Synthesis of cucurbitacin IIa derivatives with apoptosis-inducing capabilities in human cancer cells.

ABSTRACT: Twenty-one cucurbitacin IIa derivatives were synthesized and screened for cytotoxic activity. Their structures were established using ¹H NMR, ¹³C NMR, and LC-MS spectroscopic data. The absolute configuration of the derivatives was determined by single crystal diffraction. In sulforhodamine B (SRB) assays, nearly all compounds displayed low cytotoxicity toward normal human cells (HEK293). However, some derivatives displayed high cytotoxicity, in the low μM range, toward several human tumor cell lines (SKOV3, HT29, HEPG2, MCF-7, and LOVO). Low IC₅₀ values were obtained, especially for acetyl-protected product 2, 2,4,6-trichlorophenylhydrazine derivative 4a, and 2-hydrazinopyridine derivative 4d. In particular, compounds 2 and 4d showed low IC₅₀ val

SUBMITTER: Yu K 

PROVIDER: S-EPMC9048769 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature