Dimeric 1,4-Benzoquinone Derivatives with Cytotoxic Activities from the Marine-Derived Fungus Penicillium sp. L129

Abstract

Two new dimeric 1,4-benzoquinone derivatives, peniquinone A (1) and peniquinone B (2), a new dibenzofuran penizofuran A (3), and a new pyrazinoquinazoline derivative quinadoline D (4), together with 13 known compounds (5–17), were isolated from a marine-derived fungus Penicillium sp. L129. Their structures, including absolute configurations, were elucidated by extensive spectroscopic data and electronic circular dichroism calculations. Compound 1 exhibited cytotoxicity against the MCF-7, U87 and PC3 cell lines with IC50 values of 12.39 µM, 9.01 µM and 14.59 µM, respectively, while compound 2 displayed relatively weak cytotoxicity activities against MCF-7, U87 and PC3 cell lines with IC50 values of 25.32 µM, 13.45 µM and 19.93 µM, respectively. Furthermore, compound 2 showed weak quorum sensing inhibitory activity against Chromobacterium violaceum CV026 with an MIC value of 20 μg/well.

Novel Marine Secondary Metabolites Worthy of Development as Anticancer Agents: A Review

“…541 inhibited the proliferation of MCF-7, U87, and PC3 human neoplasms, but Cpd. 543 inhibited their growth with higher IC 50 values of 25.32, 13.45, and 19.93 µM, respectively [ 94 ].…”

Structurally Various Sorbicillinoids From an Endophytic Fungus Acremonium citrinum SS-g13

“…Compounds 1 - 5 were also evaluated for the antibacterial activities against Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis , and Gram-negative bacteria Pseudomonas aeruginosa and Escherichia coli by using the disk diffusion method ( Pfaller and Jones, 2006 ). All the compounds ( 1 - 13 ) were tested for their quorum sensing (QS) inhibitory activity against Chromobacterium violaceum CV026, using a previously described method ( Zhang et al, 2019 ). All the compounds were also tested against agricultural pathogenic fungi Colletotrichum musae (ACCC 31244), C. coccodes (ACCC 36067), Fusarium solanum , F. oxysporum f. sp.…”

“…All the compounds were also tested against agricultural pathogenic fungi Colletotrichum musae (ACCC 31244), C. coccodes (ACCC 36067), Fusarium solanum , F. oxysporum f. sp. cubense , Cucumber fusarium wilt , Cowpea wilt , F. graminearum , Nectria sp., F. mangiferae , C. asianum, and Alternaria solani ., using a disk diffusion and half dilution method ( Zhang et al, 2019 ). Effect of know compounds 6 , 7 , 8 , 11 , and 12 on serum-mediated cholesterol efflux and on cell viability in J774A.1 macrophages were also tested ( Sankaranarayanan et al, 2011 ; Wang et al, 2017 ; Hou et al, 2021 ).…”

Structures and Biological Activities of Diketopiperazines from Marine Organisms: A Review

“…One novel DKP derivative namely quinadoline D ( 278 ) was isolated from the fungus Penicillium sp. L129, which was collected from the rhizosphere-soil of Limonium sinense (Girald) Kuntze from Yangkou Beach, Qingdao, China [ 124 ]. Two novel DKP derivatives namely aspamides F ( 279 ) and G ( 280 ) were isolated from the endophyte fungus A. versicolor DY180635.…”