kojic acid (BioDeep_00000014951)
Secondary id: BioDeep_00000001624
natural product PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C6H6O4 (142.0266)
中文名称: 曲酸
谱图信息:
最多检出来源 Viridiplantae(plant) 22.94%
分子结构信息
SMILES: C1=C(OC=C(C1=O)O)CO
InChI: InChI=1S/C6H6O4/c7-2-4-1-5(8)6(9)3-10-4/h1,3,7,9H,2H2
描述信息
A pyranone that is 4H-pyran substituted by a hydroxy group at position 5, a hydroxymethyl group at position 2 and an oxo group at position 4. It has been isolated from the fungus Aspergillus oryzae.
D020011 - Protective Agents > D000975 - Antioxidants
CONFIDENCE Reference Standard (Level 1)
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.107
Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1].
Kojic acid is a natural substance produced by Aspergillus oryzae, also used as an anti-oxidant and radio-protective agent[1].
同义名列表
58 个代谢物同义名
kojic acid; 4H-Pyran-4-one, 5-hydroxy-2-(hydroxymethyl)-; 5-18-02-00516 (Beilstein Handbook Reference); 2-(Hydroxymethyl)-5-hydroxy-4H-pyran-4-one; 5-Hydroxy-2-(hydroxymethyl)-4H-pyran-4-one; Pyran-4-one, 5-hydroxy-2-(hydroxymethyl); 5-Hydroxy-2-hydroxymethyl-4H-4-pyranone; 5-hydroxy-2-(hydroxymethyl)-4-pyranone; 2-Hydroxymethyl-5-hydroxy-gamma-pyrone; 5-Hydroxy-2-(hydroxymethyl)pyran-4-one; 5-Hydroxy-2-(hydroxymethyl)-4-pyrone; 5-Hydroxy-2-hydroxymethyl-4-pyrone; 5-hydroxy-2-methylol-pyran-4-one; WLN: T6O DVJ B1Q EQ; nchembio.78-comp13; Spectrum3_001704; Spectrum4_000571; Spectrum2_001828; Spectrum5_001085; EINECS 207-922-4; NCGC00017325-01; NCGC00142361-01; Spectrum_000191; Oprea1_038773; BSPBio_003288; KBioSS_000671; MEGxm0_000388; DivK1c_000923; KBioGR_001002; KBio2_000671; KBio1_000923; NINDS_000923; KBio2_003239; SPBio_001875; ACon1_000622; KBio3_002508; KBio2_005807; ZINC00031978; IDI1_000923; SMP1_000171; BRN 0120895; K3125_SIGMA; AIDS-009875; 123712-78-7; CHEBI:43572; 60890_FLUKA; CCRIS 4131; AIDS009875; AI3-02549; SBB005397; 501-30-4; TNP00261; NSC 1942; NSC1942; C14516; KOJ; Kojic acid; Kojic acid
数据库引用编号
41 个数据库交叉引用编号
- ChEBI: CHEBI:43572
- KEGG: C91105
- PubChem: 3840
- DrugBank: DB01759
- ChEMBL: CHEMBL287556
- CAS: 123712-78-7
- CAS: 501-30-4
- MoNA: AC000694
- MoNA: AC000693
- MoNA: AC000692
- MoNA: AC000691
- MoNA: AC000690
- MoNA: VF-NPL-LTQ006256
- MoNA: VF-NPL-LTQ006255
- MoNA: VF-NPL-LTQ000798
- MoNA: VF-NPL-LTQ000797
- MoNA: VF-NPL-LTQ000796
- MoNA: VF-NPL-LTQ000795
- MoNA: VF-NPL-QEHF003168
- MoNA: VF-NPL-QEHF003167
- MoNA: VF-NPL-QEHF003166
- MoNA: VF-NPL-QEHF001299
- MoNA: VF-NPL-QEHF001298
- MoNA: VF-NPL-QEHF001297
- MoNA: VF-NPL-QEHF001296
- MoNA: VF-NPL-QEHF001295
- MoNA: VF-NPL-QEHF001294
- MoNA: VF-NPL-QEHF001293
- MoNA: VF-NPL-QEHF001292
- MoNA: VF-NPL-QEHF001291
- MoNA: BML81542
- MoNA: BML81541
- MoNA: BML81540
- MoNA: BML00089
- MetaboLights: MTBLC43572
- RefMet: Kojic acid
- medchemexpress: HY-W050154
- LOTUS: LTS0125477
- KEGG: C14516
- PubChem: 17395516
- KNApSAcK: 43572
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)
28 个相关的物种来源信息
- 4890 - Ascomycota: LTS0125477
- 1131492 - Aspergillaceae: LTS0125477
- 5052 - Aspergillus: LTS0125477
- 41067 - Aspergillus candidus: 10.1080/00021369.1979.10863620
- 5059 - Aspergillus flavus:
- 5059 - Aspergillus flavus: LTS0125477
- 5062 - Aspergillus oryzae:
- 5062 - Aspergillus oryzae: LTS0125477
- 1167532 - Aspergillus oryzae: 10.1016/S1389-1723(01)80133-X
- 1167532 - Aspergillus oryzae: 10.1039/CT9242500575
- 1167532 - Aspergillus oryzae: 10.1080/14786419.2013.841687
- 36642 - Aspergillus terricola: 10.1071/CH9682775
- 36642 - Aspergillus terricola: LTS0125477
- 36622 - Chaenomeles Sinensis (Thouin) Koehne: -
- 2759 - Eukaryota: LTS0125477
- 147545 - Eurotiomycetes: LTS0125477
- 4751 - Fungi: LTS0125477
- 4136 - Lamiaceae: LTS0125477
- 3398 - Magnoliopsida: LTS0125477
- 41229 - Marrubium: LTS0125477
- 2291699 - Marrubium cylleneum: 10.1016/J.BMC.2007.01.035
- 2291699 - Marrubium cylleneum: LTS0125477
- 35493 - Streptophyta: LTS0125477
- 58023 - Tracheophyta: LTS0125477
- 28568 - Trichocomaceae: LTS0125477
- 33090 - Viridiplantae: LTS0125477
- 380129 - 佛手: -
- 33090 - 木瓜: -
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
- Aatrayee Das, Sonia Kundu, Mradu Gupta, Arup Mukherjee. Guar gum propionate-kojic acid films for Escherichia coli biofilm disruption and simultaneous inhibition of planktonic growth.
