Structure-activity relationships between cryptopleurine and related compounds acting on yeast cell-free systems

Synthesis of Intricate Fused N-Heterocycles via Ring-Rearrangement Metathesis

“…N -Heterocycles are ubiquitous building blocks present in alkaloids ( 1 and 2a – 2g , Figure ) and medicinally important compounds. Alkaloids exhibit interesting biological properties such as anti-inflammatory action and antitumor activity due to the inhibition of protein synthesis . For example, annotinolide A ( 1 , Figure ) is a Lycopodium alkaloid, which shows antiaggregation activity against amyloid-β (Aβ) 1–42 peptide aggregation for the treatment of Alzheimer’s disease .…”

Quantitation of the specific interaction of [14a-3H] cryptopleurine with 80S and 40S ribosomal species from the yeast Saccharomyces cerevisiae

“…Furthermore no specific binding of 3H-labeled emetine to reticulocyte ribosomes could be detected previously (Grollman, 1968). Although cryptopleurine-resistant ribosomes are cross-resistant to emetine and tubulosine, the drugs might bind at different sites of a specific center of the 40S ribosome subunit which is involved in translocation (Sóllhuber et al, 1980). This center might be distorted in the presence of a mutant ribosomal protein, an effect that causes resistance to cryptopleurine and cryptopleurine-related drugs.…”

Isolation, Total Synthesis and Biological Activity of Phenanthroindolizidine and Phenanthroquinolizidine Alkaloids

“…In contrast, the inhibition of peptide bond formation at high cryptopleurine concentration derived from nonspecific interactions of the alkaloid with low-affinity sites on 60S ribonomal subunits. 71 They also reported that cryptopleurine inhibits poly(U)-directed poly-phenylalanine synthesis in cell-free extracts of the same yeast at 5 mM concentration, 72 but julandine was inactive.…”