Penilactones A and B, two novel polyketides from Antarctic deep-sea derived fungus Penicillium crustosum PRB-2

Wu, Guangwei; Ma, Huimin; Zhu, Tianjiao; Li, Jing; Gu, Qianqun; Li, Dehai

doi:10.1016/j.tet.2012.09.038

Cited by 70 publications

(62 citation statements)

References 25 publications

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“…Two highly oxygenated polyketides, penilactones A and B ( 71 , 72 ), isolated from an Antarctic deep‐sea‐derived fungus, Penicillium crustosum , inhibited the nuclear factor‐κB (NF‐κB) (Wu et al ). Furthermore, a psychrophilic fungal strain isolated from an Antarctic marine sponge and assigned to the genus Pseudogymnoascus produced four new nitroasterric acid derivatives, pseudogymnoascins A–C ( 73 – 75 ) and 3‐nitroasterric acid ( 76 ); these polyketides are the first nitro‐derivatives of the known fungal metabolite asterric acid.…”

Section: Permafrost Soilsmentioning

confidence: 99%

“…Five new α‐pyrone derivatives, violapyrone A–C, J and H ( 136 – 140 ), which showed anti‐MRSA activity were isolated from a Streptomyces somaliensis strain isolated from a deep‐sea sediment (Huang et al ). Extensive chemical profiling of the Antarctic deep‐sea fungus Penicillium crustosum PRB‐2 resulted in the identification of penilactones A and B ( 141 , 142 ), two novel polyketides with unusual highly oxygenated structures, along with known phenolic metabolites (Wu et al ).…”

Section: Deep‐sea Sedimentsmentioning

confidence: 99%

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Extreme environments: microbiology leading to specialized metabolites

et al. 2019

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Summary The prevalence of multidrug‐resistant microbial pathogens due to the continued misuse and overuse of antibiotics in agriculture and medicine is raising the prospect of a return to the preantibiotic days of medicine at the time of diminishing numbers of drug leads. The good news is that an increased understanding of the nature and extent of microbial diversity in natural habitats coupled with the application of new technologies in microbiology and chemistry is opening up new strategies in the search for new specialized products with therapeutic properties. This review explores the premise that harsh environmental conditions in extreme biomes, notably in deserts, permafrost soils and deep‐sea sediments select for micro‐organisms, especially actinobacteria, cyanobacteria and fungi, with the potential to synthesize new druggable molecules. There is evidence over the past decade that micro‐organisms adapted to life in extreme habitats are a rich source of new specialized metabolites. Extreme habitats by their very nature tend to be fragile hence there is a need to conserve those known to be hot‐spots of novel gifted micro‐organisms needed to drive drug discovery campaigns and innovative biotechnology. This review also provides an overview of microbial‐derived molecules and their biological activities focusing on the period from 2010 until 2018, over this time 186 novel structures were isolated from 129 representatives of microbial taxa recovered from extreme habitats.

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Section: Permafrost Soilsmentioning

confidence: 99%

Section: Deep‐sea Sedimentsmentioning

confidence: 99%

Extreme environments: microbiology leading to specialized metabolites

et al. 2019

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“…The nuclear factor-κB (NF-κB) inhibitory activities of 67 and 68 were tested by means of transient transfection and reporter gene expression assay, and only 67 showed weak activity with an inhibitory rate of 40% at a concentration of 10 μM. A plausible biosynthetic pathway for 67 and 68 was proposed as shown in Scheme 2 [43]. The penilactones contain a new carbon skeleton formed from two 3,5-dimethyl-2,4-diol-acetophenone units and a γ-butyrolactone moiety, and have been prepared by a biomimetic synthesis reported the following year as shown in Scheme 3 [44].…”

Section: Microorganismsmentioning

confidence: 99%

Secondary Metabolites from Polar Organisms

Tian

Zhao

2017

Marine Drugs

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Polar organisms have been found to develop unique defences against the extreme environment environment, leading to the biosynthesis of novel molecules with diverse bioactivities. This review covers the 219 novel natural products described since 2001, from the Arctic and the Antarctic microoganisms, lichen, moss and marine faunas. The structures of the new compounds and details of the source organism, along with any relevant biological activities are presented. Where reported, synthetic and biosynthetic studies on the polar metabolites have also been included.

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“…29 In this assay, the A-549, MGC-803 and HL-60 cell lines were grown in RPMI-1640 supplemented with 10% FBS under a humidified atmosphere of 5% CO 2 and 95% air at 37°C. Cell suspensions (200 μl) at a density of 5 × 10 4 cell ml − 1 were plated in 96-well microtiter plates and incubated for 24 h. Then, 2 μl of the test solutions in DMSO were added to each well and further incubated for 72 h. The MTT solution (20 μl, 5 mg ml − 1 in IPMI-1640 medium) was then added to each well and incubated for 4 h. Old medium containing MTT (150 ml) was gently replaced by DMSO and pipetted to dissolve any formazan crystals formed.…”

Section: Cytotoxicity Assaymentioning

confidence: 99%

Phenylpyropenes E and F: new meroterpenes from the marine-derived fungus Penicillium concentricum ZLQ-69

Ding

Zhang

et al. 2015

J Antibiot

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Two new meroterpenes, phenylpyropenes E (1) and F (2), together with seven known phenylpyropenes (3-5) and pyripyropenes (6-9) were isolated from the marine-derived fungus Penicillium concentricum ZLQ-69. Their structures including the absolute configurations were elucidated using a combination of spectroscopic methods and electronic circular dichroism calculation. Bioactivity evaluation showed that compounds 1 and 4 were cytotoxic to the MGC-803 cell line with IC50 values of 19.1 and 13.6 μM, respectively.

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Penilactones A and B, two novel polyketides from Antarctic deep-sea derived fungus Penicillium crustosum PRB-2

Cited by 70 publications

References 25 publications

Extreme environments: microbiology leading to specialized metabolites

Extreme environments: microbiology leading to specialized metabolites

Secondary Metabolites from Polar Organisms

Phenylpyropenes E and F: new meroterpenes from the marine-derived fungus Penicillium concentricum ZLQ-69

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