International journal of biological macromolecules.
2022 Jun; 211(?):57-73. doi:
10.1016/j.ijbiomac.2022.05.052
. [PMID: 35576698] - Ying Zhou, Hong-Liang Zeng, Xin-Yue Wen, Ling Jiang, Chu-Han Fu, Yi-Bo Hu, Xin-Xin Lei, Li Zhang, Xing Yu, Si-Yu Yang, Li-Hua Huang, Hong Xiang, Jin-Hua Huang, Jing Chen, Li Lei, Qing-Hai Zeng. Selaginellin Inhibits Melanogenesis via the MAPK Signaling Pathway.
Journal of natural products.
2022 04; 85(4):838-845. doi:
10.1021/acs.jnatprod.1c00971
. [PMID: 35290062] - Joanna I Lachowicz, Anna Mateddu, Pierpaolo Coni, Claudia Caltagirone, Sergio Murgia, Dan Gibson, Gabriele Dalla Torre, Xabier Lopez, Federico Meloni, Giuseppina Pichiri. Study of the DNA binding mechanism and in vitro activity against cancer cells of iron(III) and aluminium(III) kojic acid derivative complexes.
Dalton transactions (Cambridge, England : 2003).
2022 Apr; 51(16):6254-6263. doi:
10.1039/d2dt00111j
. [PMID: 35373808] - Herman Suryadi, Marina Ika Irianti, Tri Hastuti Septiarini. Methods of Random Mutagenesis of Aspergillus Strain for Increasing Kojic Acid Production.
Current pharmaceutical biotechnology.
2022; 23(4):486-494. doi:
10.2174/1389201022666210615125004
. [PMID: 34132182] - Xiang Liu, Jinqiu Rao, Kai Wang, Meijun Wang, Tie Yao, Feng Qiu. Highly Potent Inhibition of Tyrosinase by Mulberrosides and the Inhibitory Mechanism in Vitro.
Chemistry & biodiversity.
2022 Jan; 19(1):e202100740. doi:
10.1002/cbdv.202100740
. [PMID: 34752017] - Dingqiang Fu, Yi Yuan, Fengming Qin, Yan Xu, Xin Cui, Guangxun Li, Shaohua Yao, Yun Deng, Zhuo Tang. Design, synthesis and biological evaluation of tyrosinase-targeting PROTACs.
European journal of medicinal chemistry.
2021 Dec; 226(?):113850. doi:
10.1016/j.ejmech.2021.113850
. [PMID: 34628235] - Khadijeh Khezri, Majid Saeedi, Katayoun Morteza-Semnani, Jafar Akbari, Akbar Hedayatizadeh-Omran. A promising and effective platform for delivering hydrophilic depigmenting agents in the treatment of cutaneous hyperpigmentation: kojic acid nanostructured lipid carrier.
Artificial cells, nanomedicine, and biotechnology.
2021 Dec; 49(1):38-47. doi:
10.1080/21691401.2020.1865993
. [PMID: 33438443] - Avni Nautiyal, Sarika Wairkar. Management of hyperpigmentation: Current treatments and emerging therapies.
Pigment cell & melanoma research.
2021 11; 34(6):1000-1014. doi:
10.1111/pcmr.12986
. [PMID: 33998768] - Amjad Khan, Tae Ju Park, Muhammad Ikram, Sareer Ahmad, Riaz Ahmad, Min Gi Jo, Myeong Ok Kim. Antioxidative and Anti-inflammatory Effects of Kojic Acid in Aβ-Induced Mouse Model of Alzheimer's Disease.
Molecular neurobiology.
2021 Oct; 58(10):5127-5140. doi:
10.1007/s12035-021-02460-4
. [PMID: 34255249] - Farah J Hashim, Sukanda Vichitphan, Jaehong Han, Kanit Vichitphan. Alternative Approach for Specific Tyrosinase Inhibitor Screening: Uncompetitive Inhibition of Tyrosinase by Moringa oleifera.
Molecules (Basel, Switzerland).
2021 Jul; 26(15):. doi:
10.3390/molecules26154576
. [PMID: 34361729] - Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
Cell reports.
2021 04; 35(4):109040. doi:
10.1016/j.celrep.2021.109040
. [PMID: 33910017] - Khadijeh Khezri, Majid Saeedi, Katayoun Morteza-Semnani, Jafar Akbari, Seyyed Sohrab Rostamkalaei. An emerging technology in lipid research for targeting hydrophilic drugs to the skin in the treatment of hyperpigmentation disorders: kojic acid-solid lipid nanoparticles.
Artificial cells, nanomedicine, and biotechnology.
2020 Dec; 48(1):841-853. doi:
10.1080/21691401.2020.1770271
. [PMID: 32456476] - Sarah Mohamed El-Korany, Omneya Mohamed Helmy, Ali Mahmoud El-Halawany, Yasser El-Mohammadi Ragab, Hamdallah Hafez Zedan. Kojic acid repurposing as a pancreatic lipase inhibitor and the optimization of its production from a local Aspergillus oryzae soil isolate.
