Cytotoxic leuconoxine-type diazaspiroindole alkaloids isolated from Cryptolepis dubia

Bioorg Med Chem Lett. 2024 Feb 8:129650. doi: 10.1016/j.bmcl.2024.129650. Online ahead of print.ABSTRACTTwo leuconoxine-type diazaspiroindole alkaloids, the known compound, (+)-melodinine E (1), and its new analogue, (+)-11-chloromelodinine E (2), were isolated from the stems of Cryptolepis dubia (Burm.f.) M.R. Almeida (Apocynaceae), collected in Laos. The chemical structures of these compounds were determined by analysis of their spectroscopic data and by comparison these data with literature values, of which the molecular structure of 1 has been determined previously by analysis of its single-crystal X-ray diffraction data. The absolute configurations of 1 and 2 have been defined by their experimental and simulated electronic circular dichroism (ECD) spectroscopic data and supported by 1H and 13C NMR-based DP4 + probability analysis and optical rotation calculations. When tested against a small panel of human cancer cell lines, these two compounds exhibited selective cytotoxicity toward OVCAR3 human ovarian cancer cells.PMID:38341161 | DOI:10.1016/j.bmcl.2024.129650
Source: Bioorganic and Medicinal Chemistry Letters - Category: Chemistry Authors: Source Type: research