From Wikipedia, the free encyclopedia
BAM15
Names
Preferred IUPAC name
N 5 ,N 6 -Bis(2-fluorophenyl)[2,1,3]oxadiazolo[4,5-b ]pyrazine-5,6-diamine
Identifiers
ChEMBL
ChemSpider
InChI=1S/C16H10F2N6O/c17-9-5-1-3-7-11(9)19-13-14(20-12-8-4-2-6-10(12)18)22-16-15(21-13)23-25-24-16/h1-8H,(H,19,21,23)(H,20,22,24)
Key: OEGJBRZAJRPPHL-UHFFFAOYSA-N
C1=CC=C(C(=C1)NC2=NC3=NON=C3N=C2NC4=CC=CC=C4F)F
Properties
C 16 H 10 F 2 N 6 O
Molar mass
340.294 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
BAM15 is a novel mitochondrial protonophore
uncoupler capable of protecting mammals from acute renal ischemic-reperfusion injury and cold-induced kidney tubule damage.
[1]
[2] It is being studied for the treatment of obesity
[3]
sepsis ,
[1]
[4] and cancer.
[5]
[6]
References
^
a
b Tsuji, Naoko; Tsuji, Takayuki; Yamashita, Tetsushi; Hayase, Naoki; Hu, Xuzhen; Yuen, Peter S. T.; Star, Robert A. (3 April 2023).
"BAM15 treats mouse sepsis and kidney injury, linking mortality, mitochondrial DNA, tubule damage, and neutrophils" . The Journal of Clinical Investigation . 133 (7).
doi :
10.1172/JCI152401 .
ISSN
0021-9738 .
PMC
10065071 .
PMID
36757801 .
^ Alexopoulos, Stephanie J.; Chen, Sing-Young; Brandon, Amanda E.; Salamoun, Joseph M.; Byrne, Frances L.; Garcia, Christopher J.; Beretta, Martina; Olzomer, Ellen M.; Shah, Divya P.; Philp, Ashleigh M.; Hargett, Stefan R.; Lawrence, Robert T.; Lee, Brendan; Sligar, James; Carrive, Pascal; Tucker, Simon P.; Philp, Andrew; Lackner, Carolin; Turner, Nigel; Cooney, Gregory J.; Santos, Webster L.; Hoehn, Kyle L. (2020).
"Mitochondrial uncoupler BAM15 reverses diet-induced obesity and insulin resistance in mice" . Nature Communications . 11 (1): 2397.
Bibcode :
2020NatCo..11.2397A .
doi :
10.1038/s41467-020-16298-2 .
PMC
7224297 .
PMID
32409697 .
^ Axelrod, Christopher L; King, William T; Davuluri, Gangarao; Noland, Robert C; Hall, Jacob; Hull, Michaela; Dantas, Wagner S; Zunica, Elizabeth RM; Alexopoulos, Stephanie J; Hoehn, Kyle L; Langohr, Ingeborg; Stadler, Krisztian; Doyle, Haylee; Schmidt, Eva; Nieuwoudt, Stephan; Fitzgerald, Kelly; Pergola, Kathryn; Fujioka, Hisashi; Mey, Jacob T; Fealy, Ciaran; Mulya, Anny; Beyl, Robbie; Hoppel, Charles L; Kirwan, John P (7 July 2020).
"BAM15‐mediated mitochondrial uncoupling protects against obesity and improves glycemic control" . EMBO Molecular Medicine . 12 (7): e12088.
doi :
10.15252/emmm.202012088 .
ISSN
1757-4676 .
PMC
7338798 .
PMID
32519812 .
^ Dang, Cong Phi; Issara-Amphorn, Jiraphorn; Charoensappakit, Awirut; Udompornpitak, Kanyarat; Bhunyakarnjanarat, Thansita; Saisorn, Wilasinee; Sae-Khow, Kritsanawan; Leelahavanichkul, Asada (1 June 2021).
"BAM15, a Mitochondrial Uncoupling Agent, Attenuates Inflammation in the LPS Injection Mouse Model: An Adjunctive Anti-Inflammation on Macrophages and Hepatocytes" . Journal of Innate Immunity . 13 (6): 359–375.
doi :
10.1159/000516348 .
ISSN
1662-811X .
PMC
8613553 .
PMID
34062536 .
^ Gao, Zhen xing; Cui, Ze long; Zhou, Min ran; Fu, Yue; Liu, Fen; Zhang, Lu; Ma, Sai; Chen, Chun yan (1 April 2022).
"The new mitochondrial uncoupler BAM15 induces ROS production for treatment of acute myeloid leukemia" . Biochemical Pharmacology . 198 : 114948.
doi :
10.1016/j.bcp.2022.114948 .
ISSN
0006-2952 .
PMID
35192847 .
S2CID
247002108 .
^ Zunica, Elizabeth R. M.; Axelrod, Christopher L.; Cho, Eunhan; Spielmann, Guillaume; Davuluri, Gangarao; Alexopoulos, Stephanie J.; Beretta, Martina; Hoehn, Kyle L.; Dantas, Wagner S.; Stadler, Krisztian; King, William T.; Pergola, Kathryn; Irving, Brian A.; Langohr, Ingeborg M.; Yang, Shengping; Hoppel, Charles L.; Gilmore, L. Anne; Kirwan, John P. (9 October 2021).
"Breast cancer growth and proliferation is suppressed by the mitochondrial targeted furazano[3,4-b]pyrazine BAM15" . Cancer & Metabolism . 9 (1): 36.
doi :
10.1186/s40170-021-00274-5 .
ISSN
2049-3002 .
PMC
8502397 .
PMID
34627389 .
External links