BMC biotechnology.
2020 10; 20(1):52. doi:
10.1186/s12896-020-00644-9
. [PMID: 33008398] - Sameh S M Soliman, Rania Hamdy, Samia A Elseginy, Teclegiorgis Gebremariam, Alshaimaa M Hamoda, Mohamed Madkour, Thenmozhi Venkatachalam, Mai N Ershaid, Mohammad G Mohammad, Georgios Chamilos, Ashraf S Ibrahim. Selective inhibition of Rhizopus eumelanin biosynthesis by novel natural product scaffold-based designs caused significant inhibition of fungal pathogenesis.
The Biochemical journal.
2020 07; 477(13):2489-2507. doi:
10.1042/bcj20200310
. [PMID: 32538426] - Chie Miyabe, Yupeng Dong, Kazumasa Wakamatsu, Shosuke Ito, Tamihiro Kawakami. Kojic acid alters pheomelanin content in human induced pluripotent stem cell-derived melanocytes.
The Journal of dermatology.
2020 Apr; 47(4):435-436. doi:
10.1111/1346-8138.15260
. [PMID: 32067265] - Weike Shaoyong, Qian Li, Zhiqiang Ren, Junying Xiao, Zhaoxi Diao, Gongshe Yang, Weijun Pang. Effects of kojic acid on boar sperm quality and anti-bacterial activity during liquid preservation at 17 C.
Theriogenology.
2019 Dec; 140(?):124-135. doi:
10.1016/j.theriogenology.2019.08.020
. [PMID: 31473495] - Antonius R B Ola, Gema Metboki, Caterina S Lay, Yoseph Sugi, Philipi De Rozari, Dodi Darmakusuma, Euis Holisotan Hakim. Single Production of Kojic Acid by Aspergillus flavus and the Revision of Flufuran.
Molecules (Basel, Switzerland).
2019 Nov; 24(22):. doi:
10.3390/molecules24224200
. [PMID: 31752404] - Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Molecular pharmacology.
2019 11; 96(5):629-640. doi:
10.1124/mol.119.115964
. [PMID: 31515284] - María D Santi, Mariana A Peralta, Marcelo Puiatti, José Luis Cabrera, María G Ortega. Melanogenic inhibitory effects of Triangularin in B16F0 melanoma cells, in vitro and molecular docking studies.
Bioorganic & medicinal chemistry.
2019 08; 27(16):3722-3728. doi:
10.1016/j.bmc.2019.06.041
. [PMID: 31272835] - Ji Yeong Kim, Jeong Yoon Kim, Janar Jenis, Zuo Peng Li, Yeong Jun Ban, Aizhamal Baiseitova, Ki Hun Park. Tyrosinase inhibitory study of flavonolignans from the seeds of Silybum marianum (Milk thistle).
Bioorganic & medicinal chemistry.
2019 06; 27(12):2499-2507. doi:
10.1016/j.bmc.2019.03.013
. [PMID: 30871862] - Mahbobeh Montazeri, Saeed Emami, Hossein Asgarian-Omran, Soheil Azizi, Mehdi Sharif, Shahabeddin Sarvi, Fatemeh Rezaei, Mitra Sadeghi, Shaban Gohardehi, Ahmad Daryani. In vitro and in vivo evaluation of kojic acid against Toxoplasma gondii in experimental models of acute toxoplasmosis.
Experimental parasitology.
2019 May; 200(?):7-12. doi:
10.1016/j.exppara.2019.03.009
. [PMID: 30904693] - Weimeng Feng, Jinrui Liang, Bingbing Wang, Jianhua Chen. Improvement of kojic acid production in Aspergillus oryzae AR-47 mutant strain by combined mutagenesis.
Bioprocess and biosystems engineering.
2019 May; 42(5):753-761. doi:
10.1007/s00449-019-02079-9
. [PMID: 30805716] - Seemal Desai, Eloisa Ayres, Hana Bak, Megan Manco, Stephen Lynch, Susana Raab, Ana Du, DesTenee Green, Cezary Skobowiat, Janet Wangari-Talbot, Qian Zheng. Effect of a Tranexamic Acid, Kojic Acid, and Niacinamide Containing Serum on Facial Dyschromia: A Clinical Evaluation.
Journal of drugs in dermatology : JDD.
2019 May; 18(5):454-459. doi:
NULL
. [PMID: 31141852] - H-H Zhang, M-J Luo, Q-W Zhang, P-M Cai, A Idrees, Q-E Ji, J-Q Yang, J-H Chen. Molecular characterization of prophenoloxidase-1 (PPO1) and the inhibitory effect of kojic acid on phenoloxidase (PO) activity and on the development of Zeugodacus tau (Walker) (Diptera: Tephritidae).
Bulletin of entomological research.
2019 Apr; 109(2):236-247. doi:
10.1017/s0007485318000470
. [PMID: 29929571] - Katarzyna Hałdys, Rafał Latajka. Thiosemicarbazones with tyrosinase inhibitory activity.
MedChemComm.
2019 Mar; 10(3):378-389. doi:
10.1039/c9md00005d
. [PMID: 31015905] - Sae On Kim, Yujia Han, Sungjin Ahn, Seungchan An, Jeayoung C Shin, Hyunjung Choi, Hyoung-June Kim, Nok Hyun Park, Yong-Jin Kim, Sun Hee Jin, Ho Sik Rho, Minsoo Noh. Kojyl cinnamate esters are peroxisome proliferator-activated receptor α/γ dual agonists.
Bioorganic & medicinal chemistry.
