(S)-Lipoic acid (BioDeep_00000033200)
Main id: BioDeep_00000000139
human metabolite blood metabolite
代谢物信息卡片
5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid
化学式: C8H14O2S2 (206.0435)
中文名称: (S)-(-)-α-硫辛酸
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C(CCC(=O)O)C[C@H]1CCSS1
InChI: InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m0/s1
描述信息
Lipoic acid (LA), also known as alpha-lipoic acid (ALA) is an organosulfur compound derived from octanoic acid. The carbon atom at C6 is chiral and the molecule exists as two enantiomers (R)-(+)-lipoic acid (RLA) and (S)-(-)-lipoic acid (SLA) and as a racemic mixture (R/S)-lipoic acid (R/S-LA). Only the (R)-(+)-enantiomer exists in nature and is an essential cofactor of four mitochondrial enzyme complexes. Endogenously synthesized RLA is essential for life and aerobic metabolism. The precursor to lipoic acid, octanoic acid, is made via fatty acid biosynthesis in the form of octanoyl-acyl carrier protein. In eukaryotes, a second fatty acid biosynthetic pathway in mitochondria is used for this purpose. The octanoate is transferred from a thioester of acyl carrier protein to an amide of the lipoyl domain by an octanoyltransferase. The sulfur centers are inserted into the 6th and 8th carbons of octanoate via a radical SAM mechanism, by lipoyl synthase. Lipoic acid can be removed whenever proteins are degraded and by the action of the enzyme lipoamidase. Free lipoate can be attached to the lipoyl domain by the enzyme lipoate protein ligase. The ligase activity of this enzyme requires ATP. Lipoate protein ligases proceed via an enzyme-bound lipoyl adenylate intermediate. Both RLA and R/S-LA are available as over-the-counter nutritional supplements and have been used nutritionally and clinically since the 1950s for various diseases and conditions. It is often regarded as a vitamin-like antioxidant. Lipoic acid is generally involved in oxidative decarboxylations of keto acids and is presented as a growth factor for some organisms. Some studies have suggested that the S-enantiomer has an inhibiting effect on the R-enantiomer, reducing its biological activity substantially and adding to oxidative stress rather than reducing it (PMID: 8573188, 7669066). Furthermore, the S-enantiomer has been found to reduce the expression of GLUT-4s in cells, responsible for glucose uptake, and hence reduce insulin sensitivity (PMID: 9252495).
D020011 - Protective Agents > D000975 - Antioxidants
D018977 - Micronutrients > D014815 - Vitamins
同义名列表
41 个代谢物同义名
5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid; (3S)-1,2-Dithiolane-3-pentanoic acid; 5-(1,2-Dithiolan-3-yl)pentanoic acid; (S)-1,2-Dithiolane-3-pentanoic acid; 5-(1,2-Dithiolan-3-yl)valeric acid; (S)-1,2-Dithiolane-3-pentanoate; L-1,2-Dithiolane 3-valeric acid; 1,2-dithiolane-3-pentanoic acid; 1,2-Dithiolane-3-valeric acid; L-1,2-Dithiolane 3-valerate; S-(-)-alpha-Lipoic acid; (S)-alpha-Lipoic acid; Thioctic acid L-form; (S)-alpha-LipoicAcid; (S)-(-)-Lipoic acid; S-(-)-α-Lipoic acid; L-6,8-Thioctic acid; Acid, alpha-Lipoic; (S)-Thioctic acid; L-6-Thioctic acid; alpha Lipoic Acid; (S)-a-Lipoic acid; (S)-alpha-Lipoate; (S)-α-lipoic acid; 6,8-Thioctic acid; (-)-Thioctic acid; Thioctate L-form; (S)-(-)-Lipoate; 6-Thioctic acid; L-6,8-Thioctate; (S)-Lipoic acid; L-6-Thioctate; (S)-a-Lipoate; (S)-α-lipoate; Thioctic acid; Lipoic Acid; (S)-Lipoate; lipoate; S-LA; SLA; Ala
数据库引用编号
10 个数据库交叉引用编号
- ChEBI: CHEBI:43796
- PubChem: 445125
- HMDB: HMDB0014312
- ChEMBL: CHEMBL1234071
- Wikipedia: Lipoic_acid
- chemspider: 392857
- CAS: 1077-27-6
- RefMet: (S)-Lipoic acid
- LOTUS: LTS0084509
- wikidata: Q312229
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
| 亚细胞结构定位 | 关联基因列表 |
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文献列表
- Dehui Kong, Alaa A Saqer, Matheus Carpinelli de Jesus, Nemat Khan, Alun Jones, Joanne T Blanchfield, Maree T Smith, Craig M Williams. Design, synthesis and evaluation of alpha lipoic acid derivatives to treat multiple sclerosis-associated central neuropathic pain.
Bioorganic & medicinal chemistry.
2022 09; 69(?):116889. doi:
10.1016/j.bmc.2022.116889. [PMID: 35779512] - Klaudia Sztolsztener, Katarzyna Hodun, Adrian Chabowski. α-lipoic acid ameliorates inflammation state and oxidative stress by reducing the content of bioactive lipid derivatives in the left ventricle of rats fed a high-fat diet.
Biochimica et biophysica acta. Molecular basis of disease.
2022 09; 1868(9):166440. doi:
10.1016/j.bbadis.2022.166440. [PMID: 35569738] - Yujin Lee, Joo Weon Lim, Hyeyoung Kim. α‑lipoic acid inhibits cerulein/resistin‑induced expression of interleukin‑6 by activating peroxisome proliferator‑activated receptor‑γ in pancreatic acinar cells.
Molecular medicine reports.
2022 Aug; 26(2):. doi:
10.3892/mmr.2022.12780. [PMID: 35730599] - Heena Khan, Thakur Gurjeet Singh, Randhir Singh Dahiya, Mohamed M Abdel-Daim. α-Lipoic Acid, an Organosulfur Biomolecule a Novel Therapeutic Agent for Neurodegenerative Disorders: An Mechanistic Perspective.
