Abstract
Two new cytochalasans, Chaetomadrasins A (1) and B (2), along with six known analogues (3–8), were isolated from the solid-state fermented culture of desert soil-derived Chaetomium madrasense 375. Their structures were clarified by comprehensive spectroscopic analyses, and the absolute configurations of Compounds 1 and 2 were confirmed by electronic circular dichroism (ECD) and calculated ECD. For the first time, Chaetomadrasins A (1), which belongs to the chaetoglobosin family, is characterized by the presence of all oxygen atoms in the form of Carbonyl. Chaetomadrasin B (2) represents the first example of chaetoglobosin type cytochalasan characterized by a hydroxy unit and carbonyl group fused to the indole ring. Compounds 1 and 2 displayed moderate cytotoxicity against HepG2 human hepatocellular carcinoma cells.
Highlights
Cytochalasans are a well-known class of alkaloids characterized by a perhydroisoindolone moiety, to which a typical macrocyclic ring is fused [1]
Numerous bioactive cytochalasans with novel skeletons have been reported in recent years [10,11,12,13], and, to date, more than 300 cytochalasans or analogues have been reported from diverse fungal genera, including
Showed absorption bands at 3370 and 1714 cm, thereby implying the presence of amino and carbonyl spectrum showed absorption bands at 3370 and 1714 cm −1,0 thereby implying0 the presence of 0amino groups
Summary
Cytochalasans are a well-known class of alkaloids characterized by a perhydroisoindolone moiety, to which a typical macrocyclic ring is fused [1] These fungal alkaloids are characterized by a polyketide backbone and an amino acid (such as leucine, tryptophan or phenylalanine) with a broad spectrum of bioactivity, including cytotoxic [2,3,4], antibacterial [5], phytotoxic [6], antiviral [7], and immunomodulatory activities [8,9]. In our continued discovery of bioactive natural products from the members of special fungi isolated from the desert and grasslands inhabiting the Northwest of China [16,17,18,19], two new cytochalasan derivatives, Chaetomadrasins A (1) and B (2), together with six related known compounds (3–8). We present the isolation, structural elucidation, and bioactivity of these compounds
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