Inhibitory Effects of Triterpene-Azidothymidine Conjugates on Proliferation of Human Immunodeficiency Virus Type 1 and Its Protease.

HCV Protease Inhibitory, Cytotoxic and Apoptosis-Inducing Effects of Oleanolic Acid Derivatives

“…These compounds were synthesized and their structures were confirmed as described in the previous papers [8,9].…”

“…The protease of hepatitis C virus (HCV) is an essential enzyme for the maturation of the virus and represents one of the attractive therapeutic targets for developing anti-HCV agents [7]. Previously, several series of oleanolic acid derivatives were synthesized in our laboratory and were investigated for their inhibitory activity on HIV protease [8,9]. These derivatives include oleanolic acid dicarboxylic acid hemiesters or hemiamides, amino derivatives, conjugates of oleanolic acid with AZT or with an alkaloid, FK300.…”

Survey of Anti-HIV and Anti-HCV Compounds from Natural Sources

“…Structural modification and structure-activity relationship studies revealed that most other dicarboxylic acid hemiesters of triterpenes also possess potent anti-HIV protease activity [24][25]. Conjugates of azidothymidine (AZT) and triterpenes had both anti-HIV proliferation and anti-HIV protease activities, with the 28-COOH derivatives being more potent than the 28-COOCH 3 counterparts in both tests [26]. Other triterpenes, such as ganoderiol B [27], ganoderic acid , lucidumol B, ganodermanondiol, ganodermanontriol and ganolucidic acid A [28] and 3-oxotirucalla-7,24-dien-21-oic acid [29] also potently inhibited HIV-1 protease (PR).…”

“…Ganoderma colossum contains colossolactones, which comprise a group of triterpenoids characterized by the presence of a six-membered , -unsaturated -lactone group in their side chain with or without a seven-membered lactone ring as ring A. A chloroform extract of G. colossum was separated by repeated column chromatography to yield eight new lanostane triterpene lactones called colossolactones I (20), II (21), III (22), IV (23), V (24), VI (25), VII (26) and VIII (27), as well as the known compounds, ergosterol (28), schisanlactone A (29), and colossolactones B (30), C (31), G (32), E (33) and D (34). Schisanlactone A (29) had also been isolated from K. longipedunculata as an active constituent against HIV protease [20].…”

Synthesis of new potential anticancer agents based on 4-thiazolidinone and oleanane scaffolds

“…Analytical and spectral data (IR, 1 H NMR, 13 C NMR, MS) confirmed the structure of the synthesized compounds. Usage of simple aliphatic acids in this reaction is one of the triterpenes structure optimization successful methods in drug discovery (Ma et al, , 2002.…”