Neurochemical research.
2022 Jul; 47(7):1853-1864. doi:
10.1007/s11064-022-03598-w. [PMID: 35445914] - Min Li, Yidi Kong, Yingqian Lai, Xueqin Wu, Jiawen Zhang, Xiaotian Niu, Guiqin Wang. The effects of dietary supplementation of α-lipoic acid on the growth performance, antioxidant capacity, immune response, and disease resistance of northern snakehead, Channa argus.
Fish & shellfish immunology.
2022 Jul; 126(?):57-72. doi:
10.1016/j.fsi.2022.05.029. [PMID: 35598741] - Patrycja Dajnowicz-Brzezik, Ewa Żebrowska, Mateusz Maciejczyk, Anna Zalewska, Adrian Chabowski. The Effect of α-Lipoic Acid on Oxidative Stress in Adipose Tissue of Rats with Obesity-Induced Insulin Resistance.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology.
2022 May; 56(3):239-253. doi:
10.33594/000000528. [PMID: 35524549] - Sujan Banik, Kohei Yamada, Hideyuki Sato, Satomi Onoue. Development of Poly(lipoic acid) Nanoparticles with Improved Oral Bioavailability and Hepatoprotective Effects of Quercetin.
Molecular pharmaceutics.
2022 05; 19(5):1468-1476. doi:
10.1021/acs.molpharmaceut.2c00009. [PMID: 35353535] - George J Dugbartey, Karl K Alornyo, Benoit B N'guessan, Stephen Atule, Samuel D Mensah, Samuel Adjei. Supplementation of conventional anti-diabetic therapy with alpha-lipoic acid prevents early development and progression of diabetic nephropathy.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2022 May; 149(?):112818. doi:
10.1016/j.biopha.2022.112818. [PMID: 35286963] - Shengfu Jiao, Yuxia Dong, Xiang Chang, Yanan Wu, Haifeng Li. Effects of α lipoic acid combined with olmesartan medoxomil on blood glucose and oxidation indicators in patients with diabetic nephropathy: A protocol for a parallel, randomized, double-blind, controlled clinical trial.
Medicine.
2022 Apr; 101(17):e29080. doi:
10.1097/md.0000000000029080. [PMID: 35512068] - D Z Abdel Hamid, Y A Nienaa, T M Mostafa. Alpha-lipoic acid improved anemia, erythropoietin resistance, maintained glycemic control, and reduced cardiovascular risk in diabetic patients on hemodialysis: a multi-center prospective randomized controlled study.
European review for medical and pharmacological sciences.
2022 04; 26(7):2313-2329. doi:
10.26355/eurrev_202204_28461. [PMID: 35442486] - Tatiana de Queiroz Oliveira, Adriano José Maia Chaves Filho, Paloma Marinho Jucá, Michelle Verde Ramos Soares, Natássia Lopes Cunha, Charliene Freire Xavier Vieira, Carlos Venício Jataí Gadelha Filho, Glautemberg de Almeida Viana, Gabriela Mariângela Farias De Oliveira, Danielle Silveira Macedo, Silvânia Maria Mendes Vasconcelos. Lipoic acid prevents mirtazapine-induced weight gain in mice without impairs its antidepressant-like action in a neuroendocrine model of depression.
Behavioural brain research.
2022 02; 419(?):113667. doi:
10.1016/j.bbr.2021.113667. [PMID: 34798169] - Nail Tekin Onder, Selim Alcay, Zekariya Nur. Effects of alpha-lipoic acid on ram semen cryopreservation and post-thaw life span.
Andrologia.
2022 Feb; 54(1):e14249. doi:
10.1111/and.14249. [PMID: 34553400] - Jinnan Dong, Yuhong Wang, Shaona Yi, Tiantian Zhao, Yan Xu. α-Lipoic acid ameliorates renal fibrosis in diabetic rats through TGF-β1/Smads signaling pathway.
Minerva medica.
2022 02; 113(1):216-218. doi:
10.23736/s0026-4806.20.07235-3. [PMID: 33555156] - Tiffany N Caza, Christopher P Larsen. Lipoic acid in neural epidermal growth factor-like 1-associated membranous nephropathy: more than a coincidence?.
Kidney international.
2022 02; 101(2):418-419. doi:
10.1016/j.kint.2021.12.001. [PMID: 35065693] - Mahnaz Rezaei Kelishadi, Amirmansour Alavi Naeini, Fariborz Khorvash, Gholamreza Askari, Zahra Heidari. The beneficial effect of Alpha-lipoic acid supplementation as a potential adjunct treatment in episodic migraines.
Scientific reports.
2022 01; 12(1):271. doi:
10.1038/s41598-021-04397-z. [PMID: 34997178] - Manal A Othman, Heba A Mubarak, Manal M Sayed. Ameliorative role of alpha-lipoic acid in renal cortical structural damage, induced by limb ischemia-reperfusion injury in the rat.
Ultrastructural pathology.
2022 Jan; 46(1):110-121. doi:
10.1080/01913123.2022.2035875. [PMID: 35135431] - Ayse Kocak, Cemre Ural, Duygu Harmanci, Mehmet Asi Oktan, Aysan Afagh, Sulen Sarioglu, Osman Yilmaz, Merih Birlik, Gul Guner Akdogan, Zahide Cavdar. Protective effects of alpha-lipoic acid on bleomycin-induced skin fibrosis through the repression of NADPH Oxidase 4 and TGF-β1/Smad3 signaling pathways.
Human & experimental toxicology.
2022 Jan; 41(?):9603271211065975. doi:
10.1177/09603271211065975. [PMID: 35187969] - Elena Vakali, Dimitrios Rigopoulos, Andres E Carrillo, Andreas D Flouris, Petros C Dinas. Effects of Alpha-lipoic Acid Supplementation on Human Diabetic Nephropathy: A Systematic Review and Meta-analysis.
Current diabetes reviews.