2018 11; 26(21):5654-5663. doi:
10.1016/j.bmc.2018.10.010
. [PMID: 30352713] - Zhaojun Sheng, Siyuan Ge, Ximing Xu, Yan Zhang, Panpan Wu, Kun Zhang, Xuetao Xu, Chen Li, Denggao Zhao, Xiaowen Tang. Design, synthesis and evaluation of cinnamic acid ester derivatives as mushroom tyrosinase inhibitors.
MedChemComm.
2018 May; 9(5):853-861. doi:
10.1039/c8md00099a
. [PMID: 30108974] - Navneet Kishore, Danielle Twilley, Analike Blom van Staden, Praveen Verma, Bikram Singh, Giorgia Cardinali, Daniela Kovacs, Mauro Picardo, Vivek Kumar, Namrita Lall. Isolation of Flavonoids and Flavonoid Glycosides from Myrsine africana and Their Inhibitory Activities against Mushroom Tyrosinase.
Journal of natural products.
2018 01; 81(1):49-56. doi:
10.1021/acs.jnatprod.7b00564
. [PMID: 29300477] - Mai T T Nguyen, Tho H Le, Hai X Nguyen, Phu H Dang, Truong N V Do, Manabu Abe, Ryukichi Takagi, Nhan T Nguyen. Artocarmins G-M, Prenylated 4-Chromenones from the Stems of Artocarpus rigida and Their Tyrosinase Inhibitory Activities.
Journal of natural products.
2017 12; 80(12):3172-3178. doi:
10.1021/acs.jnatprod.7b00453
. [PMID: 29227656] - Ruimin Yang, Jing Yang, Li Wang, Jian-Ping Huang, Zijun Xiong, Jianying Luo, Mingming Yu, Yijun Yan, Sheng-Xiong Huang. Lorneic Acid Analogues from an Endophytic Actinomycete.
Journal of natural products.
2017 10; 80(10):2615-2619. doi:
10.1021/acs.jnatprod.7b00056
. [PMID: 28990780] - Dong-Mei Liu, Jun-Li Yang, Wei Ha, Juan Chen, Yan-Ping Shi. Kinetics and inhibition study of tyrosinase by pressure mediated microanalysis.
Analytical biochemistry.
2017 05; 525(?):54-59. doi:
10.1016/j.ab.2017.02.020
. [PMID: 28257907] - María D Santi, Mariana A Peralta, Caterine S Mendoza, José Luis Cabrera, María G Ortega. Chemical and bioactivity of flavanones obtained from roots of Dalea pazensis Rusby.
Bioorganic & medicinal chemistry letters.
2017 04; 27(8):1789-1794. doi:
10.1016/j.bmcl.2017.02.058
. [PMID: 28268138] - Batsukh Odonbayar, Toshihiro Murata, Javzan Batkhuu, Kosho Yasunaga, Rina Goto, Kenroh Sasaki. Antioxidant Flavonols and Phenolic Compounds from Atraphaxis frutescens and Their Inhibitory Activities against Insect Phenoloxidase and Mushroom Tyrosinase.
Journal of natural products.
2016 Dec; 79(12):3065-3071. doi:
10.1021/acs.jnatprod.6b00720
. [PMID: 28006914] - Namrita Lall, Elizabeth Mogapi, Marco Nuno de Canha, Bridget Crampton, Mabatho Nqephe, Ahmed A Hussein, Vivek Kumar. Insights into tyrosinase inhibition by compounds isolated from Greyia radlkoferi Szyszyl using biological activity, molecular docking and gene expression analysis.
Bioorganic & medicinal chemistry.
2016 11; 24(22):5953-5959. doi:
10.1016/j.bmc.2016.09.054
. [PMID: 27720556] - Cy V Credille, Yao Chen, Seth M Cohen. Fragment-Based Identification of Influenza Endonuclease Inhibitors.
Journal of medicinal chemistry.
2016 07; 59(13):6444-54. doi:
10.1021/acs.jmedchem.6b00628
. [PMID: 27291165] - A Maack, A Pegard. Populus nigra (Salicaceae) absolute rich in phenolic acids, phenylpropanoïds and flavonoids as a new potent tyrosinase inhibitor.
Fitoterapia.
2016 Jun; 111(?):95-101. doi:
10.1016/j.fitote.2016.04.001
. [PMID: 27091790] - M H Maneli, L Wiesner, C Tinguely, L M Davids, Z Spengane, P Smith, J C van Wyk, A Jardine, N P Khumalo. Combinations of potent topical steroids, mercury and hydroquinone are common in internationally manufactured skin-lightening products: a spectroscopic study.
Clinical and experimental dermatology.
2016 Mar; 41(2):196-201. doi:
10.1111/ced.12720
. [PMID: 26211494] - Le Duc Dat, Nguyen Phuong Thao, Bui Thi Thuy Luyen, Bui Huu Tai, Min Hee Jeong, Mi Hee Woo, Young Ho Kim. Identification of six new lupane-type triterpenoids from Acanthopanax koreanum leaves and their tyrosinase inhibitory activities.
Bioorganic & medicinal chemistry letters.
2016 Feb; 26(3):1061-1067. doi:
10.1016/j.bmcl.2015.12.020
. [PMID: 26786496] - Mahboobeh Sharifi, Mohammad Ghadamyari, Reza H Sajedi, Nosrat O Mahmoodi. Effects of 4-hexylresorcinol on the phenoloxidase from Hyphantria cunea (Lepidoptera: Arctiidae): In vivo and in vitro studies.
Insect science.
