Lupalbigenin (1) is an antibacterial isoflavone isolated from Maclura cochinchinensis (Lour.) Corner (Moraceae). In this study, we achieved the first gram-scale synthesis of lupalbigenin (1) from commercially available genistein (2), with a yield of 47.7%. The key step was a Claisen rearrangement that simultaneously installed two prenyl groups at the C-6 and C-11 positions of lupalbigenin (1). Antimicrobial activity assays revealed that lupalbigenin (1) exhibited rapid bactericidal activity, inhibited α-hemolysin and biofilm formation, and disrupted bacterial cell membranes. These findings suggest that lupalbigenin (1) is a promising candidate for the development of novel antibiotics to combat bacterial infections.
ABATRACTTwo new compounds, namely, isorhamnenin-3-O-neohesperidin-6''-linoleic acid ester (1) and isorhamnenin-3-O-neohesperidin-6''-palmitate (2), along with 17 known compounds, were isolated from Pollen Typhae Carbonisatus (PTC). Their structures were elucidated on the basis of one-dimensional (1D)-, two-dimensional (2D)-nuclear magnetic resonance (NMR), and high-resolution electrospray ionization mass spectrometry (HRESIMS) spectroscopic data analyses. The two new compounds (1 and 2) exhibited a protective effect in a dose-dependent manner and promoted tube generation in the oxygen-glucose deprivation/reoxygenation (OGD/R)-induced human brain microvascular endothelial cells (HBMECs).
A new indigotin alkaloid, named talarindigotin A (1), along with the analogue 5H, 6H-quinindolin-11-one (2) were isolated from the mangrove endophytic fungus Talaromyces amestolkiae SCNU-F0041. Their structures were assigned on the basis of NMR, HRMS, and single-crystal X-ray diffraction analysis. In the cytotoxic bioassay, compound 1 showed great cytotoxicity against HepG2, Hela, HCT116, and Huh7 human cancer cell lines with IC50 values ranging from 2.08 to 4.58 μM.
Visceral leishmaniasis still remains a leading cause of parasitic deaths, with modern pentavalent antimonials showing limited efficacy and health risks. The methanolic bark extract of the Northeastern Indian plant, Garcinia cowa, demonstrated potent leishmanicidal effects against the parasite Leishmania donovani, demonstrating IC50 values of 20-36 µg/ml, with selective toxicity for parasites over healthy cells. It induced parasite death through elevated oxidative and nitrosative stress elements, reduced arginase activity, nuclear fragmentation, cell cycle arrest, and apoptosis. A GC-MS study and molecular docking identified stigmasterol as a primary component, an antileishmanial compound that inhibits Leishmania donovani parasite efficiently.