2022; 18(6):e140921196457. doi:
10.2174/1573399817666210914103329. [PMID: 34521329] - Mateusz Maciejczyk, Ewa Żebrowska, Miłosz Nesterowicz, Małgorzata Żendzian-Piotrowska, Anna Zalewska. α-Lipoic Acid Strengthens the Antioxidant Barrier and Reduces Oxidative, Nitrosative, and Glycative Damage, as well as Inhibits Inflammation and Apoptosis in the Hypothalamus but Not in the Cerebral Cortex of Insulin-Resistant Rats.
Oxidative medicine and cellular longevity.
2022; 2022(?):7450514. doi:
10.1155/2022/7450514. [PMID: 35391928] - Giuseppe Derosa, Angela D'Angelo, Paola Stefania Preti, Pamela Maffioli. Evaluation of the Effect on Sexual Performance of a Nutraceutical Combination Containing Alpha Lipoic Acid, Vitis vinifera L. and Ginkgo biloba, Compared to Placebo, Avanafil or a Combination of Nutraceutical Plus Avanafil in Males With Type 2 Diabetes Mellitus With Erectile Dysfunction.
Frontiers in endocrinology.
2022; 13(?):847240. doi:
10.3389/fendo.2022.847240. [PMID: 35464055] - Zahraa Abdul Sater, Cheryl Cero, Anne E Pierce, Hannah J Lea, Houssein Abdul Sater, Kenneth Y Zhu, Naili Liu, Yinyan Ma, Oksana Gavrilova, Aaron M Cypess. Combining a β3 adrenergic receptor agonist with alpha-lipoic acid reduces inflammation in male mice with diet-induced obesity.
Obesity (Silver Spring, Md.).
2022 01; 30(1):153-164. doi:
10.1002/oby.23309. [PMID: 34825496] - Yuki Hashimoto, Katsuhiko Yoshizawa, Yuka Kaido, Akiko Takenouchi, Keiji Terao, Hiroyuki Yasui, Yutaka Yoshikawa. Exercise Performance Upregulatory Effect of R-α-Lipoic Acid with γ-Cyclodextrin.
Nutrients.
2021 Dec; 14(1):. doi:
10.3390/nu14010021. [PMID: 35010896] - Masoome Mandani, Bita Badehnoosh, Farideh Jalali-Mashayekhi, Bahareh Tavakoli-Far, Ali Khosrowbeygi. Alpha-lipoic acid supplementation effects on serum values of some oxidative stress biomarkers in women with gestational diabetes.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2021 Dec; 37(12):1111-1115. doi:
10.1080/09513590.2021.1963955. [PMID: 34369837] - Rebecca I Spain, Nicole K Andeen, Pamela C Gibson, Mary H Samuels, Cynthia D Morris, Andrew J Solomon, Richard Solomon, Carin Waslo, Rupali S Avasare. Lipoic acid supplementation associated with neural epidermal growth factor-like 1 (NELL1)-associated membranous nephropathy.
Kidney international.
2021 12; 100(6):1208-1213. doi:
10.1016/j.kint.2021.10.010. [PMID: 34662650] - Min Li, Yidi Kong, Xueqin Wu, Zhuang Yin, Xiaotian Niu, Guiqin Wang. Dietary α-lipoic acid can alleviate the bioaccumulation, oxidative stress, cell apoptosis, and inflammation induced by lead (Pb) in Channa argus.
Fish & shellfish immunology.
2021 Dec; 119(?):249-261. doi:
10.1016/j.fsi.2021.10.010. [PMID: 34653663] - Hongrui Zhang, Gaiqing Yang, Hao Li, Linfeng Wang, Tong Fu, Gaiying Li, Tengyun Gao. Effects of dietary supplementation with alpha-lipoic acid on apparent digestibility and serum metabolome alterations of sheep in summer.
Tropical animal health and production.
2021 Oct; 53(5):505. doi:
10.1007/s11250-021-02917-7. [PMID: 34622337] - Fatemeh Haidari, Javad Mohammadi-Asl, Maria Kavianpour, Mohammadreza Dadfar, Hossein Khadem Haghighian. Effect of lipoic acid supplementation on gene expression and activity of glutathione S-transferase enzyme in infertile men.
Human fertility (Cambridge, England).
2021 Oct; 24(4):276-283. doi:
10.1080/14647273.2019.1639221. [PMID: 31291793] - Shuyi Liao, Wenmin Yang, Ting Yu, Lu Dai, Xiaoliang Liu, Jiangping Zhang, Jinghong Zhao, Chi Liu. Establishment of a Drug Screening Model for Cardiac Complications of Acute Renal Failure.
Biomolecules.
2021 09; 11(9):. doi:
10.3390/biom11091370. [PMID: 34572583] - Mahnaz Rezaei Kelishadi, Amirmansour Alavi Naeini, Gholamreza Askari, Fariborz Khorvash, Zahra Heidari. The efficacy of alpha-lipoic acid in improving oxidative, inflammatory, and mood status in women with episodic migraine in a randomised, double-blind, placebo-controlled clinical trial.
International journal of clinical practice.
2021 Sep; 75(9):e14455. doi:
10.1111/ijcp.14455. [PMID: 34105866] - Cara L Field, Sophie T Whoriskey, Xianguo Zhao, Mark G Papich. PHARMACOKINETICS OF SUBCUTANEOUS ALPHA LIPOIC ACID, A PROPOSED THERAPEUTIC AID FOR DOMOIC ACID INTOXICATION IN CALIFORNIA SEA LIONS (ZALOPHUS CALIFORNIANUS).
Journal of zoo and wildlife medicine : official publication of the American Association of Zoo Veterinarians.
2021 Sep; 52(3):872-879. doi:
10.1638/2020-0223. [PMID: 34687502] - Ghadha Ibrahim Fouad, Mohamed R Mousa. The protective potential of alpha lipoic acid on amiodarone-induced pulmonary fibrosis and hepatic injury in rats.
Molecular and cellular biochemistry.
