- Synthesis and cytotoxic activity of heterocyclic ring-substituted betulinic acid derivatives.
Synthesis and cytotoxic activity of heterocyclic ring-substituted betulinic acid derivatives.
Bioorganic & medicinal chemistry letters (2008-08-30)
Vivek Kumar, Nidhi Rani, Pawan Aggarwal, Vinod K Sanna, Anu T Singh, Manu Jaggi, Narendra Joshi, Pramod K Sharma, Raghuveer Irchhaiya, Anand C Burman
PMID18752941
ABSTRACT
A new series of betulinic acid derivatives have been synthesized by introducing heterocyclic ring between C-2 and C-3 positions of betulinic acid. Further modifications were also carried out by reduction of C-20(29) unsaturated bond and substitution of C-28 carboxyl group by ester and amide linkage to enhance the selectivity. Compound 11 resulted in IC(50) of 2.44, 2.5, and 2.7 microg/ml on MIAPaCa, PA-1, and SW620 cancer cell lines, respectively. Compound 38 resulted in IC(50) of 0.67 microg/ml on MIAPaCa cell line.