Coumarin (BioDeep_00000000093)

 

Secondary id: BioDeep_00000397992, BioDeep_00000402536, BioDeep_00000859650

human metabolite PANOMIX_OTCML-2023 Toxin Antitumor activity


代谢物信息卡片


2h-1-benzopyran-2-one;coumarin;2h-chromen-2-one;coumarin ;coumarin (2h-1-benzopyran-2-one) (chromen-2-one);2h-1-benzopyran-2-one coumarin 2h-chromen-2-one coumarin coumarin (2h-1-benzopyran-2-one) (chromen-2-one)

化学式: C9H6O2 (146.0368)
中文名称: 香豆素
谱图信息: 最多检出来源 Homo sapiens(plant) 12.89%

Reviewed

Last reviewed on 2024-09-04.

Cite this Page

Coumarin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/coumarin (retrieved 2024-12-23) (BioDeep RN: BioDeep_00000000093). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C1=CC=C2C(=C1)C=CC(=O)O2
InChI: InChI=1S/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6H

描述信息

Coumarin appears as colorless crystals, flakes or colorless to white powder with a pleasant fragrant vanilla odor and a bitter aromatic burning taste. (NTP, 1992)
Coumarin is a chromenone having the keto group located at the 2-position. It has a role as a fluorescent dye, a plant metabolite and a human metabolite.
Coumarin is a natural product found in Eupatorium cannabinum, Eupatorium japonicum, and other organisms with data available.
Coumarin is o hydroxycinnamic acid. Pleasant smelling compound found in many plants and released on wilting. Has anticoagulant activity by competing with Vitamin K.
Coumarin is a chemical compound/poison found in many plants, notably in high concentration in the tonka bean, woodruff, and bison grass. It has a sweet scent, readily recognised as the scent of newly-mown hay. It has clinical value as the precursor for several anticoagulants, notably warfarin. --Wikipedia. Coumarins, as a class, are comprised of numerous naturally occurring benzo-alpha-pyrone compounds with important and diverse physiological activities. The parent compound, coumarin, occurs naturally in many plants, natural spices, and foods such as tonka bean, cassia (bastard cinnamon or Chinese cinnamon), cinnamon, melilot (sweet clover), green tea, peppermint, celery, bilberry, lavender, honey (derived both from sweet clover and lavender), and carrots, as well as in beer, tobacco, wine, and other foodstuffs. Coumarin concentrations in these plants, spices, and foods range from <1 mg/kg in celery, 7000 mg/kg in cinnamon, and up to 87,000 mg/kg in cassia. An estimate of human exposure to coumarin from the diet has been calculated to be 0.02 mg/kg/day. Coumarin is used as an additive in perfumes and fragranced consumer products at concentrations ranging from <0.5\\\\% to 6.4\\\\% in fine fragrances to <0.01\\\\% in detergents. An estimate for systemic exposure of humans from the use of fragranced cosmetic products is 0.04 mg/kg BW/day, assuming complete dermal penetration. The use of coumarin as a food additive was banned by the FDA in 1954 based on reports of hepatotoxicity in rats. Due to its potential hepatotoxic effects in humans, the European Commission restricted coumarin from naturals as a direct food additive to 2 mg/kg food/day, with exceptions granting higher levels for alcoholic beverages, caramel, chewing gum, and certain traditional foods. In addition to human exposure to coumarin from dietary sources and consumer products, coumarin is also used clinically as an antineoplastic and for the treatment of lymphedema and venous insufficiency. Exposure ranges from 11 mg/day for consumption of natural food ingredients to 7 g/day following clinical administration. Although adverse effects in humans following coumarin exposure are rare, and only associated with clinical doses, recent evidence indicates coumarin causes liver tumors in rats and mice and Clara cell toxicity and lung tumors in mice. The multiple effects as well as the ongoing human exposure to coumarin have resulted in a significant research effort focused on understanding the mechanism of coumarin induced toxicity/carcinogenicity and its human relevance. These investigations have revealed significant species differences in coumarin metabolism and toxicity such that the mechanism of coumarin induced effects in rodents, and the relevance of these findings for the safety assessment of coumarin exposure in humans are now better understood. In October 2004, the European Food Safety Authority (EFSA, 2004) reviewed coumarin to establish a tolerable daily intake (TDI) in foods. EFSA issued an opinion indicating that coumarin is not genotoxic, and that a threshold approach to safety assessment was most appropriate. EFSA recommended a TDI of 0 to 0.1 mg/kg BW/day. Including dietary contributions, the total human exposure is estimated to be 0.06 mg/kg/day. As a pharmaceutical, coumarin has been used in diverse applications with a wide variety of dosing regimens. Unlike coumadin and ...
