involved in the transfer of acetyl groups, in some instances to attach to proteins closely associated with activating and deactivating genes. By this theory, either the genes responsible for cholesterol and triglyceride synthesis are suppressed or the genes governing the catabolism of compounds are turned on. In the second theory, pantethine is converted to two pantetheine molecules which are in turn metabolized to form two pantethenic acid and two cysteamine molecules. Cysteamine is theorized to bind to and thus inactivate sulfur-containing amino acids in liver enzymes involved in the production of cholesterol and triglycerides. What is known is that high doses of the related vitamin - pantothenic acid - has no effect on lipids.

References

^ Binaghi, P; Cellina, G; Lo Cicero, G; Bruschi, F; Porcaro, E; Penotti, M (1990). "Evaluation of the cholesterol-lowering effectiveness of pantethine in women in perimenopausal age". Minerva medica. 81 (6): 475–9. PMID 2359503.
^ Arsenio, L; Bodria, P; Magnati, G; Strata, A; Trovato, R (1986). "Effectiveness of long-term treatment with pantethine in patients with dyslipidemia". Clinical therapeutics. 8 (5): 537–45. PMID 3094958.
^ Chen, Ya-qin; Zhao, Shui-ping; Zhao, Yu-hong (2015). "Efficacy and tolerability of coenzyme A vs pantethine for the treatment of patients with hyperlipidemia: A randomized, double-blind, multicenter study". Journal of Clinical Lipidology. 9 (5): 692–697. doi:10.1016/j.jacl.2015.07.003. ISSN 1933-2874.
^ Gaddi, A; Descovich, GC; Noseda, G; Fragiacomo, C; Colombo, L; Craveri, A; Montanari, G; Sirtori, CR (1984). "Controlled evaluation of pantethine, a natural hypolipidemic compound, in patients with different forms of hyperlipoproteinemia". Atherosclerosis. 50 (1): 73–83. doi:10.1016/0021-9150(84)90009-1. PMID 6365107.
^ Rumberger, JA; Napolitano, J; Azumano, I; Kamiya, T; Evans, M (2011). "Pantethine, a derivative of vitamin B(5) used as a nutritional supplement, favorably alters low-density lipoprotein cholesterol metabolism in low- to moderate-cardiovascular risk North American subjects: a triple-blinded placebo and diet-controlled investigation". Nutr Res. 31 (8): 608–15. doi:10.1016/j.nutres.2011.08.001. PMID 21925346.
^ Evans M, Rumberger JA, Azumano I, Napolitano JJ, Citrolo D, Kamiya T (2014). "Pantethine, a derivative of vitamin B5, favorably alters total, LDL and non-HDL cholesterol in low to moderate cardiovascular risk subjects eligible for statin therapy: a triple-blinded placebo and diet-controlled investigation". Vasc Health Risk Manag. 10: 89–100. doi:10.2147/VHRM.S57116. PMC 3942300. PMID 24600231.
^ McCarty MF (2001). "Inhibition of acetyl-CoA carboxylase by cystamine may mediate the hypotriglyceridemic activity of pantethine". Medical Hypotheses. 56 (3): 314–317. doi:10.1054/mehy.2000.1155.

English Journal

Pantethine Down-Regulates Leukocyte Recruitment and Inflammatory Parameters in a Mouse Model of Allergic Airway Inflammation.

Abou-Hamdan M1, Gharib B1, Bajenoff M2, Julia V3, de Reggi M1.
Medical science monitor basic research.Med Sci Monit Basic Res.2017 Nov 27;23:368-372.
PMID 29176546

Efficient one-pot enzymatic synthesis of dephospho coenzyme A.

Sapkota K1, Huang F2.
Bioorganic chemistry.Bioorg Chem.2017 Nov 3;76:23-27. doi: 10.1016/j.bioorg.2017.10.012. [Epub ahead of print]
PMID 29107839

Tissue-protective activity of selenomethionine and D-panthetine in B16 melanoma-bearing mice under doxorubicin treatment is not connected with their ROS scavenging potential.

Panchuk RR1, Skorokhyd NR, Kozak YS, Lehka LV, Moiseenok AG, Stoika RS.
Croatian medical journal.Croat Med J.2017 Apr 14;58(2):171-184.
PMID 28409500

Japanese Journal

パントテン酸キナーゼ遺伝子の欠損で発症する神経変性疾患NBIA1

ビタミン 87(7), 399-401, 2013-07-25
NAID 110009624893

D-Pantethine Has Vitamin Activity Equivalent to D-Pantothenic Acids for Recovering from a Deficiency of D-Pantothenic Acid in Rats

Journal of Nutritional Science and Vitaminology 59(2), 93-99, 2013
NAID 130003368165

パントテン酸誘導体「パンテチン」の便通改善効果 : 無菌と通常マウスの比較

無菌生物 = Japanese journal of germfree life and gnotobiology 42(2), 100, 2012-12-01
NAID 10031131380

