Article
Biochemistry & Molecular Biology
Jeongin Ko, Jieun Lee, Hee Jin Jung, Sultan Ullah, Yeongmu Jeong, Sojeong Hong, Min Kyung Kang, Yu Jung Park, YeJi Hwang, Dongwan Kang, Yujin Park, Pusoon Chun, Jin-Wook Yoo, Hae Young Chung, Hyung Ryong Moon
Summary: Many compounds with the PUSC structure, including cinnamamide derivatives, have been found to effectively inhibit tyrosinase. The addition of a dithionate functional group to cinnamamide derivatives produces new compounds with high skin permeability and stronger inhibitory effects on tyrosinase. Kinetic studies and docking results confirm the mechanism of inhibition, and further research reveals the antioxidant and anti-melanogenic effects of these compounds. These findings provide a reference for the development of novel anti-melanogenesis agents.
Review
Biochemistry & Molecular Biology
Serena Vittorio, Christian Dank, Laura Ielo
Summary: Tyrosinase is a copper-containing enzyme involved in melanin biosynthesis. Excessive melanin production can lead to hyperpigmentation disorders and neurodegenerative processes. Inhibitors of this enzyme are being studied in medicinal chemistry, with a focus on heterocycle-bearing molecules. This review provides a comprehensive overview of synthetic tyrosinase inhibitors with heterocyclic moieties, categorized by their interaction with mushroom tyrosinase and human tyrosinase.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Biochemistry & Molecular Biology
Jianping Li, Xiaofeng Min, Xi Zheng, Shaohua Wang, Xuetao Xu, Jinbao Peng
Summary: Tyrosinase inhibitors, including cinnamic acid-eugenol esters, especially c27, showed definite inhibitory activity against tyrosinase, which is crucial in melanin production. Compound c27 exhibited the strongest tyrosinase inhibitory activity and could potentially be used as a lead compound in finding tyrosinase inhibitors.
Article
Chemistry, Multidisciplinary
Tho Huu Le, Phu Hoang Dang, Hai Xuan Nguyen, Truong Nhat Van Do, Nhan Trung Nguyen, Mai Thanh Thi Nguyen
Summary: Four new stilbene-like derivatives were isolated from the stems of Streblus ilicifolius, and Streblus E exhibited potent tyrosinase inhibitory activity. Molecular docking study revealed that Streblus E had lower binding affinity for oxy-tyrosinase compared to Streblus C.
Article
Chemistry, Multidisciplinary
Guoxiang Chi, Die Shuai, Jiaxin Li, Xiangsong Chen, Han Yang, Meijuan Zhao, Zedong Jiang, Li Wang, Bingnian Chen
Summary: We found that Keggin-type polyoxometalates (POMs) can efficiently inhibit tyrosinase activity and have superior inhibitory effects on melanin formation and cellular tyrosinase activity compared to other Keggin-type POMs. Our study also reveals that Keggin-type POMs bind competitively to tyrosinase through interactions with Cu2+ ions and amino acid residues, resulting in a reversible non-covalent complex formation. These findings provide valuable insights into the design, synthesis, and screening of polyoxometalates as multifunctional metallodrugs and food preservatives against hyperpigmentation.
Article
Chemistry, Medicinal
Letizia Crocetti, Giuseppe Floresta, Chiara Zagni, Divya Merugu, Francesca Mazzacuva, Renan Rodrigues de Oliveira Silva, Claudia Vergelli, Maria Paola Giovannoni, Agostino Cilibrizzi
Summary: FABP4 inhibitors are synthetic compounds that have attracted interest for their potential therapeutic applications in cancer and other diseases. Through computational molecular design, novel and potent FABP4 inhibitors have been developed.
Article
Agriculture, Multidisciplinary
Yiting Wen, Yujia Zhang, Xiaoli Zhang, Linjun Wang, Qiuxia Pan, Qiuhan Bai, Du Zhu, Weiming Chai
Summary: This study investigates the anti-tyrosinase activity and mechanism of albendazole and 2-(2-aminophenyl)-1H-benzimidazole (2-2-A-1HB) and demonstrates the ability of albendazole to inhibit browning of fresh-cut apples.
