TY - JOUR
T1 - 2-Arylmethylaminomethyl-5,6-dihydroxychromone derivatives with selective anti-HCV activity
AU - Park, Hye Ri
AU - Park, Kwang Su
AU - Chong, Youhoon
N1 - Funding Information:
This research was supported by Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2010-0008260 ), and by Priority Research Centers Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology ( 2009-0093824 ).
PY - 2011/6/1
Y1 - 2011/6/1
N2 - Anti-HCV activity of aryl diketoacid (ADK) has been characterized by its two pharmacophoric elements, α,β-diketo acid moiety and substituted aryl ring. In this study, as a part of our ongoing efforts to discover a novel anti-HCV compound mimicking the ADK scaffold, we designed 2- arylmethylaminomethyl-5,6-dihydroxychromone derivatives of which the dihydroxychromone moiety as well as the arylmethylaminomethyl substituent (R-PhCH 2NHCH 2-) were anticipated in exact match with the pharmacophore model of the ADK. The dihydroxychromone derivatives (3a-3u), thus prepared, showed biological activity in a substituent-dependent fashion, thereby leading to selective anti-HCV effect (EC 50 = 2.0-14.0 μM, CC 50 >100 μM) with the substituent groups such as Cl, Br, I, and Me specifically at the 3-position of the aromatic ring.
AB - Anti-HCV activity of aryl diketoacid (ADK) has been characterized by its two pharmacophoric elements, α,β-diketo acid moiety and substituted aryl ring. In this study, as a part of our ongoing efforts to discover a novel anti-HCV compound mimicking the ADK scaffold, we designed 2- arylmethylaminomethyl-5,6-dihydroxychromone derivatives of which the dihydroxychromone moiety as well as the arylmethylaminomethyl substituent (R-PhCH 2NHCH 2-) were anticipated in exact match with the pharmacophore model of the ADK. The dihydroxychromone derivatives (3a-3u), thus prepared, showed biological activity in a substituent-dependent fashion, thereby leading to selective anti-HCV effect (EC 50 = 2.0-14.0 μM, CC 50 >100 μM) with the substituent groups such as Cl, Br, I, and Me specifically at the 3-position of the aromatic ring.
KW - 2-Arylmethylaminomethyl-5,6-dihydroxychromone
KW - ADK (aryl diketoacid)
KW - Bioisostere
KW - Hepatitis C virus (HCV)
UR - https://www.scopus.com/pages/publications/79956154206
U2 - 10.1016/j.bmcl.2011.04.055
DO - 10.1016/j.bmcl.2011.04.055
M3 - Article
C2 - 21543225
AN - SCOPUS:79956154206
SN - 0960-894X
VL - 21
SP - 3202
EP - 3205
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 11
ER -