13129-57-2Relevant academic research and scientific papers
DNA strand cleavage by the phenazine di- N -oxide natural product myxin under both aerobic and anaerobic conditions
Chowdhury, Goutam,Sarkar, Ujjal,Pullen, Susan,Wilson, William R.,Rajapakse, Anuruddha,Fuchs-Knotts, Tarra,Gates, Kent S.
, p. 197 - 206 (2012)
Heterocyclic N-oxides are an interesting class of antitumor agents that selectively kill the hypoxic cells found in solid tumors. The hypoxia-selective activity of the lead compound in this class, tirapazamine, stems from its ability to undergo intracellu
Total synthesis and antileukemic evaluations of the phenazine 5,10-dioxide natural products iodinin, myxin and their derivatives
Viktorsson, Elvar ?rn,Melling Gr?the, Bendik,Aesoy, Reidun,Sabir, Misbah,Snellingen, Simen,Prandina, Anthony,H?gmoen ?strand, Ove Alexander,Bonge-Hansen, Tore,D?skeland, Stein Ove,Herfindal, Lars,Rongved, P?l
supporting information, p. 2285 - 2293 (2017/03/24)
A new efficient total synthesis of the phenazine 5,10-dioxide natural products iodinin and myxin and new compounds derived from them was achieved in few steps, a key-step being 1,6-dihydroxyphenazine di-N-oxidation. Analogues prepared from iodinin, including myxin and 2-ethoxy-2-oxoethoxy derivatives, had fully retained cytotoxic effect against human cancer cells (MOLM-13 leukemia) at atmospheric and low oxygen level. Moreover, iodinin was for the first time shown to be hypoxia selective. The structure-activity relationship for leukemia cell death induction revealed that the level of N-oxide functionality was essential for cytotoxicity. It also revealed that only one of the two phenolic functions is required for activity, allowing the other one to be modified without loss of potency.