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE
(2023)
Review
Biochemistry & Molecular Biology
Morteza Vaezi
Summary: Safe and potent tyrosinase inhibitors are crucial for enhancing nutritional quality, promoting health, and preventing further damages. This review focuses on recent and efficient inhibitors discovered from synthetic sources and synthesized phenolic compounds. The inhibitory activity, mechanism, and potential applications of these inhibitors in various industries were discussed, emphasizing the importance of structural modification in finding novel and effective tyrosinase inhibitors.
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS
(2023)
Article
Spectroscopy
Run Cheng, Wenyan Shi, Qingyun Yuan, Ruiren Tang, Yujie Wang, Di Yang, Xin Xiao, Jianping Zeng, Jingwen Chen, Yanqing Wang
Summary: Seven isatin-thiosemicarbazone analogues with different substituents were synthesized and evaluated as inhibitors of mushroom tyrosinase. The substituent modifications affected the interactions between the inhibitors and target molecules, with the thiosemicarbazido moiety playing a predominant role in the inhibition. Theoretical calculations indicated a correlation between the electronic distribution and inhibitory potency of the compounds.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2021)
Article
Biochemistry & Molecular Biology
Jiaman Liu, Yuqing Liu, Xiaofeng He, Bo Teng, Jacqui M. McRae
Summary: Valonea tannin is a highly effective natural tyrosinase inhibitor with skin whitening properties, which inhibits the enzyme through a mixed competitive-uncompetitive mechanism. The substance binds non-selectively to the surface of tyrosinase via hydrogen bonds and hydrophobic interactions, and also possesses copper ion chelating and antioxidant abilities.
Article
Biochemistry & Molecular Biology
Xiaofeng Min, Li Lu, Xuetao Xu, Yi Wen, Xi Zheng
Summary: In this study, the inhibition mechanism and binding behavior of paeonol to tyrosinase and its antibrowning property were investigated. The results showed that paeonol could act as a reversible mixed-type tyrosinase inhibitor and inhibit enzyme catalytic activity by changing the chromophore microenvironment and conformation of tyrosinase.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2023)
Article
Biochemistry & Molecular Biology
Kai Tang, Yi Jiang, Huawei Zhang, Wenli Huang, Yundong Xie, Chong Deng, Hongbo Xu, Xiaomei Song, Hong Xu
Summary: This study synthesized a series of cinnamyl ester analogues, with compound 13 showing strong tyrosinase inhibitory activity and anti-melanogenesis effects, making it a potential candidate for novel tyrosinase inhibitors and whitening agents.
BIOORGANIC CHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Mubashir Hassan, Balasaheb D. Vanjare, Kyou-Yeong Sim, Hussain Raza, Ki Hwan Lee, Saba Shahzadi, Andrzej Kloczkowski
Summary: A series of novel 1,2,4-triazole compounds were synthesized and their structures were characterized through spectral methods. The synthesized derivatives showed good inhibitory activity against mushroom tyrosinase, with N-(4-fluorophenyl)-2-(5-(2-fluorophenyl)-4-(4-fluorophenyl)-4H-1,2,4-triazol-3-ylthio) acetamide exhibiting the most prominent activity. Molecular docking studies revealed the interaction profile of these compounds at the active site of tyrosinase.
Article
Biochemistry & Molecular Biology
Jin Chen, Zhuangwei Zhang, Huihui Li, Hongjin Tang
Summary: This study investigates the inhibitory effect of a library of flavonoids on tyrosinase activity. The results show that some flavonoids exhibit potent tyrosinase inhibitory activity and form complexes with the enzyme. The flavonoids also induce changes in surface hydrophobicity and secondary structure conformation of tyrosinase. Molecular modelling reveals the preferred binding conformation and the role of hydrophobic interaction and hydrogen bonding in stabilizing the flavonoid-tyrosinase complexes. These findings contribute to the understanding of flavonoids' potential as tyrosinase inhibitors in controlling food browning.
