New dimeric chromanone derivatives from the mutant strains of Penicillium oxalicum and their bioactivities

Abstract

Three new chromanone dimers, paecilins F–H (1–3) and ten known compounds (4–13), were obtained from the mutant strains of Penicillium oxalicum 114-2, and some of them showed significant antiviral activities.

Paecilins Q and R: Antifungal Chromanones Produced by the Endophytic Fungus Pseudofusicoccum stromaticum CMRP4328

“…Paecilin D was reported from Talaromyces sp., an endophyte of Duguetia stelechantha [40], and paecilin E was produced by the marine fungus Neosartorya fennelliae [31]. More recently, 14 additional paecilins have been reported from the endophytic fungus Xylaria curta E10 [42] and a mutant strain of Penicillium oxalicum 114-2 [43]. It is very important to note that, the chemical structures of paecilins F-H reported from the endophytic fungus Xylaria curta E10 [42] are different from those of paecilins F-H reported from the mutant strain of Penicillium oxalicum 114-2 [43].…”

“…More recently, 14 additional paecilins have been reported from the endophytic fungus Xylaria curta E10 [42] and a mutant strain of Penicillium oxalicum 114-2 [43]. It is very important to note that, the chemical structures of paecilins F-H reported from the endophytic fungus Xylaria curta E10 [42] are different from those of paecilins F-H reported from the mutant strain of Penicillium oxalicum 114-2 [43]. The two papers [42,43] have been published in the same time frame, and the authors have unfortunately used the same name (paecilins F-H) for three new paecilin molecules produced by these fungi.…”

“…The two new paecilins (1 and 2) do not show cytotoxic activity against human non-small cell lung A549 and human prostate PC3 cell lines, respectively. Studies with other paecilins also did not reveal cytotoxic activity against human cell lines, but not all compounds have been evaluated yet [30][31][32][39][40][41][42][43]. Compounds 3, 4, 5, and 6 displayed moderate to high activity against human non-small cell lung A549 and human prostate PC3 cell lines (▶ Fig.…”

Biological and Medicinal Properties of Natural Chromones and Chromanones

“…No significant activity was found for the new chromones. Gu et al isolated three new chromanone dimer derivatives, paecilins F–H ( 110 – 112 , Figure ) from the mutant strains of Penicillium oxalicum 114-2 . The structures were elucidated by extensive analysis of spectroscopic data, and these compounds were evaluated for antiviral, cytotoxic, and antibacterial activities.…”

Structure-Guided Discovery of Diverse Cytotoxic Dimeric Xanthones/Chromanones from Penicillium chrysogenum C-7-2-1 and Their Interconversion Properties

“…Specifically, the existence of multiple chiral centers and axial chiralities further enhances their structural complexity, posing challenges in unambiguously determining configurations and in the chemical synthesis process . Notably, these homo- and heterodimers have demonstrated potent biological activities, including antibacterial effects, cytotoxicity, , and potential applications in drug development . Given their promising charateristics, these compounds have garnered significant attention from both the biological and chemical research communities. , …”