Two new members of mycophenolic acid family from Penicillium brevicompactum Dierckx

Lu, Xinhua; Zheng, Zhaohui; Zhang, Hua; Huo, Changhong; Dong, Yuesheng; Ma, Ying; Ren, Xiao; Ke, Alice Ban; He, Jun; Gu, Yu‐Cheng; Shi, Qing

doi:10.1038/ja.2009.54

Cited by 14 publications

(7 citation statements)

References 16 publications

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“…These signals were unambiguously assigned on the basis of the HH-correlation spectroscopy (COSY), CH-COSY, and heteronuclear multiple bond connectivity (HMBC) techniques and they are labeled in the spectrum. The assignment is consistent with that of MPA reported by Lu et al 16) When 0.5 eq. of Fe 2+ was added, most of the peaks except for those of morpholinoethyl moiety around 50-70 ppm disappeared as shown in Fig.…”

supporting

confidence: 81%

Spectroscopic Investigation for the Interaction of Mycophenolate Mofetil with Ferrous Ions

Sakai

Kaneko

Nakamura

et al. 2014

CHEMICAL & PHARMACEUTICAL BULLETIN

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supporting

confidence: 81%

Spectroscopic Investigation for the Interaction of Mycophenolate Mofetil with Ferrous Ions

Sakai

Kaneko

Nakamura

et al. 2014

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…For example, fungus P1, was determined to be the source of metabolite PF1140 ( 8 ), [7] whereas fungus P2 made mycophenolic acid ( 9 ). [8] Therefore, compounds 4 , 6 , and 7 were proposed to be chimeric metabolites made from the union of 8 or 9 with a yet undetermined chemoreactive compound from fungus T1.…”

mentioning

confidence: 99%

Chemoreactive Natural Products that Afford Resistance Against Disparate Antibiotics and Toxins

You

Nicholas

et al. 2016

Angew Chem Int Ed

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Microorganisms use chemical inactivation strategies to circumvent toxicity caused by many types of antibiotics, yet in all reported cases; this approach is limited to enzymatically facilitated mechanisms that each target narrow ranges of chemically related scaffolds. The fungal-derived shikimate analogues, pericoxide and pericosine A, were identified as chemoreactive natural products that attenuated the antagonistic effects of several synthetic and naturally derived antifungal agents. Experimental and computational studies suggested that pericoxide and pericosine A readily react via SN2′ mechanisms against a variety of nucleophilic substances under both in vitro aqueous and in situ coculture conditions. Many of the substitution products from this reaction were highly stable and exhibited diminished toxicities against environmental fungal isolates including the Tolypocladium sp. strain that produced pericoxide and pericosine A.

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“…The crude EtOAc extract obtained from culture filtrates of strain AN4 was analysed by LC-MS ( Figure S1) and GC-MS and successively fractionated by combined column (CC) and thin layer chromatography (TLC), leading to the purification of two known compounds-mycophenolic acid and cis-bis(methylthio)silvatin-whose structures were confirmed by a comparison with data reported in the literature [9,10]. NMR spectra were reported in Figures S2-S6.…”

Section: Profiling and Structural Elucidation Of Secondary Metabolitementioning

confidence: 75%

Identification of the Main Metabolites of a Marine-Derived Strain of Penicillium brevicompactum Using LC and GC MS Techniques

et al. 2020

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Marine-derived fungi are an important source of many valuable compounds with original structures and diverse physico-chemical properties. In this work, the metabolomic profile of a strain of Penicillium brevicompactum, recovered from a snakelocks sea anemone (Anemonia sulcata), was investigated through the parallel application of LC-ESI-HRMS, GC-MS, and NMR. Our strategy allowed the identification of mycophenolic acid, brevianamide A, and several compounds belonging to the thiosilvatins. Among the latter, five products are reported for the first time in this species. The main product of this series, cis-bis(methylthio)silvatin, was also tested for antiproliferative activity on both cancer and non-tumoral colon cell lines.

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Two new members of mycophenolic acid family from Penicillium brevicompactum Dierckx

Cited by 14 publications

References 16 publications

Spectroscopic Investigation for the Interaction of Mycophenolate Mofetil with Ferrous Ions

Spectroscopic Investigation for the Interaction of Mycophenolate Mofetil with Ferrous Ions

Chemoreactive Natural Products that Afford Resistance Against Disparate Antibiotics and Toxins

Identification of the Main Metabolites of a Marine-Derived Strain of Penicillium brevicompactum Using LC and GC MS Techniques

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