Anti-AIDS agents 72. Bioisosteres (7-carbon-DCKs) of the potent anti-HIV lead DCK.
Three 9,10-di-O-(-)-camphanoyl-7,8,9,10-tetrahydro-benzo[h]chromen-2-one (7-carbon-DCK) analogs (3a-c) were synthesized and evaluated for inhibition of HIV-1 replication in H9 lymphocytes. All three new carbon bioisosteres of the anti-HIV lead DCK showed anti-HIV activity. Compound 3a had an EC(50) value of 0.068 microM, which was comparable to that of DCK in the same assay. The preliminary results indicated that 7-carbon-DCK analogs merit attention as potential HIV-1 inhibitors for further development into clinical trials candidates.
Wang
Yang
Y
Department of Medicinal Chemistry, School of Pharmacy, Fudan University, Shanghai 200032, China.
Huang
Shao-Xu
SX
Xia
Peng
P
Xia
Yi
Y
Yang
Zheng-Yu
ZY
Kilgore
Nicole
N
Morris-Natschke
Susan L
SL
Lee
Kuo-Hsiung
KH
D019380:Anti-HIV Agents / Q000737:chemistry / Q000494:pharmacology*; D002164:Camphor / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D002478:Cells, Cultured; D015497:HIV-1 / Q000187:drug effects / Q000502:physiology; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000494:pharmacology*; D014779:Virus Replication / Q000187:drug effects
C479985:3'R,4'R-di-O-(-)-camphanoyl-(+)-cis-khellactone; D019380:Anti-HIV Agents; D007783:Lactones; D002164:Camphor