2021 Sep; 476(9):3433-3448. doi:
10.1007/s11010-021-04173-7. [PMID: 33973131] - Fangfang Sun, Deqi Jiang, Juanjuan Cai. Effects of valsartan combined with α-lipoic acid on renal function in patients with diabetic nephropathy: a systematic review and meta-analysis.
BMC endocrine disorders.
2021 Aug; 21(1):178. doi:
10.1186/s12902-021-00844-0. [PMID: 34465338] - Zahide Cavdar, Mehmet Asi Oktan, Cemre Ural, Ayse Kocak, Meryem Calisir, Cihan Heybeli, Serkan Yildiz, Seda Ozbal, Sevki Arslan, Bekir Ugur Ergur, Osman Yilmaz, Caner Cavdar. Alpha lipoic acid attenuates iron induced oxidative acute kidney injury in rats.
Biotechnic & histochemistry : official publication of the Biological Stain Commission.
2021 Aug; 96(6):409-417. doi:
10.1080/10520295.2020.1812001. [PMID: 32921159] - Luc Rochette, Steliana Ghibu. Mechanics Insights of Alpha-Lipoic Acid against Cardiovascular Diseases during COVID-19 Infection.
International journal of molecular sciences.
2021 Jul; 22(15):. doi:
10.3390/ijms22157979. [PMID: 34360751] - Shihui Guo, Kai Yan, Xi Fang, Yingdong Ni, Wenqiang Ma, Ruqian Zhao. α-Lipoic Acid Alleviates Hepatic Lipid Deposition by Inhibiting FASN Expression via miR-3548 in Rats.
Nutrients.
2021 Jul; 13(7):. doi:
10.3390/nu13072331. [PMID: 34371841] - Lidia V Kravchenko, Ilya V Aksenov, Nikolay S Nikitin, Galina V Guseva, Ludmila I Avrenyeva, Nikita V Trusov, Anastasia S Balakina, Victor A Tutelyan. Lipoic Acid Exacerbates Oxidative Stress and Lipid Accumulation in the Liver of Wistar Rats Fed a Hypercaloric Choline-Deficient Diet.
Nutrients.
2021 Jun; 13(6):. doi:
10.3390/nu13061999. [PMID: 34200615] - Elham Sharifi-Zahabi, Hadi Abdollahzad, Seyed Mostafa Nachvak, Jalal Moloudi, Mohammad Reza Golpayegani, Sahar Asiaei, Laya Rezavand, Zeynab Iraji, Khadijeh Jamshidi. Effects of alpha lipoic acid on iron overload, lipid profile and oxidative stress indices in β-thalassemia major patients: A cross-over randomised controlled clinical trial.
International journal of clinical practice.
2021 Jun; 75(6):e14062. doi:
10.1111/ijcp.14062. [PMID: 33527721] - Bíborka Nádró, Hajnalka Lőrincz, Ágnes Molnár, Anita Szentpéteri, Eszter Zöld, Ildikó Seres, Dénes Páll, György Paragh, Péter Kempler, Mariann Harangi, Ferenc Sztanek. Effects of alpha-lipoic acid treatment on serum progranulin levels and inflammatory markers in diabetic neuropathy.
The Journal of international medical research.
2021 May; 49(5):3000605211012213. doi:
10.1177/03000605211012213. [PMID: 34041950] - Mehmet Asi Oktan, Cihan Heybeli, Cemre Ural, Ayse Kocak, Gokcen Bilici, Zahide Cavdar, Seda Ozbal, Sevki Arslan, Osman Yilmaz, Caner Cavdar. Alpha-lipoic acid alleviates colistin nephrotoxicity in rats.
Human & experimental toxicology.
2021 May; 40(5):761-771. doi:
10.1177/0960327120966043. [PMID: 33111558] - Elif Erdem Guzel, Nalan Kaya Tektemur, Ahmet Tektemur. Alpha-lipoic acid may ameliorate testicular damage by targeting dox-induced altered antioxidant parameters, mitofusin-2 and apoptotic gene expression.
Andrologia.
2021 Apr; 53(3):e13990. doi:
10.1111/and.13990. [PMID: 33529370] - Majid Mohammadshahi, Elahe Zakizadeh, Kambiz Ahmadi-Angali, Majid Ravanbakhsh, Bijan Helli. The effect of alpha-lipoic acid supplementation and electrical isotonic contraction on anthropometric parameters, body composition and angiogenesis factor, sirtunin-1 and peroxisome proliferator-activated receptor-γ coactivator-1α in obese people under a weight loss regime: A study protocol for a randomized controlled clinical trial.
Nutrition and health.
2021 Mar; 27(1):123-128. doi:
10.1177/0260106020926838. [PMID: 32580620] - Sameer Al-Abdi, Maryam Al-Aamri. G6PD deficiency in the COVID-19 pandemic: Ghost within Ghost.
Hematology/oncology and stem cell therapy.
2021 Mar; 14(1):84-85. doi:
10.1016/j.hemonc.2020.04.002. [PMID: 32325028] - Ji Wang, Daniel L Clark, Sheila K Jacobi, Sandra G Velleman. Effect of vitamin E and alpha lipoic acid on intestinal development associated with wooden breast myopathy in broilers.
Poultry science.
2021 Mar; 100(3):100952. doi:
10.1016/j.psj.2020.12.049. [PMID: 33652526] - Michael Ikechukwu Oraebosi, Temidayo Olutoyin Olurishe, Sherifat Bola Anafi, Mohammed Bisalla. Chronopharmacology of the alpha-lipoic acid/nifedipine/glimepiride combination in the amelioration of retinopathy in rats.
Chronobiology international.
2021 03; 38(3):443-450. doi:
10.1080/07420528.2020.1866004. [PMID: 33356611] - Mahsa Mahmoudi-Nezhad, Mahdi Vajdi, Mahdieh Abbasalizad Farhangi. An updated systematic review and dose-response meta-analysis of the effects of α-lipoic acid supplementation on glycemic markers in adults.