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
(2023)
Article
Food Science & Technology
Min-Kyeong Lee, Heeyeon Ryu, Hyeon Hak Jeong, Bonggi Lee
Summary: Brassinin, a phytoalexin found in cabbage, has been shown to have anti-cancer and anti-inflammatory effects. This study demonstrated that brassinin can inhibit melanogenesis by reducing both the activity and mRNA expression levels of tyrosinase. These findings suggest that brassinin could be used in pharmaceutical or cosmetic products for depigmentation purposes.
Article
Chemistry, Medicinal
Shibin Zhao, Julian Maceren, Mia Chung, Samantha Stone, Raphael Geiben, Melissa L. Boby, Bradley S. Sherborne, Derek S. Tan
Summary: Antibiotic resistance is a major threat to public health, with Gram-negative bacteria presenting unique challenges due to their low permeability and efflux pumps. Limited understanding of the chemical rules for overcoming these barriers hinders antibacterial drug discovery. Efforts to address this issue, such as screening compound libraries and using cheminformatic analysis, have led to the design of sulfamidoadenosines with diverse substituents, showing potential utility in accumulation in Escherichia coli.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Jichun Li, Qing Li, Shuai Xia, Jiahuang Tu, Longbo Zheng, Qian Wang, Shibo Jiang, Chao Wang
Summary: This study successfully developed a short peptide mimetic as a MERS-CoV fusion inhibitor by reproducing the key recognition features of the HR2 helix. The resulting 23-mer lipopeptide showed comparable inhibitory effect to the 36-mer HR2 peptide HR2P-M2. This has important implications for developing short peptide-based antiviral agents to treat MERS-CoV infection.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Krista Jaunsleine, Linda Supe, Jana Spura, Sten van Beek, Anna Sandstrom, Jessica Olsen, Carina Halleskog, Tore Bengtsson, Ilga Mutule, Benjamin Pelcman
Summary: Beta(2)-adrenergic receptor agonists can stimulate glucose uptake by skeletal muscle cells and are therefore potential treatments for type 2 diabetes. The chirality of compounds has a significant impact on the activity of these agonists. This study found that certain synthesized compounds showed higher glucose uptake activity. These findings provide important information for the design of novel beta(2)AR agonists for T2D treatment.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Xin Xu, Jia Chen, Guan Wang, Xiaojuan Zhang, Qiang Li, Xiaobo Zhou, Fengying Guo, Min Li
Summary: The study focuses on EZH2, a promising therapeutic target for various types of cancers. Researchers designed and synthesized a series of novel derivatives aiming to enhance the EZH2 inhibition activity. Among them, compound 28 displayed potent EZH2 inhibition activity and showed high anti-proliferative effects in lymphoma cell lines and xenograft mouse models. The study suggests that compound 28 has potential as a therapeutic candidate for EZH2-associated cancers.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Wei Zhang, Wei Liu, Ya-Dong Zhao, Li-Zi Xing, Ji Xu, Rui-Jun Li, Yun-Xiao Zhang
Summary: This study developed a series of aromatic amide derivatives based on Rhein and investigated their inhibitory activity against alpha-Syn aggregation. Two of these compounds showed promising potential in treating Parkinson's disease by stabilizing alpha-Syn's conformation and disassembling alpha-Syn oligomers and fibrils.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)
Article
Chemistry, Medicinal
Mani Sharma, S. S. S. S. Sudha Ambadipudi, Neeraj Kumar Chouhan, V. Lakshma Nayak, Srihari Pabbaraja, Sai Balaji Andugulapati, Ramakrishna Sistla
Summary: Therapeutically active lipids in drug delivery systems can enhance the safety and efficacy of treatment. The liposome formulation created using synthesized biologically active lipids showed additive anti-cancer effects and reduced tumorigenic potential.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2024)