ACS Chemical Biology p. 1950 - 1957 (2018)
Update date:2022-08-11
Topics:
Anaissi-Afonso, Laura
Oramas-Royo, Sandra
Ayra-Plasencia, Jessel
Martín-Rodríguez, Patricia
García-Luis, Jonay
Lorenzo-Castrillejo, Isabel
Fernández-Pérez, Leandro
Estévez-Braun, Ana
Machín, Félix
Naphthoquinones are among the most active natural products obtained from plants and microorganisms. Naphthoquinones exert their biological activities through pleiotropic mechanisms that include reactivity against cell nucleophiles, generation of reactive oxygen species (ROS), and inhibition of proteins. Here, we report a mechanistic antiproliferative study performed in the yeast Saccharomyces cerevisiae for several derivatives of three important natural naphthoquinones: lawsone, juglone, and β-lapachone. We have found that (i) the free hydroxyl group of lawsone and juglone modulates toxicity; (ii) lawsone and juglone derivatives differ in their mechanisms of action, with ROS generation being more important for the former; and (iii) a subset of derivatives possess the capability to disrupt mitochondrial function, with β-lapachones being the most potent compounds in this respect. In addition, we have cross-compared yeast results with antibacterial and antitumor activities. We discuss the relationship between the mechanistic findings, the antiproliferative activities, and the physicochemical properties of the naphthoquinones.
View MoreContact:86-371-63655023
Address:No.85,jinshui road,zhengzhou,China
TANGSHAN SANJIANG CHEMICAL CO.,LTD
Contact:86-315-2239987
Address:NANPU ECNOMIC DEVELOPMENT ZONE,TANGSHAN ,CHINA
Suzhou Time-chem Technologies Co., Ltd.
Contact:0512-63983931/68086856
Address:No. 1326 of Binhe Road, New District, Suzhou, Jiangsu, P. R. China
website:http://www.uvchemkleys.com
Contact:+86 21 3868 0172
Address:RM-1203, Ziguang Building, #341 Shangcheng Road, Pudong Dist, Shanghai
Contact:86-15588110016
Address:LINYI CITY,SHANDONG PROVINCE,CHINA
Doi:10.1007/BF00471503
()Doi:10.1107/S2053229618008355
(2018)Doi:10.1007/s00706-015-1468-x
(2015)Doi:10.1039/C39770000412
(1977)Doi:10.1021/ja00265a035
(1986)Doi:10.1002/cmdc.202000328
(2020)