3-O-Glutaryl-dihydrobetulin and related monoacyl derivatives as potent anti-HIV agents.
3-O-Acyl-betulin and -dihydrobetulin derivatives were prepared and evaluated for anti-HIV activity. 3-O-Glutaryl-dihydrobetulin (17) demonstrated extremely potent anti-HIV activity with an EC(50) value of 2 x 10(-5) microM and a TI value of 1.12 x 10(6). 3-O-(3',3'-Dimethylsuccinyl)- and 3-O-(3',3'-dimethylglutaryl)-dihydrobetulins (15, 16) were also potent anti-HIV compounds with EC(50) values of 0.0017 and 0.0013 microM, respectively, and TI values of 16,160 and 19,530, respectively.
Kashiwada
Yoshiki
Y
Faculty of Pharmaceutical Sciences, Niigata University of Pharmacy and Applied Life Sciences, Niigata 950-2081, Japan. kasiwada@niigata-pharm.ac.jp
Sekiya
Michiko
M
Ikeshiro
Yasumasa
Y
Fujioka
Toshihiro
T
Kilgore
Nicole R
NR
Wild
Carl T
CT
Allaway
Graham P
GP
Lee
Kuo-Hsiung
KH
D019380:Anti-HIV Agents / Q000737:chemistry* / Q000494:pharmacology*; D015497:HIV-1 / Q000187:drug effects* / Q000502:physiology; D006801:Humans; D014315:Triterpenes / Q000737:chemistry* / Q000494:pharmacology*; D000094062:Betulinic Acid
D019380:Anti-HIV Agents; D014315:Triterpenes; C098641:dihydrobetulinic acid; D000094062:Betulinic Acid