2015 Oct; 22(5):639-50. doi:
10.1111/1744-7917.12154
. [PMID: 24995395] - Shijuan Yan, Yating Liang, Jindan Zhang, Zhuang Chen, Chun-Ming Liu. Autoxidated linolenic acid inhibits aflatoxin biosynthesis in Aspergillus flavus via oxylipin species.
Fungal genetics and biology : FG & B.
2015 Aug; 81(?):229-37. doi:
10.1016/j.fgb.2014.11.005
. [PMID: 25498164] - Souichi Nakashima, Yoshimi Oda, Seikou Nakamura, Jiang Liu, Koko Onishi, Miki Kawabata, Hisako Miki, Yugo Himuro, Masayuki Yoshikawa, Hisashi Matsuda. Inhibitors of melanogenesis in B16 melanoma 4A5 cells from flower buds of Lawsonia inermis (Henna).
Bioorganic & medicinal chemistry letters.
2015 Jul; 25(13):2702-6. doi:
10.1016/j.bmcl.2015.04.052
. [PMID: 25987378] - Paula García, Ricardo L E Furlan. Multiresponse Optimisation Applied to the Development of a TLC Autography for the Detection of Tyrosinase Inhibitors.
Phytochemical analysis : PCA.
2015 Jul; 26(4):287-92. doi:
10.1002/pca.2562
. [PMID: 25808984] - Summervir Cheema, Monika Sommerhalter. Characterization of polyphenol oxidase activity in Ataulfo mango.
Food chemistry.
2015 Mar; 171(?):382-7. doi:
10.1016/j.foodchem.2014.09.011
. [PMID: 25308684] - Perng-Kuang Chang, Leslie L Scharfenstein, Brian Mack, Jiujiang Yu, Kenneth C Ehrlich. Transcriptomic profiles of Aspergillus flavus CA42, a strain that produces small sclerotia, by decanal treatment and after recovery.
Fungal genetics and biology : FG & B.
2014 Jul; 68(?):39-47. doi:
10.1016/j.fgb.2014.04.007
. [PMID: 24780887] - Jin-Dan Zhang, Lida Han, Shijuan Yan, Chun-Ming Liu. The non-metabolizable glucose analog D-glucal inhibits aflatoxin biosynthesis and promotes kojic acid production in Aspergillus flavus.
BMC microbiology.
2014 Apr; 14(?):95. doi:
10.1186/1471-2180-14-95
. [PMID: 24742119] - Montra Srisayam, Natthida Weerapreeyakul, Sahapat Barusrux, Waraporn Tanthanuch, Kanjana Thumanu. Application of FTIR microspectroscopy for characterization of biomolecular changes in human melanoma cells treated by sesamol and kojic acid.
Journal of dermatological science.
2014 Mar; 73(3):241-50. doi:
10.1016/j.jdermsci.2013.11.002
. [PMID: 24296160] - Noureddin El-Boulifi, Siti Efliza Ashari, Marta Serrano, Jose Aracil, Mercedes Martínez. Solvent-free lipase-catalyzed synthesis of a novel hydroxyl-fatty acid derivative of kojic acid.
Enzyme and microbial technology.
2014 Feb; 55(?):128-32. doi:
10.1016/j.enzmictec.2013.10.009
. [PMID: 24411455] - Yan Wang, Marcus J Curtis-Long, Byong Won Lee, Heung Joo Yuk, Dae Wook Kim, Xue Fei Tan, Ki Hun Park. Inhibition of tyrosinase activity by polyphenol compounds from Flemingia philippinensis roots.
Bioorganic & medicinal chemistry.
2014 Feb; 22(3):1115-20. doi:
10.1016/j.bmc.2013.12.047
. [PMID: 24412339] - Temine Sabudak, Ozlem Demirkiran, Mehmet Ozturk, Gulacti Topcu. Phenolic compounds from Trifolium echinatum Bieb. and investigation of their tyrosinase inhibitory and antioxidant activities.
Phytochemistry.
2013 Dec; 96(?):305-11. doi:
10.1016/j.phytochem.2013.08.014
. [PMID: 24070617] - Biswapriya B Misra, Satyahari Dey. TLC-bioautographic evaluation of in vitro anti-tyrosinase and anti-cholinesterase potentials of sandalwood oil.
Natural product communications.
2013 Feb; 8(2):253-6. doi:
. [PMID: 23513742]
- Jong H Kim, Bruce C Campbell, Kathleen L Chan, Noreen Mahoney, Ronald P Haff. Synergism of antifungal activity between mitochondrial respiration inhibitors and kojic acid.
Molecules (Basel, Switzerland).
2013 Jan; 18(2):1564-81. doi:
10.3390/molecules18021564
. [PMID: 23353126] - Jong H Kim, Perng-Kuang Chang, Kathleen L Chan, Natália C G Faria, Noreen Mahoney, Young K Kim, Maria de L Martins, Bruce C Campbell. Enhancement of commercial antifungal agents by Kojic Acid.
International journal of molecular sciences.
2012 Oct; 13(11):13867-80. doi:
10.3390/ijms131113867
. [PMID: 23203038] - A T S Jorge, K F Arroteia, I A Santos, E Andres, S P H Medina, C R Ferrari, C B Lourenço, R M T T Biaggio, P L Moreira. Schinus terebinthifolius Raddi extract and linoleic acid from Passiflora edulis synergistically decrease melanin synthesis in B16 cells and reconstituted epidermis.
International journal of cosmetic science.
2012 Oct; 34(5):435-40. doi:
10.1111/j.1468-2494.2012.00736.x
. [PMID: 22738140] - Daniele Sanna, Linda Bíró, Péter Buglyó, Giovanni Micera, Eugenio Garribba. Transport of the anti-diabetic VO2+ complexes formed by pyrone derivatives in the blood serum.