Coumarin belongs to the class of chemicals known as chromenones. Specifically it is a chromenone having the keto group located at the 2-position. A chromenone is a benzene molecule with two adjacent hydrogen atoms replaced by a lactone-like chain forming a second six-membered heterocycle that shares two carbons with the benzene ring. Coumarin is also described as a benzopyrone and is considered as a lactone. Coumarin is a colorless crystalline solid with a bitter taste and sweet odor resembling the scent of vanilla or the scent of newly-mowed or recently cut hay. It is a chemical poison found in many plants where it may serve as a chemical defense against predators. Coumarin occurs naturally in many plants and foods such as the tonka bean, woodruff, bison grass, cassia (bastard cinnamon or Chinese cinnamon), cinnamon, melilot (sweet clover), green tea, peppermint, celery, bilberry, lavender, honey (derived both from sweet clover and lavender), and carrots, as well as in beer, tobacco, wine, and other foodstuffs. Coumarin concentrations in these plants, spices, and foods range from <1 mg/kg in celery, to 7000 mg/kg in cinnamon, and up to 87,000 mg/kg in cassia. An estimate of human exposure to coumarin from the diet has been calculated to be 0.02 mg/kg/day. Coumarin is used as an additive in perfumes and fragranced consumer products at concentrations ranging from <0.5\\\\% To 6.4\\\\% In fine fragrances to <0.01\\\\% In detergents. An estimate for systemic exposure of humans from the use of fragranced cosmetic products is 0.04 mg/kg BW/day, assuming complete dermal penetration. The use of coumarin as a food additive was banned by the FDA in 1954 based on reports of hepatotoxicity in rats. It has clinical value as the precursor for several anticoagulants, notably warfarin. Coumarins, as a class, are comprised of numerous naturally occurring benzo-alpha-pyrone compounds with important and diverse physiological activities. Due to its potential hepatotoxic effects in humans, the European Commission restricted coumarin from naturals as a direct food additive to 2 mg/kg food/day, with exceptions granting higher levels for alcoholic beverages, caramel, chewing gum, and certain traditional foods. In addition to human exposure to coumarin from dietary sources and consumer products, coumarin is also used clinically as an antineoplastic and for the treatment of lymphedema and venous insufficiency. Exposure ranges from 11 mg/day for consumption of natural food ingredients to 7 g/day following clinical administration. Although adverse effects in humans following coumarin exposure are rare, and only associated with clinical doses, recent evidence indicates coumarin causes liver tumors in rats and mice and Clara cell toxicity and lung tumors in mice. The multiple effects as well as the ongoing human exposure to coumarin have resulted in a significant research effort focused on understanding the mechanism of coumarin induced toxicity/carcinogenicity and its human relevance. These investigations have revealed significant species differences in coumarin metabolism and toxicity such that the mechanism of coumarin induced effects in rodents, and the relevance of these findings for the safety assessment of coumarin exposure in humans are now better understood. In October 2004, the European Food Safety Authority (EFSA, 2004) reviewed coumarin to establish a tolerable daily intake (TDI) in foods. EFSA issued an opinion indicating that coumarin is not genotoxic, and that a threshold approach to safety assessment was most appropriate. EFSA recommended a TDI of 0 to 0.1 Mg/kg BW/day. Including dietary contributions, the total human exposure is estimated to be 0.06 Mg/kg/day. As a pharmaceutical, coumarin has been used in diverse applications with a wide variety of dosing regimens. Unlike coumadin and other coumarin derivatives, coumarin has no anti-coagulant activity. However, at low doses (typically 7 to 10 mg/day), coumarin has been used as a venotonic to promote...
C78275 - Agent Affecting Blood or Body Fluid > C263 - Anticoagulant Agent
A chromenone having the keto group located at the 2-position.
COVID info from COVID-19 Disease Map
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
[Raw Data] CB013_Coumarin_pos_20eV_CB000008.txt
[Raw Data] CB013_Coumarin_pos_30eV_CB000008.txt
[Raw Data] CB013_Coumarin_pos_10eV_CB000008.txt
[Raw Data] CB013_Coumarin_pos_50eV_CB000008.txt
[Raw Data] CB013_Coumarin_pos_40eV_CB000008.txt
Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities.
Coumarin is the primary bioactive ingredient in Radix Glehniae, named Beishashen in China, which possesses many pharmacological activities, including anticancer, anti-inflammation and antivirus activities.