Nutrition (Burbank, Los Angeles County, Calif.).
2021 02; 82(?):111041. doi:
10.1016/j.nut.2020.111041. [PMID: 33199187] - Enrico Fiore, Laura Perillo, Matteo Gianesella, Claudia Giannetto, Elisabetta Giudice, Giuseppe Piccione, Massimo Morgante. Comparison between two preventive treatments for hyperketonaemia carried out pre-partum: effects on non-esterified fatty acids, β-hydroxybutyrate and some biochemical parameters during peripartum and early lactation.
The Journal of dairy research.
2021 Feb; 88(1):38-44. doi:
10.1017/s0022029921000108. [PMID: 33594962] - Alireza Behnamifar, Shaban Rahimi, Mohammad Amir Karimi Torshizi, Mohsen Sharafi, J L Grimes. Effects of dietary alpha-lipoic acid supplementation on the seminal parameters and fertility potential in aging broiler breeder roosters.
Poultry science.
2021 Feb; 100(2):1221-1238. doi:
10.1016/j.psj.2020.10.076. [PMID: 33518080] - Giovanni Pagano, Carla Manfredi, Federico V Pallardó, Alex Lyakhovich, Luca Tiano, Marco Trifuoggi. Potential roles of mitochondrial cofactors in the adjuvant mitigation of proinflammatory acute infections, as in the case of sepsis and COVID-19 pneumonia.
Inflammation research : official journal of the European Histamine Research Society ... [et al.].
2021 Feb; 70(2):159-170. doi:
10.1007/s00011-020-01423-0. [PMID: 33346851] - Nevena Grdović, Jovana Rajić, Jelena Arambašić Jovanović, Svetlana Dinić, Anja Tolić, Miloš Đorđević, Marija Đorđević, Svetlana Trifunović, Melita Vidaković, Aleksandra Uskoković, Mirjana Mihailović. α-Lipoic Acid Increases Collagen Synthesis and Deposition in Nondiabetic and Diabetic Rat Kidneys.
Oxidative medicine and cellular longevity.
2021; 2021(?):6669352. doi:
10.1155/2021/6669352. [PMID: 33777319] - Kacper Maksymilian Mil, Małgorzata Ewa Gryciuk, Cezary Pawlukianiec, Małgorzata Żendzian-Piotrowska, Jerzy Robert Ładny, Anna Zalewska, Mateusz Maciejczyk. Pleiotropic Properties of Valsartan: Do They Result from the Antiglycooxidant Activity? Literature Review and In Vitro Study.
Oxidative medicine and cellular longevity.
2021; 2021(?):5575545. doi:
10.1155/2021/5575545. [PMID: 33763167] - N A Riger, E N Trushina, O K Mustafina, A N Timonin, I V Aksenov, G V Guseva, V A Tutelyan. [Pathogenetic mechanisms for the development of hematological disorders in induced fatty liver disease in Wistar rats and assessment of the regulatory effects of carnosine and α-lipoic acid].
Voprosy pitaniia.
2021 ; 90(3):6-19. doi:
10.33029/0042-8833-2021-90-3-6-19. [PMID: 34264552] - Hongjian Dai, Zengpeng Lv, Chenhui Hu, Zhicheng Shi, Xihui Wei, Song Jin, Yunwei Yuan, Debing Yu, Fangxiong Shi. Alpha-lipoic acid improves the reproduction performance of breeder hens during the late egg-laying period.
Journal of animal physiology and animal nutrition.
2020 Nov; 104(6):1788-1797. doi:
10.1111/jpn.13423. [PMID: 32881138] - Amir Delavar, Mohammad Reza Nikravesh, Mehdi Jalali, Mahmoud Gorji Valokola, Fatemeh Rahimi Anbarkeh. The protective effect of alpha-lipoic acid on the expression of collagen IV, renal function, and oxidative stress induced by diazinon in the renal parenchyma of rat.
Saudi journal of kidney diseases and transplantation : an official publication of the Saudi Center for Organ Transplantation, Saudi Arabia.
2020 Nov; 31(6):1310-1319. doi:
10.4103/1319-2442.308340. [PMID: 33565443] - Fatemeh Rahimi Anbarkeh, Mohammad Reza Nikravesh, Mahdi Jalali, Mohammad Soukhtanloo. The protective role of alpha-lipoic acid on the appearance of fibronectin and laminin in renal tubules following diazinon exposure: An experimental immunohistochemical study.
Toxicology.
2020 11; 444(?):152583. doi:
10.1016/j.tox.2020.152583. [PMID: 32911022] - Yake Liu, Wenfeng Zhu, Dalong Ni, Zihua Zhou, Jin-Hua Gu, Weinan Zhang, Huanjian Sun, Fan Liu. Alpha lipoic acid antagonizes cytotoxicity of cobalt nanoparticles by inhibiting ferroptosis-like cell death.
Journal of nanobiotechnology.
2020 Oct; 18(1):141. doi:
10.1186/s12951-020-00700-8. [PMID: 33008409] - Erkan Cure, Medine Cumhur Cure. Alpha-lipoic acid may protect patients with diabetes against COVID-19 infection.
Medical hypotheses.
2020 Oct; 143(?):110185. doi:
10.1016/j.mehy.2020.110185. [PMID: 33017914] - Huihui Ma, Bin Xu, Wenjia Li, Fengxian Wei, Woo Kyun Kim, Chongxiao Chen, Quanyou Sun, Chen Fu, Gaili Wang, Shaoyu Li. Effects of alpha-lipoic acid on the behavior, serum indicators, and bone quality of broilers under stocking density stress.
Poultry science.
2020 Oct; 99(10):4653-4661. doi:
10.1016/j.psj.2020.05.007. [PMID: 32988500] - Riham Soliman Said, Heba A Mohamed, Dina Hamada Kassem. Alpha-lipoic acid effectively attenuates ionizing radiation-mediated testicular dysfunction in rats: Crosstalk of NF-ĸB, TGF-β, and PPAR-ϒ pathways.
