Geospallins A–C: New Thiodiketopiperazines with Inhibitory Activity against Angiotensin-Converting Enzyme from a Deep-Sea-Derived Fungus <i>Geosmithia pallida</i> FS140

Abstract

Three new thiodiketopiperazines, geospallins A&#8315;C (1&#8315;3), together with nine known analogues (4&#8315;12), were isolated from the culture of the deep-sea sediment-derived fungus Geosmithia pallida FS140. Among them, geospallins A and B (1 and 2) represent rare examples of thiodiketopiperazines featuring an S-methyl group at C-10 and a tertiary hydroxyl group at C-11. Their structures were determined by high-resolution electrospray mass spectrometry (HRESIMS), spectroscopic analyses, and electronic circular dichroism (ECD) calculations. Their angiotensin-converting enzyme (ACE) inhibitory activity was reported, and geospallins A&#8315;C (1&#8315;3) showed inhibitory activity with IC50 values of 29&#8315;35 &#181;M

    Similar works