Bioactive Natural Products from the Marine-Derived Penicillium brevicompactum OUCMDZ-4920

Abstract

A mycophenolic acid producing strain OUCMDZ-4920, identified as Penicillium brevicompactum, was isolated from a marine sediment (-68 m) collected in South China Sea by means of intergrated chemical and bioactive screening method. Eleven compounds including mycophenolic acid (3) and its seven analogues (1, 2 and 4～8) were isolated from a nutrient-poor fermentation broth of P. brevicompactum OUCMDZ-4920, among which (±)-brevicolides A (1) and B (2) were new compounds. On the bases of spectroscopic and electronic circular dichroism (ECD) analyses, chemical transformation, chiral separation and Mosher's method, new compounds (-)-brevicolide A (1a), (＋)-brevicolide A (1b), (-)-brevicolide B (2a) and (＋)-brevicolide B (2b) were identified as 7-hydroxy-6-((S)-2-hydroxy-2-((R)-2-methyl-5-oxotetrahydrofuran-2yl)ethyl)-5-methoxy-4-methylisobenzofuran-1(3H)-one, 7-hydroxy-6-((R)-2-hydroxy-2-((S)-2-methyl-5-oxotetrahydrofuran-2yl)ethyl)-5-methoxy-4-methylisobenzofuran-1(3H)-one, 7-hydroxy-6-((S)-2-hydroxy-2-((S)-2-methyl-5-oxotetrahydrofuran

Sekgranaticin, a SEK34b-Granaticin Hybrid Polyketide from Streptomyces sp. 166#

“…The antimicrobial activities of compounds 1 – 4 against fungi and bacteria were determined using the filter paper disk method . The pathogenic bacteria (S.…”

“…The antimicrobial activities of compounds 1−4 against fungi and bacteria were determined using the filter paper disk method. 16 The pathogenic bacteria (S. aureus subsp. aureus ATCC6538, P. aeruginosa ATCC10145, E. coli ATCC11775, E. aerogenes ATCC 13048, and B. subtilis ATCC 6051) and fungi (C. glabrata ATCC2001 and C. albicans ATCC10231) were purchased from the China General Microbiological Culture Collection Center.…”

Natural Marine Products: Anti-Colorectal Cancer In Vitro and In Vivo

“…Mycophenolic acid (MPA) (Figure 6), produced by the fermentation and metabolism of Penicillium brevicompactum, has anti-tumor, antiviral, immunosuppressive, and antiinflammatory activities [94][95][96][97]. Chen et al isolated MPA from marine-derived Penicillium brevicompactum OUCMDZ-4920 that showed strong cytotoxicity to HT-29, with an IC 50 of 5.47 µmol/L [98]. Li et al demonstrated that MPA induced apoptosis in SW620 cells through the caspase-3 pathway; the cell nucleus showed obvious pyknosis, and the cell growth cycle was arrested in the G1/S phase after the action of MPA on SW620 [99].…”

Metabolites of Marine Sediment-Derived Fungi: Actual Trends of Biological Activity Studies

“…Another strain of Aspergillus niger from this location produced a new furoic acid derivative 94 Eleven compounds including mycophenolic acid and its seven analogues were isolated from Penicillium brevicompactum OUCMDZ-4920 (the South China Sea). Mycophenolic acid (105) ( Figure 10) displayed cytotoxicity against murine leukemia P388, human oral epithelial carcinoma KB, human colorectal cancer HT29, human breast cancer MCF-7, and human lung cancer A549 cells [70].…”

“…Eleven compounds including mycophenolic acid and its seven analogues were isolated from Penicillium brevicompactum OUCMDZ-4920 (the South China Sea). Mycophenolic acid (105) ( Figure 10) displayed cytotoxicity against murine leukemia P388, human oral epithelial carcinoma KB, human colorectal cancer HT29, human breast cancer MCF-7, and human lung cancer A549 cells [70]. The fungus Penicillium janthinellum (Cu Lao Cham Island, the South China Sea) produced new glycosylated alkylresorcinol resorcinoside A (113) ( Figure 11) that exhibited cytotoxic activity against the human gastric carcinoma NUGC-3 cell line [74].…”