Toxicology.
2020 09; 442(?):152536. doi:
10.1016/j.tox.2020.152536. [PMID: 32649955] - Gerd Bobe, Alexander J Michels, Wei-Jian Zhang, Jonathan Q Purnell, Clive Woffendin, Cliff Pereira, Joseph A Vita, Nicholas O Thomas, Maret G Traber, Balz Frei, Tory M Hagen. A Randomized Controlled Trial of Long-Term (R)-α-Lipoic Acid Supplementation Promotes Weight Loss in Overweight or Obese Adults without Altering Baseline Elevated Plasma Triglyceride Concentrations.
The Journal of nutrition.
2020 09; 150(9):2336-2345. doi:
10.1093/jn/nxaa203. [PMID: 32692358] - Fatma Ibrahim, Mahmoud A Nomier, Laila M E Sabik, Mohamed A Shaheen. Manganese-induced neurotoxicity and the potential protective effects of lipoic acid and Spirulina platensis.
Toxicology mechanisms and methods.
2020 Sep; 30(7):497-507. doi:
10.1080/15376516.2020.1771803. [PMID: 32441205] - Michelle Cameron, Cassidy Taylor, Jodi Lapidus, Katrina Ramsey, Dennis Koop, Rebecca Spain. Gastrointestinal Tolerability and Absorption of R- Versus R,S-Lipoic Acid in Progressive Multiple Sclerosis: A Randomized Crossover Trial.
Journal of clinical pharmacology.
2020 08; 60(8):1099-1106. doi:
10.1002/jcph.1605. [PMID: 32212340] - Kanokwan Bunsawat, Stephen M Ratchford, Jeremy K Alpenglow, Soung Hun Park, Catherine L Jarrett, Josef Stehlik, Stavros G Drakos, Russell S Richardson, D Walter Wray. Chronic antioxidant administration restores macrovascular function in patients with heart failure with reduced ejection fraction.
Experimental physiology.
2020 08; 105(8):1384-1395. doi:
10.1113/ep088686. [PMID: 32495411] - Thi Van Nguyen, Chun Hua Piao, Yan Jing Fan, Dong-Uk Shin, Seung Yong Kim, Hyeon-Ji Song, Chang Ho Song, Hee Soon Shin, Ok Hee Chai. Anti-allergic rhinitis activity of α-lipoic acid via balancing Th17/Treg expression and enhancing Nrf2/HO-1 pathway signaling.
Scientific reports.
2020 07; 10(1):12528. doi:
10.1038/s41598-020-69234-1. [PMID: 32719431] - Zhenghao Wang, Yunjin Bai, Jiahao Wang, Jia Wang. The preventive and therapeutic effects of α-lipoic acid on ethylene glycol-induced calcium oxalate deposition in rats.
International urology and nephrology.
2020 Jul; 52(7):1227-1234. doi:
10.1007/s11255-020-02423-z. [PMID: 32130620] - Michaela Kohlová, Susana Rocha, Célia Gomes Amorim, Alberto de Nova Araújo, Alice Santos-Silva, Petr Solich, Maria Conceição Branco da Silva Montenegro. Doping Polysulfone Membrane with Alpha-Tocopherol and Alpha-Lipoic Acid for Suppressing Oxidative Stress Induced by Hemodialysis Treatment.
Macromolecular bioscience.
2020 07; 20(7):e2000046. doi:
10.1002/mabi.202000046. [PMID: 32543121] - Hatice Eser Faki, Bunyamin Tras, Kamil Uney. Alpha lipoic acid and vitamin E improve atorvastatin-induced mitochondrial dysfunctions in rats.
Mitochondrion.
2020 05; 52(?):83-88. doi:
10.1016/j.mito.2020.02.011. [PMID: 32119925] - Fahimeh Haghighatdoost, Ali Gholami, Mitra Hariri. Alpha-lipoic acid effect on leptin and adiponectin concentrations: a systematic review and meta-analysis of randomized controlled trials.
European journal of clinical pharmacology.
2020 May; 76(5):649-657. doi:
10.1007/s00228-020-02844-w. [PMID: 32040596] - Onur Cil, Farzana Perwad. α-Lipoic Acid (ALA) Improves Cystine Solubility in Cystinuria: Report of 2 Cases.
Pediatrics.
2020 05; 145(5):. doi:
10.1542/peds.2019-2951. [PMID: 32245805] - Elif Kayhan Kuştepe, Leyla Bahar, Emrah Zayman, Nehir Sucu, Semir Gül, Mehmet Gül. A light microscopic investigation of the renoprotective effects of α-lipoic acid and α-tocopherol in an experimental diabetic rat model.
Biotechnic & histochemistry : official publication of the Biological Stain Commission.
2020 May; 95(4):305-316. doi:
10.1080/10520295.2019.1695942. [PMID: 32013590] - Xuke Han, Yang Gao, Shengju Wang, Qiu Chen. Effect of electroacupuncture on diabetic neurogenic bladder: A randomized controlled trial protocol.
Medicine.
2020 Apr; 99(17):e19843. doi:
10.1097/md.0000000000019843. [PMID: 32332636] - Manal Hassanien, Abdelraheem Elawamy, Emad Zarief Kamel, Walaa A Khalifa, Ghada Mohamed Abolfadl, Al Shimaa Ismael Roushdy, Randa A El Zohne, Yasmine S Makarem. Perineural Platelet-Rich Plasma for Diabetic Neuropathic Pain, Could It Make a Difference?.
Pain medicine (Malden, Mass.).
2020 04; 21(4):757-765. doi:
10.1093/pm/pnz140. [PMID: 31298289] - Mehdi Goudarzi, Mojtaba Haghi Karamallah, Alireza Malayeri, Mojtaba Kalantar, Esrafil Mansouri, Hadi Kalantar. Protective effect of alpha-lipoic acid on di-(2-ethylhexyl) phthalate-induced testicular toxicity in mice.
Environmental science and pollution research international.
