Bichromonol, a dimeric coumarin with anti-HIV activity from the stem bark of .

Infectious diseases caused by viruses like HIV and SARS-COV-2 (COVID-19) pose serious public health threats. In search for new antiviral small molecules from chemically underexplored species, a previously undescribed atropisomeric C8-C8' linked dimeric coumarin named bichromonol () was isolated from the stem bark of . The structure was elucidated by MS data and NMR spectroscopy. The absolute configuration at the biaryl axis was determined by comparing the experimental ECD spectrum with those calculated for the respective atropisomers. Bichromonol was tested in cell-based assays for cytotoxicity against MT-4 (CC = 54 µM) cells and anti-HIV activity in infected MT-4 cells. It exhibits significant activity at EC = 6.6-12.0 µM against HIV-1 wild type and its clinically relevant mutant strains. Especially, against the resistant variants A17 and EFV, bichromonol is more effective than the commercial drug nevirapine and might thus have potential to serve as a new anti-HIV lead.