Three new polyketides from marine-derived fungus<i>Penicillium citrinum</i>SCSGAF 0167

Sun, Yulin; Zhang, Xiaoyong; Zheng, Zhaohui; Xu, Xin‐Ya; Qi, Shu‐Hua

doi:10.1080/14786419.2013.843177

Cited by 27 publications

(8 citation statements)

References 18 publications

(19 reference statements)

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“…The 13 C NMR spectrum ( Table 2 ) revealed the presence of 19 carbon signals including one carbonyl group at δ C 175.06, two ester carbonyl groups at δ C 165.52 and 167.74, four methoxyl groups at δ C 52.83, 53.03, 56.79 and 56.96, and two tetrasubstituted benzene rings. These NMR data of 4 were similar to those of 6-carboxyl-2,8-dihydroxy-1-methoxycarbonyl-xanthen-9-one [ 21 ]. The obvious difference between 4 and 6-carboxyl-2,8-dihydroxy-1-methoxycarbonyl-xanthen-9-one was three methyl groups of the former replaced the three active hydrogen protons of the latter.…”

Section: Resultssupporting

confidence: 59%

Identification and Bioactivity of Compounds from the Mangrove Endophytic Fungus Alternaria sp.

et al. 2015

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Racemic new cyclohexenone and cyclopentenone derivatives, (±)-(4R*,5S*,6S*)-3-amino-4,5,6-trihydroxy-2-methoxy-5-methyl-2-cyclohexen-1-one (1) and (±)-(4S*,5S*)-2,4,5-trihydroxy-3-methoxy-4-methoxycarbonyl-5-methyl-2-cyclopenten-1-one (2), and two new xanthone derivatives 4-chloro-1,5-dihydroxy-3-hydroxymethyl-6-methoxycarbonyl-xanthen-9-one (3) and 2,8-dimethoxy-1,6-dimethoxycarbonyl-xanthen-9-one (4), along with one known compound, fischexanthone (5), were isolated from the culture of the mangrove endophytic fungus Alternaria sp. R6. The structures of these compounds were elucidated by analysis of their MS (Mass), one and two dimensional NMR (nuclear magnetic resonance) spectroscopic data. Compounds 1 and 2 exhibited potent ABTS [2,2′-azino-bis(3-ethylbenzthiazoline-6-sulphonic acid)] scavenging activities with EC50 values of 8.19 ± 0.15 and 16.09 ± 0.01 μM, respectively. In comparison to Triadimefon, compounds 2 and 3 exhibited inhibitory activities against Fusarium graminearum with minimal inhibitory concentration (MIC) values of 215.52 and 107.14 μM, respectively, and compound 3 exhibited antifungal activity against Calletotrichum musae with MIC value of 214.29 μM.

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Section: Resultssupporting

confidence: 59%

Identification and Bioactivity of Compounds from the Mangrove Endophytic Fungus Alternaria sp.

et al. 2015

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“…Chrysophanol competively inhibited cathepsin B with an IC 50 value of 0.7 μM. Cathepsin B was found to be overexpressed in tumour cells, and was mainly involved in the metastasis and invasion of tumour cells [107]. The role of chrysophanol was also investigated in a protein–ligand interaction analysis using AutoDock Vina 4.0, with casein kinase II subunit A (CK II A) and human myosin light chain kinase (MYLK) member 4 (MYLK4); CK II A regulates numerous cellular processes, such as cell cycle progression, apoptosis, and transcription, and MYLK 4 has a specific effect on lung and breast cancers [85].…”

Section: Pharmacologymentioning

confidence: 99%

Chrysophanol: A Natural Anthraquinone with Multifaceted Biotherapeutic Potential

et al. 2019

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Chrysophanol is a unique anthraquinone having broad-spectrum therapeutic potential along with ecological importance. It is the first polyketide that has been reported to be biosynthesized in an organism-specific manner. The traditional Chinese and Korean medicinal systems provide evidence of the beneficial effects of chrysophanol on human health. The global distribution of chrysophanol encountered in two domains of life (bacteria and eukaryota) has motivated researchers to critically evaluate the properties of this compound. A plethora of literature is available on the pharmacological properties of chrysophanol, which include anticancer, hepatoprotective, neuroprotective, anti-inflammatory, antiulcer, and antimicrobial activities. However, the pharmacokinetics and toxicity studies on chrysophanol demand further investigations for it to be used as a drug. This is the first comprehensive review on the natural sources, biosynthetic pathways, and pharmacology of chrysophanol. Here we reviewed recent advancements made on the pharmacokinetics of the chrysophanol. Additionally, we have highlighted the knowledge gaps of its mechanism of action against diseases and toxicity aspects.

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“…Other strains from extreme conditions also raised the great interest to mine novel structures, such as halotolerant or extremophilic strains (Lu et al 2008; Stierle et al 2012)，deep sea-derived strains (Li et al 2013), and marine animal-derived strains (Qi et al 2013). The resulted compounds cover different biological activities including cytotoxic activity against cancer cell lines (Li et al 2014; Zhang et al 2016), potent inhibitory activity against bacteria (Zheng et al 2016), antifungal activity (Daengrot et al 2015), inhibiting LPS-induced inflammation (Shin et al 2016), and inhibitory activity against protease (Sun et al 2014). In comparison to the above environment-derived Penicillium strains, research on the Penicillium strains from Tibetan Plateau is limited.…”

Section: Introductionmentioning

confidence: 99%

Chemical diversity from the Tibetan Plateau fungi Penicillium kongii and P. brasilianum

Liu

et al. 2017

Mycology

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Two new secondary metabolites, kongiilines A and B (1, 7), and two asperphenamate derivatives, asperphenamates B and C (5–6), together with 16 known compounds (2–4, 8–20), were isolated from Tibetan Plateau fungi Penicillium kongii and Penicillium brasilianum. This is the first report on asperphenamates B and C as naturally occurring compounds, and that aspterric acid is isolated from P. brasilianum for the first time. Their structures were elucidated by different spectroscopic techniques including high-resolution electrospray ionisation mass spectrum, 1D nuclear magnetic resonance (NMR), and 2D NMR as well as electronic circular dichroism. Compounds 4, 5, and 10 exhibited cytotoxicity activities against human colon carcinoma HCT116 cell line with IC50 values of 88.16, 77.68, and 36.92 μM, respectively. Fungi from Tibetan Plateau represent important and rich resources for the investigation of new chemicals.

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Three new polyketides from marine-derived fungusPenicillium citrinumSCSGAF 0167

Cited by 27 publications

References 18 publications

Identification and Bioactivity of Compounds from the Mangrove Endophytic Fungus Alternaria sp.

Identification and Bioactivity of Compounds from the Mangrove Endophytic Fungus Alternaria sp.

Chrysophanol: A Natural Anthraquinone with Multifaceted Biotherapeutic Potential

Chemical diversity from the Tibetan Plateau fungi Penicillium kongii and P. brasilianum

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