2020 Apr; 27(12):13670-13678. doi:
10.1007/s11356-020-07817-1. [PMID: 32030592] - Feyyaz Özel, Müge Kiray, Aslı Göker, Selma Aydemir, Serap Cilaker Mıcılı. Protective effect of alpha lipoic acid on 4-vinylcyclohexene diepoxide induced primary ovarian failure in female rats.
Taiwanese journal of obstetrics & gynecology.
2020 Mar; 59(2):293-300. doi:
10.1016/j.tjog.2020.01.020. [PMID: 32127153] - Silvia Lai, Luigi Petramala, Maurizio Muscaritoli, Rosario Cianci, Sandro Mazzaferro, Anna Paola Mitterhofer, Marzia Pasquali, Viola D'Ambrosio, Maria Carta, Matteo Ansuini, Cesarina Ramaccini, Alessandro Galani, Maria Ida Amabile, Alessio Molfino, Claudio Letizia. α-lipoic acid in patients with autosomal dominant polycystic kidney disease.
Nutrition (Burbank, Los Angeles County, Calif.).
2020 03; 71(?):110594. doi:
10.1016/j.nut.2019.110594. [PMID: 31790890] - S M Sanz-González, J Raga-Cervera, M Aguirre Lipperheide, V Zanón-Moreno, V Chiner, A I Ramírez, M D Pinazo-Durán. Effect of an oral supplementation with a formula containing R-lipoic acid in glaucoma patients.
Archivos de la Sociedad Espanola de Oftalmologia.
2020 Mar; 95(3):120-129. doi:
10.1016/j.oftal.2019.11.009. [PMID: 31980324] - Manuela Curcio, Paola Avena, Giuseppe Cirillo, Ivan Casaburi, Umile Gianfranco Spizzirri, Fiore Pasquale Nicoletta, Francesca Iemma, Vincenzo Pezzi. Functional Albumin Nanoformulations to Fight Adrenocortical Carcinoma: a Redox-Responsive Approach.
Pharmaceutical research.
2020 Feb; 37(3):55. doi:
10.1007/s11095-020-2775-4. [PMID: 32060727] - Kamila Borowczyk, Patrycja Olejarz, Grażyna Chwatko, Marcin Szylberg, Rafał Głowacki. A Simplified Method for Simultaneous Determination of α-Lipoic Acid and Low-Molecular-Mass Thiols in Human Plasma.
International journal of molecular sciences.
2020 Feb; 21(3):. doi:
10.3390/ijms21031049. [PMID: 32033303] - Franca Fruzzetti, Tiziana Fidecicchi, Giulia Palla, Marco Gambacciani. Long-term treatment with α-lipoic acid and myo-inositol positively affects clinical and metabolic features of polycystic ovary syndrome.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2020 Feb; 36(2):152-155. doi:
10.1080/09513590.2019.1640673. [PMID: 31317814] - Zahide Cavdar, Mehmet Asi Oktan, Cemre Ural, Meryem Calisir, Ayse Kocak, Cihan Heybeli, Serkan Yildiz, Aylin Arici, Hulya Ellidokuz, Ali Celik, Osman Yilmaz, Sulen Sarioglu, Caner Cavdar. Renoprotective Effects of Alpha Lipoic Acid on Iron Overload-Induced Kidney Injury in Rats by Suppressing NADPH Oxidase 4 and p38 MAPK Signaling.
Biological trace element research.
2020 Feb; 193(2):483-493. doi:
10.1007/s12011-019-01733-3. [PMID: 31025242] - Aikaterini Pagoni, Lisa Marinelli, Antonio Di Stefano, Michele Ciulla, Hasan Turkez, Adil Mardinoglu, Stamatia Vassiliou, Ivana Cacciatore. Novel anti-Alzheimer phenol-lipoyl hybrids: Synthesis, physico-chemical characterization, and biological evaluation.
European journal of medicinal chemistry.
2020 Jan; 186(?):111880. doi:
10.1016/j.ejmech.2019.111880. [PMID: 31753513] - Chun-Yu Li, Yang Li, Zi-Ying You, You-Ren Liu, Yu-Jue Wang, Tong Mu, Cheng-Zhi Zhao, Zu-Mu Yi, Yu-Wei Zhang. Fulminant type 1 diabetes mellitus in pregnancy.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas.
2020; 53(9):e9633. doi:
10.1590/1414-431x20209633. [PMID: 32696818] - Mohamed Anwar K Abdelhalim, Huda Ay Qaid, Yanallah H Al-Mohy, Magdi Mohamed Ghannam. The Protective Roles of Vitamin E and α-Lipoic Acid Against Nephrotoxicity, Lipid Peroxidation, and Inflammatory Damage Induced by Gold Nanoparticles.
International journal of nanomedicine.
2020; 15(?):729-734. doi:
10.2147/ijn.s192740. [PMID: 32099361] - Nicole Erickson, Michelle Zafron, Scott V Harding, Christopher P F Marinangeli, Todd C Rideout. Evaluating the Lipid-Lowering Effects of α-lipoic Acid Supplementation: A Systematic Review.
Journal of dietary supplements.
2020; 17(6):753-767. doi:
10.1080/19390211.2019.1651436. [PMID: 31416362] - Alessandro D Genazzani, Alessia Prati, Federico Marchini, Tabatha Petrillo, Antonella Napolitano, Tommaso Simoncini. Differential insulin response to oral glucose tolerance test (OGTT) in overweight/obese polycystic ovary syndrome patients undergoing to myo-inositol (MYO), alpha lipoic acid (ALA), or combination of both.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology.
2019 Dec; 35(12):1088-1093. doi:
10.1080/09513590.2019.1640200. [PMID: 31304823] - Iwona Markiewicz-Górka, Krystyna Pawlas, Aleksandra Jaremków, Lidia Januszewska, Paweł Pawłowski, Natalia Pawlas. Alleviating Effect of α-Lipoic Acid and Magnesium on Cadmium-Induced Inflammatory Processes, Oxidative Stress and Bone Metabolism Disorders in Wistar Rats.