同义名列表

119 个代谢物同义名

2h-1-benzopyran-2-one;coumarin;2h-chromen-2-one;coumarin ;coumarin (2h-1-benzopyran-2-one) (chromen-2-one);2h-1-benzopyran-2-one coumarin 2h-chromen-2-one coumarin coumarin (2h-1-benzopyran-2-one) (chromen-2-one); Coumarin, European Pharmacopoeia (EP) Reference Standard; 2-Propenoic acid, 3-(2-hydroxyphenyl)-, .delta.-lactone; COUMARIN (CONSTITUENT OF CINNAMOMUM CASSIA BARK) [DSC]; COUMARIN (CONSTITUENT OF CINNAMOMUM VERUM BARK) [DSC]; 2-Propenoic acid, 3-(2-hydroxyphenyl)-, delta-lactone; Coumarin, certified reference material, TraceCERT(R); 2-Propenoic acid, 3-(2-hydroxyphenyl)-delta-lactone; Coumarin, primary pharmaceutical reference standard; 2-Propenoic acid, 3-(2-hydroxyphenyl)-, δ-lactone; 2-Propenoate, 3-(2-hydroxyphenyl)-, delta-lactone; 2-Propenoic acid, 3-(2-hydroxyphenyl)-, d-lactone; InChI=1/C9H6O2/c10-9-6-5-7-3-1-2-4-8(7)11-9/h1-6; 2-Propenoate, 3-(2-hydroxyphenyl)-, δ-lactone; 2-Propenoate, 3-(2-hydroxyphenyl)-, D-lactone; 3-(2-Hydroxyphenyl)-2-propenoic delta-lactone; 5-17-10-00143 (Beilstein Handbook Reference); Cinnamic acid, o-hydroxy-, .delta.-lactone; Coumarin, Vetec(TM) reagent grade, >=99\\%; Cinnamic acid, o-hydroxy-, delta-lactone; D3E956C4-9541-4F57-9435-7D915C38E19E; o-hydroxycinnamic acid delta-lactone; o-Hydroxyzimtsaure-lacton [German]; O-Hydroxycinnamic acid δ-lactone; O-Hydroxycinnamate delta-lactone; 2H-chromen-2-one (ACD/Name 4.0); o-Hydroxycinnamic acid lactone; Cinnamic acid, .delta.-lactone; cis-o-Coumaric acid anhydride; cis-o-Coumarinic acid lactone; COUMARIN (PROHIBITED) [FHFI]; O-Hydroxycinnamate δ-lactone; O-Hydroxycinnamate lactone; o-Hydroxyzimtsaure-lacton; cis-O-Coumarinate lactone; o-Hydroxycinnamic lactone; {2H-Benzo[b]pyran-2-one}; 2H-1-Benzopyran, 2-oxo-; Coumarin, >=99\\% (HPLC); o-Coumaric acid lactone; 2H-Benzo[b]pyran-2-one; 2H-Benzo(b)pyran-2-one; 5,6-benzo-alpha-pyrone; Coumarin (prohibited); 2-oxo-2H-1-benzopyran; 2H-1-Benzopyran-2-one; Coumarinic anhydride; 2-Oxo-1,2-benzopyran; 3-(2-hydroxyphenyl)-; Benzo-.alpha.-pyrone; 2H-1-benzopyran-2-on; 2H-Benzopyran-2-one; benzopyrylium olate; Rattex Rodenticide; coumarinac lactone; Tonka bean camphor; 1-Benzopyran-2-one; 2H-Chromen-2-one #; Benzo-alpha-pyrone; 5,6-Benzo-2-pyrone; Coumarinic lactone; alpha-benzopyrone; Venalot mono (TN); Coumarin Phenolic; COUMARINUM [HPUS]; a 1,2-benzopyrone; 2h-chromene-2-one; COUMARIN [WHO-DD]; Spectrum4_001818; 2H-Chromen-2-one; Spectrum5_000555; Coumarin, >=98\\%; Spectrum3_001772; 1, 2-Benzopyrone; COUMARIN (MART.); Spectrum2_000303; COUMARIN [MART.]; UNII-A4VZ22K1WT; COUMARIN [HSDB]; COUMARIN (IARC); COUMARIN [INCI]; Kumarin [Czech]; 1,2-benzopyrone; COUMARIN [IARC]; Tox21_111141_1; Benzo-a-pyrone; Benzo-α-pyrone; Coumarin (DCF); COUMARIN [MI]; Coumarin [NF]; chromen-2-one; benzopyranone; WLN: T66 BOVJ; KBio2_006952; Tox21_111141; KBio3_002764; Tox21_202427; KBio2_004384; KBio2_001816; NCI60_041938; Tox21_300057; Venalot mono; CAS-91-64-5; chromen-one; Coumarinum; chromenone; A4VZ22K1WT; a coumarin; d-lactone; AI3-00753; Coumarine; coumarin-; Coumarin; cumarin; Kumarin; Rattex; COU; Coumarin; Coumarin