Journal of inorganic biochemistry.
2012 Oct; 115(?):87-99. doi:
10.1016/j.jinorgbio.2012.04.020
. [PMID: 22926028] - Yusei Kashima, Mitsuo Miyazawa. Synthesis and biological evaluation of bergenin analogues as mushroom tyrosinase inhibitors.
Archives of pharmacal research.
2012 Sep; 35(9):1533-41. doi:
10.1007/s12272-012-0903-3
. [PMID: 23054709] - Luisa Rizza, Claudia Bonina, Giuseppina Frasca, Carmelo Puglia. Skin-whitening effects of Mediterranean herbal extracts by in vitro and in vivo models.
Journal of cosmetic science.
2012 Sep; 63(5):311-20. doi:
"
. [PMID: 23089353] - Zong-Ping Zheng, Hui-Yuan Tan, Mingfu Wang. Tyrosinase inhibition constituents from the roots of Morus australis.
Fitoterapia.
2012 Sep; 83(6):1008-13. doi:
10.1016/j.fitote.2012.06.001
. [PMID: 22698714] - Kiyoshi Nokihara, Akiyoshi Hirata, Tetsuya Sogon, Takafumi Ohyama. Preparative scale isolation, purification and derivatization of mimosine, a non-proteinogenic amino acid.
Amino acids.
2012 Jul; 43(1):475-82. doi:
10.1007/s00726-011-1104-y
. [PMID: 21993536] - Juan Huang, Yan Liu, Tao Ding, Xiaoyan Zhang, Huilan Chen, Chongyu Shen, Bin Wu, Wen Niu. [Determination of kojic acid in foods using high performance liquid chromatography-tandem mass spectrometry].
Se pu = Chinese journal of chromatography.
2012 Jun; 30(6):578-83. doi:
10.3724/sp.j.1123.2012.02002
. [PMID: 23016291] - Jin Woo Lee, Cheong-Yong Yun, Eunmiri Roh, Chul Lee, Qinghao Jin, Kwon Ki Bang, Sang-Hun Jung, Dongho Lee, Mi Kyeong Lee, Youngsoo Kim, Bang Yeon Hwang. Melanogenesis inhibitory bisabolane-type sesquiterpenoids from the roots of Angelica koreana.
Bioorganic & medicinal chemistry letters.
2012 Apr; 22(8):2927-31. doi:
10.1016/j.bmcl.2012.02.047
. [PMID: 22450129] - Anupam Giri, Kazufumi Osako, Akira Okamoto, Emiko Okazaki, Toshiaki Ohshima. Effects of koji fermented phenolic compounds on the oxidative stability of fish miso.
Journal of food science.
2012 Feb; 77(2):C228-35. doi:
10.1111/j.1750-3841.2011.02540.x
. [PMID: 22251370] - Dongliang Wu, Shinichi Oide, Ning Zhang, May Yee Choi, B Gillian Turgeon. ChLae1 and ChVel1 regulate T-toxin production, virulence, oxidative stress response, and development of the maize pathogen Cochliobolus heterostrophus.
PLoS pathogens.
2012 Feb; 8(2):e1002542. doi:
10.1371/journal.ppat.1002542
. [PMID: 22383877] - Xiao Hu, Jin-Wei Wu, Meng Wang, Mei-Hua Yu, Qin-Shi Zhao, He-Yao Wang, Ai-Jun Hou. 2-Arylbenzofuran, flavonoid, and tyrosinase inhibitory constituents of Morus yunnanensis.
Journal of natural products.
2012 Jan; 75(1):82-7. doi:
10.1021/np2007318
. [PMID: 22165973] - Ah Jin Kim, Jung Nam Choi, Jiyoung Kim, Soo Hwan Yeo, Ji Ho Choi, Choong Hwan Lee. Metabolomics-based optimal koji fermentation for tyrosinase inhibition supplemented with Astragalus radix.
Bioscience, biotechnology, and biochemistry.
2012; 76(5):863-9. doi:
10.1271/bbb.110171
. [PMID: 22738950] - Manyatja Brenda Mapunya, Roumiana Vassileva Nikolova, Namrita Lall. Melanogenesis and antityrosinase activity of selected South african plants.
Evidence-based complementary and alternative medicine : eCAM.
2012; 2012(?):374017. doi:
10.1155/2012/374017
. [PMID: 22611429] - Seon-Yeong Kwak, Hye-Ryung Choi, Kyoung-Chan Park, Yoon-Sik Lee. Kojic acid-amino acid amide metal complexes and their melanogenesis inhibitory activities.
Journal of peptide science : an official publication of the European Peptide Society.
2011 Dec; 17(12):791-7. doi:
10.1002/psc.1404
. [PMID: 21957050] - Ta-Hsien Chuang, Hsiu-Hui Chan, Tian-Shung Wu, Chien-Fu Li. Chemical constituents and biological studies of the leaves of Grevillea robusta.
Molecules (Basel, Switzerland).
2011 Nov; 16(11):9331-9. doi:
10.3390/molecules16119331
. [PMID: 22064272] - J J Leyden, B Shergill, G Micali, J Downie, W Wallo. Natural options for the management of hyperpigmentation.
Journal of the European Academy of Dermatology and Venereology : JEADV.
2011 Oct; 25(10):1140-5. doi:
10.1111/j.1468-3083.2011.04130.x
. [PMID: 21623927] - Vaneeta M Sheth, Amit G Pandya. Melasma: a comprehensive update: part II.
Journal of the American Academy of Dermatology.
