Study of Photoactivable pilot’s acid derivative as HNO donor

HNO is biologically and chemically different from NO. HNO prodrugs can be used for
the treatment for congestive heart failure. HNO itself is not stable in aqueous
solution. HNO dimirizes rapidly and finally lead to the formation of water and nitrous
oxide (k=8*106M-1s-1). Several HNO donors are available. Some of them are Angeli’s
salt, Piloty’s acid and its derivatives, acyloxynitroso compounds, primary amine
diazoniumdiolates. The main drawback of HNO donors is sluggish half-lives (HNO
generation is minutes to hours). Some of the HNO donors release mixture of
HNO/NO at neutral pH. Some others need high pH to release HNO. Almost all
donors release HNO in a pH dependent manner. So, therefore HNO donors are of
interest which release HNO release rapidly.
Photolysis is the method used to generate the molecules in situ for biological
relevance. However, there are very less known molecules by this approach with
certain limitations.The family of HNO donors which is a derivative of piloty’s acid
know as 2-(o-nitrobenzylmethyl)ONHSO2CH3 (2-(o-NB-ONHSO2CH3). Here o-NB is
photolabile protecting group.
O
H
N CH3
O S

O
NO2

This study focuses on NB-ONHSO2CH3 as an HNO donor in different solvent

composition mixtures under neutral pH conditions using Laser flash photolysis, UV-
Vis spectroscopy and NMR spectroscopy.