数据库引用编号

33 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(7)

BioCyc(2)

PlantCyc(1)

代谢反应

182 个相关的代谢反应过程信息。

Reactome(57)

BioCyc(4)

WikiPathways(0)

Plant Reactome(3)

INOH(0)

PlantCyc(117)

COVID-19 Disease Map(1)

PathBank(0)

PharmGKB(0)

119 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
Cytoplasm 12 ABCB1, ALB, ANXA5, CYP1A1, CYP2C9, CYP2E1, CYP3A4, CYP4F2, HPGDS, MAPK14, MTOR, NOS2
Peripheral membrane protein 5 ANXA5, CYP1A1, CYP2E1, CYP4F2, MTOR
Endoplasmic reticulum membrane 8 CYP19A1, CYP1A1, CYP2C9, CYP2E1, CYP3A4, CYP4F2, MTOR, VKORC1
Nucleus 4 ALB, MAPK14, MTOR, NOS2
cytosol 7 ALB, ANXA5, GPT, HPGDS, MAPK14, MTOR, NOS2
dendrite 2 MAOB, MTOR
phagocytic vesicle 1 MTOR
centrosome 1 ALB
nucleoplasm 5 ATP2B1, HPGDS, MAPK14, MTOR, NOS2
Cell membrane 3 ABCB1, ATP2B1, TNF
Cytoplasmic side 2 MAOB, MTOR
Multi-pass membrane protein 4 ABCB1, ATP2B1, CYP19A1, VKORC1
Golgi apparatus membrane 1 MTOR
Synapse 1 ATP2B1
cell surface 2 ABCB1, TNF
glutamatergic synapse 2 ATP2B1, MAPK14
Golgi apparatus 1 ALB
Golgi membrane 1 MTOR
lysosomal membrane 2 GAA, MTOR
mitochondrial inner membrane 2 CYP1A1, CYP2E1
neuronal cell body 2 MAOB, TNF
presynaptic membrane 1 ATP2B1
sarcolemma 1 ANXA5
Cytoplasm, cytosol 1 NOS2
Lysosome 2 GAA, MTOR
plasma membrane 7 ABCB1, ATP2B1, CYP2C9, F2, GAA, NOS2, TNF
synaptic vesicle membrane 1 ATP2B1
Membrane 8 ABCB1, ANXA5, ATP2B1, CYP19A1, CYP3A4, CYP4F2, GAA, MTOR
apical plasma membrane 2 ABCB1, CYP4F2
basolateral plasma membrane 1 ATP2B1
extracellular exosome 7 ABCB1, ALB, ANXA5, ATP2B1, F2, GAA, GPT
Lysosome membrane 2 GAA, MTOR
endoplasmic reticulum 3 ALB, CYP19A1, VKORC1
extracellular space 3 ALB, F2, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 NOS2
mitochondrion 3 CYP1A1, MAOB, MAPK14
protein-containing complex 1 ALB
intracellular membrane-bounded organelle 8 ATP2B1, CYP1A1, CYP2C9, CYP2E1, CYP3A4, CYP4F2, GAA, HPGDS
Microsome membrane 7 CYP19A1, CYP1A1, CYP2C9, CYP2E1, CYP3A4, CYP4F2, MTOR
TORC1 complex 1 MTOR
TORC2 complex 1 MTOR
Secreted 3 ALB, F2, GAA
extracellular region 6 ALB, ANXA5, F2, GAA, MAPK14, TNF
Mitochondrion outer membrane 2 MAOB, MTOR
mitochondrial outer membrane 2 MAOB, MTOR
anchoring junction 1 ALB
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 ATP2B1
external side of plasma membrane 2 ANXA5, TNF
Cytoplasm, P-body 1 NOS2
P-body 1 NOS2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Apical cell membrane 1 ABCB1
Cytoplasm, perinuclear region 1 NOS2
Mitochondrion inner membrane 2 CYP1A1, CYP2E1
Membrane raft 1 TNF
focal adhesion 1 ANXA5
Peroxisome 1 NOS2
peroxisomal matrix 1 NOS2
Nucleus, PML body 1 MTOR
PML body 1 MTOR
collagen-containing extracellular matrix 2 ANXA5, F2
lateral plasma membrane 1 ATP2B1
nuclear speck 1 MAPK14
Zymogen granule membrane 1 ANXA5
ciliary basal body 1 ALB
cell projection 1 ATP2B1
phagocytic cup 1 TNF
centriole 1 ALB
spindle pole 2 ALB, MAPK14
blood microparticle 2 ALB, F2
Basolateral cell membrane 1 ATP2B1
nuclear envelope 1 MTOR
Endomembrane system 1 MTOR
tertiary granule membrane 1 GAA
Presynaptic cell membrane 1 ATP2B1
ficolin-1-rich granule lumen 1 MAPK14
