Metabolic Profile, Biotransformation, Docking Studies and Molecular Dynamics Simulations of Bioactive Compounds Secreted by CG3 Strain

被引:5
作者
Messaoudi, Omar [1 ,2 ,3 ]
Sudarman, Enge [4 ,5 ]
Patel, Chirag [6 ]
Bendahou, Mourad [3 ]
Wink, Joachim [2 ]
机构
[1] Univ Amar Telidji, Fac Sci, Dept Biol, Laghouat 03000, Algeria
[2] Helmholtz Ctr Infect Res GmbH HZI, Microbial Strain Collect, Inhoffenstr 7, D-38124 Braunschweig, Germany
[3] Abou Bekr Belkaid Univ, Lab Appl Microbiol Food & Environm, Tilimsen 13000, Algeria
[4] Helmholtz Ctr Infect Res GmbH HZI, Dept Microbial Drugs, Inhoffenstr 7, D-38124 Braunschweig, Germany
[5] German Ctr Infect Res Assoc DZIF, Partner Site Hannover Braunschweig, Inhoffenstr 7, D-38124 Braunschweig, Germany
[6] NCI, Comp Aided Drug Design Grp, Chem Biol Lab, Ctr Canc Res,NIH, Frederick, MD 21702 USA
来源
ANTIBIOTICS-BASEL | 2022年 / 11卷 / 05期
关键词
Nocardiopsis CG3; bioactive compound; biotransformation; isoflavones; aromatase; molecular docking; dynamics simulations; breast cancer; AROMATASE INHIBITORS; ISOFLAVONES; CANCER; HYBRID; SOILS;
D O I
10.3390/antibiotics11050657
中图分类号
R51 [传染病];
学科分类号
100401 ;
摘要
Actinobacteria isolated from untapped environments and exposed to extreme conditions such as saltpans are a promising source of novel bioactive compounds. These microorganisms can provide new molecules through either the biosynthetic pathway or the biotransformation of organic molecules. In the present study, we performed a chemical metabolic screening of secondary metabolites secreted by the new strain CG3, which was isolated from a saltpan located in the Sahara of Algeria, via high-performance liquid chromatography coupled with high-resolution mass spectrometry (HPLC-ESI-HRMS). The results indicated that this strain produced five new polyene macrolactams, kenalactams A-E, along with two known compounds, mitomycin C and 6 ''-hydroxy-4,2 ',3 ',4 '' tetramethoxy-p-terphenyl. Furthermore, the CG3 isolate could have excellent properties for converting the aglycone isoflavone glycitein to the compounds 6,7-dimethoxy-3-(4-methoxyphenyl)chromen-4-one (50) and 6,7-dimethoxy-3-phenylchromen-4-one (54), and the isoflavone genistein can be converted to 5,7-dimethoxy-3-(4-methoxyphenyl)chromen-4-one (52). Docking studies and molecular dynamics simulations indicated that these three isoflavones, generated via biotransformation, are potent inhibitors of the target protein aromatase (CYP19A1); consequently, they can be used to prevent breast cancer risk in postmenopausal women.
引用
收藏
页数:18
相关论文
共 44 条
[1]  
[Anonymous], 2021, MAESTRO DESMOND INTE
[2]   Inhibitory effect of chrysin on estrogen biosynthesis by suppression of enzyme aromatase (CYP19): A systematic review [J].
Balam, Farinaz Hosseini ;
Ahmadi, Zeinab Sadat ;
Ghorbani, Arman .
HELIYON, 2020, 6 (03)
[3]   Methods for in vitro evaluating antimicrobial activity: A review [J].
Balouiri, Mounyr ;
Sadiki, Moulay ;
Koraichi Ibnsouda, Saad .
JOURNAL OF PHARMACEUTICAL ANALYSIS, 2016, 6 (02) :71-79
[4]   Aromatase inhibitors in the treatment of breast cancer [J].
Brueggemeier, RW ;
Hackett, JC ;
Diaz-Cruz, ES .
ENDOCRINE REVIEWS, 2005, 26 (03) :331-345
[5]   Towards an Understanding of the Mode of Action of Human Aromatase Activity for Azoles through Quantum Chemical Descriptors-Based Regression and Structure Activity Relationship Modeling Analysis [J].
Chayawan, Chayawan ;
Toma, Cosimo ;
Benfenati, Emilio ;
Alfonso, Ana Y. Caballero .
MOLECULES, 2020, 25 (03)
[6]   Extra-virgin olive oil phenols block cell cycle progression and modulate chemotherapeutic toxicity in bladder cancer cells [J].
Coccia, Andrea ;
Mosca, Luciana ;
Puca, Rosa ;
Mangino, Giorgio ;
Rossi, Alessandro ;
Lendaro, Eugenio .
ONCOLOGY REPORTS, 2016, 36 (06) :3095-3104
[7]  
De Matos I.L., 2020, ENCYCL MAR BIOTECHNO, V3, P1979
[8]   Natural estrogens enhance the engraftment of human hematopoietic stem and progenitor cells in immunodeficient mice [J].
Fananas-Baquero, Sara ;
Orman, Israel ;
Aparicio, Federico Becerra ;
de Miguel, Silvia Bermudez ;
Merino, Jordi Garcia ;
Yanez, Rosa ;
Sainz, Yolanda Fernandez ;
Sanchez, Rebeca ;
Dessy-Rodriguez, Mercedes ;
Alberquilla, Omaira ;
Alfaro, David ;
Zapata, Agustin ;
Bueren, Juan A. ;
Segovia, Jose Carlos ;
Quintana-Bustamante, Oscar .
HAEMATOLOGICA, 2021, 106 (06) :1659-1670
[9]   High diversity and suggested endemicity of culturable Actinobacteria in an extremely oligotrophic desert oasis [J].
Fernando Arocha-Garza, Hector ;
Canales-Del Castillo, Ricardo ;
Eguiarte, Luis E. ;
Souza, Valeria ;
De la Torre-Zavala, Susana .
PEERJ, 2017, 5
[10]   Norine: update of the nonribosomal peptide resource [J].
Flissi, Areski ;
Ricart, Emma ;
Comport, Clementine ;
Chevalier, Mickael ;
Dufresne, Yoann ;
Michalik, Juraj ;
Jacques, Philippe ;
Flahaut, Christophe ;
Lisacek, Frederique ;
Ledere, Valerie ;
Pupin, Maude .
NUCLEIC ACIDS RESEARCH, 2020, 48 (D1) :D465-D469