Synthesis and cytotoxic activity of 3-O-acyl/3-hydrazine /2-bromo/20,29-dibromo betulinic acid derivatives.
A series of 3-O-acyl, 3-hydrazine, 2-bromo, and 20,29-dibromo betulinic acid derivatives (1-27) have been synthesized and screened for in vitro cytotoxic activity on human cancer cell lines MOLT-4, JurkatE6.1, CEM.CM3, BRISTOL8, U937, DU145, PA-1, A549, and L132. A number of compounds have shown ED(50)<1 microg/mL against the cancer cell lines tested and have shown better cytotoxicity than betulinic acid. Compounds 13, 19, 20, 23, and 27 were the best derivatives and were selected as lead molecules for further development. The structure-activity relationship has been described.
Mukherjee
Rama
R
Division of Experimental Oncology, Dabur Research Foundation, 22, Site IV, Sahibabad, Ghaziabad 201 010, UP, India.
Jaggi
Manu
M
Siddiqui
Mohammad J A
MJ
Srivastava
Sanjay K
SK
Rajendran
Praveen
P
Vardhan
Anand
A
Burman
Anand C
AC
D000970:Antineoplastic Agents / Q000633:toxicity*; D002460:Cell Line; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects*; D006801:Humans; D006834:Hydrazines; D019169:Jurkat Cells; D008958:Models, Molecular; D008968:Molecular Conformation; D053978:Pentacyclic Triterpenes; D014315:Triterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity*; D000094062:Betulinic Acid
D000970:Antineoplastic Agents; D006834:Hydrazines; D053978:Pentacyclic Triterpenes; D014315:Triterpenes; D000094062:Betulinic Acid