secretory granule lumen 1 MAPK14
Golgi lumen 1 F2
endoplasmic reticulum lumen 2 ALB, F2
platelet alpha granule lumen 1 ALB
azurophil granule membrane 1 GAA
mitochondrial envelope 1 MAOB
immunological synapse 1 ATP2B1
Single-pass type IV membrane protein 1 MAOB
vesicle membrane 1 ANXA5
ficolin-1-rich granule membrane 1 GAA
external side of apical plasma membrane 1 ABCB1
Cytoplasmic vesicle, phagosome 1 MTOR
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
cortical cytoskeleton 1 NOS2
endothelial microparticle 1 ANXA5
autolysosome lumen 1 GAA
photoreceptor ribbon synapse 1 ATP2B1
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Kaiyue Liu, Fuliang Song, Jie Wang, Xingrui Wang, Chun Kan. A V-shaped bis-coumarin based fluorescence probe for F- detection in tea infusions and potable water and bioimaging applications in living systems. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2024 Aug; 316(?):124349. doi: 10.1016/j.saa.2024.124349. [PMID: 38692107]
  • Fahed A Aloufi, Hamada AbdElgawad, Riyadh F Halawani, Mansour A Balkhyour, Abdelrahim H A Hassan. Selenium nanoparticles induce coumarin metabolism and essential oil production in Trachyspermum ammi under future climate CO2 conditions. Plant physiology and biochemistry : PPB. 2024 Jun; 211(?):108705. doi: 10.1016/j.plaphy.2024.108705. [PMID: 38714128]
  • Megan DeLoose, Huikyong Cho, Nadia Bouain, Ilyeong Choi, Chanakan Prom-U-Thai, Zaigham Shahzad, Luqing Zheng, Hatem Rouached. PDR9 allelic variation and MYB63 modulate nutrient-dependent coumarin homeostasis in Arabidopsis. The Plant journal : for cell and molecular biology. 2024 Mar; 117(6):1716-1727. doi: 10.1111/tpj.16678. [PMID: 38361338]
  • Sunbula Atolikshoeva, Jun Li, Jiangyu Zhao, Sodik Numonov, Haji Akber Aisa. New coumarin from the roots of Prangos pabularia growing wild in Tajikistan. Natural product research. 2024 Jan; 38(1):1-9. doi: 10.1080/14786419.2022.2102627. [PMID: 35895127]
  • Vanessa Paffrath, Yudelsy A Tandron Moya, Günther Weber, Nicolaus von Wirén, Ricardo F H Giehl. A major role of coumarin-dependent ferric iron reduction in strategy I-type iron acquisition in Arabidopsis. The Plant cell. 2023 Nov; ?(?):. doi: 10.1093/plcell/koad279. [PMID: 38016103]
  • Alexander Beesley, Sebastian F Beyer, Verena Wanders, Sophie Levecque, Sandra Bredenbruch, Samer S Habash, A Sylvia S Schleker, Jochem Gätgens, Marco Oldiges, Holger Schultheiss, Uwe Conrath, Caspar J G Langenbach. Engineered coumarin accumulation reduces mycotoxin-induced oxidative stress and disease susceptibility. Plant biotechnology journal. 2023 Aug; ?(?):. doi: 10.1111/pbi.14144. [PMID: 37578146]
  • Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products. ACS pharmacology & translational science. 2023 May; 6(5):683-701. doi: 10.1021/acsptsci.2c00194. [PMID: 37200814]
  • Seol Jang, Ami Lee, Youn-Hwan Hwang. Chemical Profile Determination and Quantitative Analysis of Components in Oryeong-san Using UHPLC-Q-Orbitrap-MS and UPLC-TQ-MS/MS. Molecules (Basel, Switzerland). 2023 Apr; 28(9):. doi: 10.3390/molecules28093685. [PMID: 37175095]