2011 Oct; 65(4):699-714. doi:
10.1016/j.jaad.2011.06.001
. [PMID: 21920242] - Yongbiao Wei, Chengyue Zhang, Pan Zhao, Xiaoda Yang, Kui Wang. A new salicylic acid-derivatized kojic acid vanadyl complex: synthesis, characterization and anti-diabetic therapeutic potential.
Journal of inorganic biochemistry.
2011 Aug; 105(8):1081-5. doi:
10.1016/j.jinorgbio.2011.05.008
. [PMID: 21726771] - Zoe Diana Draelos. The art and science of new advances in cosmeceuticals.
Clinics in plastic surgery.
2011 Jul; 38(3):397-407, vi. doi:
10.1016/j.cps.2011.02.002
. [PMID: 21824538] - María Eugenia Chiari, Domingo Mariano A Vera, Sara María Palacios, María Cecilia Carpinella. Tyrosinase inhibitory activity of a 6-isoprenoid-substituted flavanone isolated from Dalea elegans.
Bioorganic & medicinal chemistry.
2011 Jun; 19(11):3474-82. doi:
10.1016/j.bmc.2011.04.025
. [PMID: 21561780] - Ling-Ling Yu, Wei-Cheng Hu, Gang Ding, Rong-Tao Li, Jian-He Wei, Zhong-Mei Zou, Myeong-Hyeon Wang. Gusanlungionosides A-D, potential tyrosinase inhibitors from Arcangelisia gusanlung.
Journal of natural products.
2011 May; 74(5):1009-14. doi:
10.1021/np100900k
. [PMID: 21500777] - Kevin A Ford, Alexander G Gulevich, Tami L Swenson, John E Casida. Neonicotinoid insecticides: oxidative stress in planta and metallo-oxidase inhibition.
Journal of agricultural and food chemistry.
2011 May; 59(9):4860-7. doi:
10.1021/jf200485k
. [PMID: 21476569] - Zong-Ping Zheng, Qin Zhu, Chun-Lin Fan, Hui-Yuan Tan, Mingfu Wang. Phenolic tyrosinase inhibitors from the stems of Cudrania cochinchinensis.
Food & function.
2011 May; 2(5):259-64. doi:
10.1039/c1fo10033e
. [PMID: 21779564] - Myoung-Jin Oh, Mariani Abdul Hamid, Sulaiman Ngadiran, Young-Kwon Seo, Mohamad Roji Sarmidi, Chang Seo Park. Ficus deltoidea (Mas cotek) extract exerted anti-melanogenic activity by preventing tyrosinase activity in vitro and by suppressing tyrosinase gene expression in B16F1 melanoma cells.
Archives of dermatological research.
2011 Apr; 303(3):161-70. doi:
10.1007/s00403-010-1089-5
. [PMID: 20981431] - Mariana Andrea Peralta, María Gabriela Ortega, Alicia Mariel Agnese, José Luis Cabrera. Prenylated flavanones with anti-tyrosinase activity from Dalea boliviana.
Journal of natural products.
2011 Feb; 74(2):158-62. doi:
10.1021/np1004664
. [PMID: 21226489] - Ching-Wei Chang, Frederick A Beland, Wade M Hines, James C Fuscoe, Tao Han, James J Chen. Identification and categorization of liver toxicity markers induced by a related pair of drugs.
International journal of molecular sciences.
2011; 12(7):4609-24. doi:
10.3390/ijms12074609
. [PMID: 21845099] - Sanjeev Kumar Diwakar, Sarad Kumar Mishra. Purification and biochemical characterization of ionically unbound polyphenol oxidase from Musa paradisiaca leaf.
Preparative biochemistry & biotechnology.
2011; 41(2):187-200. doi:
10.1080/10826068.2011.547377
. [PMID: 21442554] - Supasiri Buranajaree, Piyaporn Donsing, Rattima Jeenapongsa, Jarupa Viyoch. Depigmenting action of a nanoemulsion containing heartwood extract of Artocarpus incisus on UVB-induced hyperpigmentation in C57BL/6 mice.
Journal of cosmetic science.
2011 Jan; 62(1):1-14. doi:
"
. [PMID: 21443841] - Salvador Gonzalez, Yolanda Gilaberte, Neena Philips, Angeles Juarranz. Fernblock, a nutriceutical with photoprotective properties and potential preventive agent for skin photoaging and photoinduced skin cancers.
International journal of molecular sciences.
2011; 12(12):8466-75. doi:
10.3390/ijms12128466
. [PMID: 22272084] - Ehsan Oskoueian, Norhani Abdullah, Rudi Hendra, Ehsan Karimi. Bioactive compounds, antioxidant, xanthine oxidase inhibitory, tyrosinase inhibitory and anti-inflammatory activities of selected agro-industrial by-products.
International journal of molecular sciences.
2011; 12(12):8610-25. doi:
10.3390/ijms12128610
. [PMID: 22272095] - Aranya Manosroi, Pensak Jantrawut, Hiroyuki Akazawa, Toshihiro Akihisa, Jiradej Manosroi. Biological activities of phenolic compounds isolated from galls of Terminalia chebula Retz. (Combretaceae).
Natural product research.
2010 Dec; 24(20):1915-26. doi:
10.1080/14786419.2010.488631
. [PMID: 21108118] - Hasnah M Sirat, Mohd Fazlin Rezali, Zanariah Ujang. Isolation and identification of radical scavenging and tyrosinase inhibition of polyphenols from Tibouchina semidecandra L.
Journal of agricultural and food chemistry.
2010 Oct; 58(19):10404-9. doi:
10.1021/jf102231h
. [PMID: 20809630] - Prontipa Nokthai, Vannajan Sanghiran Lee, Lalida Shank. Molecular modeling of peroxidase and polyphenol oxidase: substrate specificity and active site comparison.
