Correlation of cytotoxic activity of betulinines and their hydroxy analogues

The Potential of Triterpenoids in the Treatment of Melanoma

“…Tests with SK-MEL-2 and M14-MEL lines showed that the acetylation of hydroxyderivatives causes either a small decrease or no change in cytotoxicity (Kim et al, 2001). This fact is in good agreement with the work, where the influence of the 3-O-acetyl group on cytotoxicity of broader group of triterpenoides 65 -67 was studied (Mukherjee et al, 2004;Sarek et al, 2005). In the work of Chien et al, the cytotoxicity of natural 3-O-acyl derivatives of betulinic acid 68 -71 isolated from Strychnos vanprukii Craib was investigated against MEL2 line.…”

Novel semisynthetic derivatives of betulin and betulinic acid with cytotoxic activity

“…(18). The method followed that described for compound 14 but using compound 2 (297 mg, 0.65 mmol) and CDI (527 mg, 3.25 mmol) in anhydrous THF (12 ml) at reflux for 7 h. The resulting yellowish solid was purified by FCC using petroleum ether 40 (19). The method followed that described for compound 14 but using compound 3 (242 mg, 0.5 mmol) and CDI (162 mg, 1 mmol) in anhydrous THF (10 ml) at reflux for 7 h. The resulting white solid was purified by FCC using petroleum ether 40 s, 3H, OCOCH 3 ), 1.69 (s, 3H, H-30), 1.05 (s, 3H), 0.99 (s, 3H), 0.95 (s, 6H), 0.89 (s, 3H); 13 4.1.1.14.…”

“…In contrast to 2, compound 1 has no significant cytotoxic activity. 18,19 However, some derivatives were found to be active. 19,20 The structures of 1 and 2 consist of a 30-carbon skeleton which has three available sites for simple chemical modifications at C-3, C-20 and C-28.…”

“…18,19 However, some derivatives were found to be active. 19,20 The structures of 1 and 2 consist of a 30-carbon skeleton which has three available sites for simple chemical modifications at C-3, C-20 and C-28. Modifications of the parent structure of these compounds at these positions can produce potentially important derivatives, found to be more effective than the starting ones, thus making them appealing for further development as antitumour drugs.…”

T351 protein, a novel tumor associated antigen and potential target for immunotherapy

“…Then, the plate was centrifuged at 200 xg for 5 min and the supernatant was removed. The blue formazan crystals were dissolved with 0.1 ml of DMSO (Sigma, USA) by vigorous pipetting, [18][19][20] and the optical density at 570 nm after subtracting the optical density at 630 nm was measured using a microplate reader (Labsystem, USA). The formula is: lysis% = (1 -ODsample/ODcontrol) x 100%.…”