  • Yerlan M Suleimen, Rani A Jose, Raigul N Suleimen, Margarita Y Ishmuratova, Suzanne Toppet, Wim Dehaen, Aisha A Alsfouk, Eslam B Elkaeed, Ibrahim H Eissa, Ahmed M Metwaly. Isolation and In Silico SARS-CoV-2 Main Protease Inhibition Potential of Jusan Coumarin, a New Dicoumarin from Artemisia glauca. Molecules (Basel, Switzerland). 2022 Mar; 27(7):. doi: 10.3390/molecules27072281. [PMID: 35408682]
  • Fanxin Zeng, Tao Lu, Jie Wang, Xuliang Nie, Wanming Xiong, Zhongping Yin, Dayong Peng. Design, Synthesis and Bioactivity Evaluation of Coumarin-BMT Hybrids as New Acetylcholinesterase Inhibitors. Molecules (Basel, Switzerland). 2022 Mar; 27(7):. doi: 10.3390/molecules27072142. [PMID: 35408542]
  • Wanjun Gong, Lingdong Jiang, Yanxia Zhu, Mengna Jiang, Danyang Chen, Zhaokui Jin, Shucun Qin, Zhiqiang Yu, Qianjun He. An Activity-Based Ratiometric Fluorescent Probe for In Vivo Real-Time Imaging of Hydrogen Molecules. Angewandte Chemie (International ed. in English). 2022 02; 61(9):e202114594. doi: 10.1002/anie.202114594. [PMID: 34921480]
  • Yanyan Zhao, Wen Shi, Xiaohua Li, Huimin Ma. Recent advances in fluorescent probes for lipid droplets. Chemical communications (Cambridge, England). 2022 Feb; 58(10):1495-1509. doi: 10.1039/d1cc05717k. [PMID: 35019910]
  • Jeelan Basha Shaik, Yelamanda Rao Kandrakonda, Monika Kallubai, Navya Naidu Gajula, Shreya Dubey, Bindu Madhava Reddy Aramati, Rajagopal Subramanyam, Gangaiah Damu Amooru. Deciphering the AChE-binding mechanism with multifunctional tricyclic coumarin anti-Alzheimer's agents using biophysical and bioinformatics approaches and evaluation of their modulating effect on Amyloidogenic peptide assembly. International journal of biological macromolecules. 2021 Dec; 193(Pt B):1409-1420. doi: 10.1016/j.ijbiomac.2021.10.204. [PMID: 34740688]
  • Meiling Luo, Qiao Li, Ping Shen, Shengli Hu, Junyu Wang, Zhou Wu, Zhenhong Su. Coumarin 1,4-enedione for selective detection of hydrazine in aqueous solution and fluorescence imaging in living cells. Analytical and bioanalytical chemistry. 2021 Dec; 413(30):7541-7548. doi: 10.1007/s00216-021-03719-4. [PMID: 34783881]
  • Lei Liu, Li-Peng Shan, Ming-Yang Xue, Jian-Fei Lu, Yang Hu, Guang-Lu Liu, Jiong Chen. Potential application of antiviral coumarin in aquaculture against IHNV infection by reducing viral adhesion to the epithelial cell surface. Antiviral research. 2021 11; 195(?):105192. doi: 10.1016/j.antiviral.2021.105192. [PMID: 34687821]
  • Seyed Jamal Alavi, Amir Zebarjadi, Mahdi Hosseini Bafghi, Hossein Orafai, Hamid Sadeghian. O-prenylated carbostyrils as a novel class of 15-lipoxygenase inhibitors: Synthesis, characterization, and inhibitory assessment. Chemical biology & drug design. 2021 11; 98(5):894-902. doi: 10.1111/cbdd.13944. [PMID: 34453501]
  • Y Fakri Mustafa, R Riyadh Khalil, E Tareq Mohammed, M K Bashir, M Khudhayer Oglah. Effects of Structural Manipulation on the Bioactivity of some Coumarin-Based Products. Archives of Razi Institute. 2021 11; 76(5):1297-1305. doi: 10.22092/ari.2021.356100.1776. [PMID: 35355735]
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