International journal of environmental research and public health.
2019 11; 16(22):. doi:
10.3390/ijerph16224483. [PMID: 31739465] - Mahmoud M Farag, Sally M Ahmed, Wessam F Elhadidy, Radwa M Rashad. Superior protective effects of febuxostat plus alpha-lipoic acid on renal ischemia/reperfusion-induced hepatorenal injury in rats.
Saudi journal of kidney diseases and transplantation : an official publication of the Saudi Center for Organ Transplantation, Saudi Arabia.
2019 Nov; 30(6):1364-1374. doi:
10.4103/1319-2442.275480. [PMID: 31929283] - M P Valdecantos, P Pérez-Matute, P Prieto-Hontoria, M J Moreno-Aliaga, J A Martínez. Impact of dietary lipoic acid supplementation on liver mitochondrial bioenergetics and oxidative status on normally fed Wistar rats.
International journal of food sciences and nutrition.
2019 Nov; 70(7):834-844. doi:
10.1080/09637486.2019.1572716. [PMID: 30764676] - Y Ren, L-H Wang, F-S Deng, J-S Li, L Jiang. Protective effect and mechanism of alpha-lipoic acid on partial hepatic ischemia-reperfusion injury in adult male rats.
Physiological research.
2019 10; 68(5):739-745. doi:
10.33549/physiolres.934095. [PMID: 31424256] - Ziyuan Jiang, Zhen Tan, Fanqing Meng, Xiao Li. Curative Effects of Valsartan Alone or Combined with Alpha-lipoic Acid on Inflammatory Cytokines and Renal Function in Early-stage Diabetic Kidney Disease.
Journal of the College of Physicians and Surgeons--Pakistan : JCPSP.
2019 Oct; 29(10):1009-1011. doi:
10.29271/jcpsp.2019.10.1009. [PMID: 31564281] - Jordana S Putti, Vanessa K Engers, Fernanda M Heemann, Tiago B Salomon, Mara S Benfato, Fernanda S Hackenhaar. Effects of lipoic acid and ω-3 long-chain polyunsaturated fatty acids on the kidney in the ovariectomized rat model of menopause.
Nutrition (Burbank, Los Angeles County, Calif.).
2019 10; 66(?):173-179. doi:
10.1016/j.nut.2019.05.003. [PMID: 31310958] - Woody Perng, Goutam Palui, Wentao Wang, Hedi Mattoussi. Elucidating the Role of Surface Coating in the Promotion or Prevention of Protein Corona around Quantum Dots.
Bioconjugate chemistry.
2019 09; 30(9):2469-2480. doi:
10.1021/acs.bioconjchem.9b00549. [PMID: 31448900] - Panagiotis Theodosis-Nobelos, Georgios Papagiouvannis, Panos N Kourounakis, Eleni A Rekka. Active Anti-Inflammatory and Hypolipidemic Derivatives of Lorazepam.
Molecules (Basel, Switzerland).
2019 Sep; 24(18):. doi:
10.3390/molecules24183277. [PMID: 31505754] - Yi-Xuan Li, Yeon-Ji Kim, Chagam Koteswara Reddy, Sung-Joon Lee, Seung-Taik Lim. Enhanced bioavailability of alpha-lipoic acid by complex formation with octenylsuccinylated high-amylose starch.
Carbohydrate polymers.
2019 Sep; 219(?):39-45. doi:
10.1016/j.carbpol.2019.04.082. [PMID: 31151539] - Kamila Borowczyk, Patrycja Olejarz, Grażyna Chwatko. Application of simultaneous separation and derivatization for the determination of α-lipoic acid in urine samples by high-performance liquid chromatography with spectrofluorimetric detection.
Biomedical chromatography : BMC.
2019 Sep; 33(9):e4576. doi:
10.1002/bmc.4576. [PMID: 31069825] - Luc E Gosselin, Lauren Chrapowitzky, Todd C Rideout. Metabolic effects of α-lipoic acid supplementation in pre-diabetics: a randomized, placebo-controlled pilot study.
Food & function.
2019 Sep; 10(9):5732-5738. doi:
10.1039/c9fo00390h. [PMID: 31453617] - Bahare Salehi, Yakup Berkay Yılmaz, Gizem Antika, Tugba Boyunegmez Tumer, Mohamad Fawzi Mahomoodally, Devina Lobine, Muhammad Akram, Muhammad Riaz, Esra Capanoglu, Farukh Sharopov, Natália Martins, William C Cho, Javad Sharifi-Rad. Insights on the Use of α-Lipoic Acid for Therapeutic Purposes.
Biomolecules.
2019 08; 9(8):. doi:
10.3390/biom9080356. [PMID: 31405030] - Alireza Rahmanabadi, Soltanali Mahboob, Farshad Amirkhizi, Sonya Hosseinpour-Arjmand, Mehrangiz Ebrahimi-Mameghani. Oral α-lipoic acid supplementation in patients with non-alcoholic fatty liver disease: effects on adipokines and liver histology features.
Food & function.
2019 Aug; 10(8):4941-4952. doi:
10.1039/c9fo00449a. [PMID: 31343010] - Ahmet Ö Sehirli, Umut Aksoy, Fatma Kermeoglu, Atakan Kalender, Gokce Savtekin, Hanife Ozkayalar, Serkan Sayiner. Protective effect of alpha-lipoic acid against apical periodontitis-induced cardiac injury in rats.
European journal of oral sciences.
2019 08; 127(4):333-339. doi:
10.1111/eos.12618. [PMID: 30995351] - Adrianna Kamińska, Iwona E Głowacka, Beata Pasternak, Rafał Głowacki, Grażyna Chwatko. The first method for determination of lipoyllysine in human urine after oral lipoic acid supplementation.
Bioanalysis.
2019 Jul; 11(14):1359-1373. doi:
10.4155/bio-2019-0011. [PMID: 31368790]