★リンクテーブル★

リンク元

「パンテチン」

Pantethine
Names
	IUPAC name N-[2-[2-[2-[3-(2,4-Dihydroxy-3,3-dimethyl-butanoyl)aminopropanoylamino ]ethyldisulfanyl]ethylcarbamoyl]ethyl]-2,4-dihydroxy-3,3-dimethyl-butanamide
	Other names Bis-pantethine; Co-enzyme pantethine
Identifiers
CAS Number	16816-67-4
ChEMBL	ChEMBL2104786
ChemSpider	4515
Jmol 3D model	Interactive image
PubChem	4677
UNII	7K81IL792L
	InChI InChI=1S/C22H42N4O8S2/c1-21(2,13-27)17(31)19(33)25-7-5-15(29)23-9-11-35-36-12-10-24-16(30)6-8-26-20(34)18(32)22(3,4)14-28/h17-18,27-28,31-32H,5-14H2,1-4H3,(H,23,29)(H,24,30)(H,25,33)(H,26,34) Key: DJWYOLJPSHDSAL-UHFFFAOYSA-N ; InChI=1/C22H42N4O8S2/c1-21(2,13-27)17(31)19(33)25-7-5-15(29)23-9-11-35-36-12-10-24-16(30)6-8-26-20(34)18(32)22(3,4)14-28/h17-18,27-28,31-32H,5-14H2,1-4H3,(H,23,29)(H,24,30)(H,25,33)(H,26,34) Key: DJWYOLJPSHDSAL-UHFFFAOYAZ ;
	SMILES O=C(NCCSSCCNC(=O)CCNC(=O)C(O)C(C)(C)CO)CCNC(=O)C(O)C(C)(C)CO ;
Properties
Chemical formula	C22H42N4O8S2
Molar mass	554.723 g/mol
Pharmacology
ATC code	A11HA32 (WHO)
Hazards
NFPA 704	1 2 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

　　[★]

英: pantethine
商: デルモリチン、パパレチン、パルトックス、パルファジン、パントシン Pantosin、パンピオチン、パンホリータ、ヨウテチン
関: パントテン酸

ガンマーオリザノール

[1] Binaghi, P; Cellina, G; Lo Cicero, G; Bruschi, F; Porcaro, E; Penotti, M (1990). "Evaluation of the cholesterol-lowering effectiveness of pantethine in women in perimenopausal age". Minerva medica. 81 (6): 475–9. PMID 2359503.

[2] Arsenio, L; Bodria, P; Magnati, G; Strata, A; Trovato, R (1986). "Effectiveness of long-term treatment with pantethine in patients with dyslipidemia". Clinical therapeutics. 8 (5): 537–45. PMID 3094958.

[3] Chen, Ya-qin; Zhao, Shui-ping; Zhao, Yu-hong (2015). "Efficacy and tolerability of coenzyme A vs pantethine for the treatment of patients with hyperlipidemia: A randomized, double-blind, multicenter study". Journal of Clinical Lipidology. 9 (5): 692–697. doi:10.1016/j.jacl.2015.07.003. ISSN 1933-2874.

[4] Gaddi, A; Descovich, GC; Noseda, G; Fragiacomo, C; Colombo, L; Craveri, A; Montanari, G; Sirtori, CR (1984). "Controlled evaluation of pantethine, a natural hypolipidemic compound, in patients with different forms of hyperlipoproteinemia". Atherosclerosis. 50 (1): 73–83. doi:10.1016/0021-9150(84)90009-1. PMID 6365107.

[5] Rumberger, JA; Napolitano, J; Azumano, I; Kamiya, T; Evans, M (2011). "Pantethine, a derivative of vitamin B(5) used as a nutritional supplement, favorably alters low-density lipoprotein cholesterol metabolism in low- to moderate-cardiovascular risk North American subjects: a triple-blinded placebo and diet-controlled investigation". Nutr Res. 31 (8): 608–15. doi:10.1016/j.nutres.2011.08.001. PMID 21925346.

[6] Evans M, Rumberger JA, Azumano I, Napolitano JJ, Citrolo D, Kamiya T (2014). "Pantethine, a derivative of vitamin B5, favorably alters total, LDL and non-HDL cholesterol in low to moderate cardiovascular risk subjects eligible for statin therapy: a triple-blinded placebo and diet-controlled investigation". Vasc Health Risk Manag. 10: 89–100. doi:10.2147/VHRM.S57116. PMC 3942300. PMID 24600231.

[7] McCarty MF (2001). "Inhibition of acetyl-CoA carboxylase by cystamine may mediate the hypotriglyceridemic activity of pantethine". Medical Hypotheses. 56 (3): 314–317. doi:10.1054/mehy.2000.1155.

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pantethine