International journal of molecular sciences.
2010 Sep; 11(9):3266-76. doi:
10.3390/ijms11093266
. [PMID: 20957092] - Zoe Diana Draelos, Margarita Yatskayer, Pragya Bhushan, Sreekumar Pillai, Christian Oresajo. Evaluation of a kojic acid, emblica extract, and glycolic acid formulation compared with hydroquinone 4\% for skin lightening.
Cutis.
2010 Sep; 86(3):153-8. doi:
"
. [PMID: 21049734] - Ludmila V Roze, Anindya Chanda, Maris Laivenieks, Randolph M Beaudry, Katherine A Artymovich, Anna V Koptina, Deena W Awad, Dina Valeeva, Arthur D Jones, John E Linz. Volatile profiling reveals intracellular metabolic changes in Aspergillus parasiticus: veA regulates branched chain amino acid and ethanol metabolism.
BMC biochemistry.
2010 Aug; 11(?):33. doi:
10.1186/1471-2091-11-33
. [PMID: 20735852] - Hui-Min Wang, Chung-Yi Chen, Chun-Yen Chen, Mei-Ling Ho, Yi-Ting Chou, Hou-Chien Chang, Chih-Hung Lee, Chau-Zen Wang, I-Ming Chu. (-)-N-Formylanonaine from Michelia alba as a human tyrosinase inhibitor and antioxidant.
Bioorganic & medicinal chemistry.
2010 Jul; 18(14):5241-7. doi:
10.1016/j.bmc.2010.05.045
. [PMID: 20584613] - S Madhogaria, I Ahmed. Leucoderma after use of a skin-lightening cream containing kojic dipalmitate, liquorice root extract and Mitracarpus scaber extract.
Clinical and experimental dermatology.
2010 Jun; 35(4):e103-5. doi:
10.1111/j.1365-2230.2009.03690.x
. [PMID: 19925490] - Zong-Ping Zheng, Ka-Wing Cheng, Qin Zhu, Xia-Chang Wang, Zhi-Xiu Lin, Mingfu Wang. Tyrosinase inhibitory constituents from the roots of Morus nigra: a structure-activity relationship study.
Journal of agricultural and food chemistry.
2010 May; 58(9):5368-73. doi:
10.1021/jf1003607
. [PMID: 20297841] - Souichi Nakashima, Hisashi Matsuda, Yoshimi Oda, Seikou Nakamura, Fengming Xu, Masayuki Yoshikawa. Melanogenesis inhibitors from the desert plant Anastatica hierochuntica in B16 melanoma cells.
Bioorganic & medicinal chemistry.
2010 Mar; 18(6):2337-2345. doi:
10.1016/j.bmc.2010.01.046
. [PMID: 20189399] - Saeideh Momtaz, Namrita Lall, Ahmed Hussein, Seyed Nasser Ostad, Mohammad Abdollahi. Investigation of the possible biological activities of a poisonous South African plant; Hyaenanche globosa (Euphorbiaceae).
Pharmacognosy magazine.
2010 Jan; 6(21):34-41. doi:
10.4103/0973-1296.59964
. [PMID: 20548934] - Jeong Mi Kim, Ryeo Kyeong Ko, Duk Sang Jung, Sang Suk Kim, Nam Ho Lee. Tyrosinase inhibitory constituents from the stems of Maackia fauriei.
Phytotherapy research : PTR.
2010 Jan; 24(1):70-5. doi:
10.1002/ptr.2870
. [PMID: 19441007] - Ebenezer A Ogundiwin, Cameron P Peace, Thomas M Gradziel, Dan E Parfitt, Fredrick A Bliss, Carlos H Crisosto. A fruit quality gene map of Prunus.
BMC genomics.
2009 Dec; 10(?):587. doi:
10.1186/1471-2164-10-587
. [PMID: 19995417] - P Khazaeli, R Goldoozian, F Sharififar. An evaluation of extracts of five traditional medicinal plants from Iran on the inhibition of mushroom tyrosinase activity and scavenging of free radicals.
International journal of cosmetic science.
2009 Oct; 31(5):375-81. doi:
10.1111/j.1468-2494.2009.00503.x
. [PMID: 19467035] - Zong-Ping Zheng, Sibao Chen, Shiyun Wang, Xia-Chang Wang, Ka-Wing Cheng, Jia-Jun Wu, Dajiang Yang, Mingfu Wang. Chemical components and tyrosinase inhibitors from the twigs of Artocarpus heterophyllus.
Journal of agricultural and food chemistry.
2009 Aug; 57(15):6649-55. doi:
10.1021/jf9014685
. [PMID: 19588925] - Xianglan Piao, Yanze Tian, Xiaoyuan Mi, Jian Cui. [Tyrosinase inhibition of Potentilla bifurca].
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.
2009 Aug; 34(15):1952-4. doi:
"
. [PMID: 19894542] - Lean-Teik Ng, Horng-Huey Ko, Tzy-Ming Lu. Potential antioxidants and tyrosinase inhibitors from synthetic polyphenolic deoxybenzoins.
Bioorganic & medicinal chemistry.
2009 Jul; 17(13):4360-6. doi:
10.1016/j.bmc.2009.05.019
. [PMID: 19481947] - Tran Minh Ngoc, IkSoo Lee, Do Thi Ha, Hongjin Kim, ByungSun Min, KiHwan Bae. Tyrosinase-inhibitory constituents from the twigs of Cinnamomum cassia.
Journal of natural products.
2009 Jun; 72(6):1205-8. doi:
10.1021/np900031q
. [PMID: 19555125]