Penicinoline, a new pyrrolyl 4-quinolinone alkaloid with an unprecedented ring system from an endophytic fungus Penicillium sp.

Shao, Chang‐Lun; Wang, Chang‐Yun; Gu, Yu‐Cheng; Wei, Mei‐Yan; Pan, Jia-Hui; Deng, Dongsheng; She, Zhigang; Lin, Yongcheng

doi:10.1016/j.bmcl.2010.04.043

Cited by 82 publications

(37 citation statements)

References 9 publications

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“…In particular, secondary metabolites isolated from the marine-derived fungi in the genus Penicillium can produce various bioactive metabolites, such as antifouling polyketides [2], antibacterial communal A [3], cytotoxic penicinoline [4], antioxidant terrestrols [5], and antileukemic sorbicillactone A [6]. These results have drawn the attention of both pharmaceutical and natural product chemists.…”

Section: Introductionmentioning

confidence: 99%

Dihydroisocoumarins from the Mangrove-Derived Fungus Penicillium citrinum

et al. 2016

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Three new dihydroisocoumarin penicimarins G–I (1–3), together with one known dihydroisocoumarin (4) and three known meroterpenoids (5–7), were obtained from a fungus Penicillium citrinum isolated from the mangrove Bruguiera sexangula var. rhynchopetala collected in the South China Sea. Their structures were elucidated by the detailed analysis of spectroscopic data. The absolute configuration of 1 was determined by the X-ray diffraction analysis using Cu Kα radiation. The absolute configurations of 2 and 3 were determined by comparison of their circular dichroism (CD) spectra with the literature. All compounds were evaluated for their antibacterial activities and cytotoxic activities.

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Section: Introductionmentioning

confidence: 99%

Dihydroisocoumarins from the Mangrove-Derived Fungus Penicillium citrinum

et al. 2016

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“…It is thought that maybe gorgonian-associated microorganisms are the true producers of some of their host-derived compounds [3]. Recently, there were a few reports about the secondary metabolites of gorgonian-associated microorganisms [4][5][6][7][8][9]. The fungus Penicillium oxalicum SCSGAF 0023 strain (Trichocomaceae) was isolated from the South China Sea gorgonian Muricella flexuosa, and identified by Zhang et al [10].…”

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confidence: 98%

Cytotoxic Dihydrothiophene-Condensed Chromones from the Marine-Derived Fungus Penicillium oxalicum

Sun¹,

He²,

Liu

et al. 2013

Planta Med

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Two new dihydrothiophene-condensed chromones and a new natural chromone, namely oxalicumones A-C (1-3), respectively, were isolated from a culture broth of a marine-derived fungus, Penicillium oxalicum. The structures of 1-3 and acetylated derivatives of 1 (4-7) were elucidated on the basis of spectroscopic methods and chemical reactions. The absolute configuration of 1 and 2 were established by using the modified Mosher ester method and circular dichroism data of an in situ formed [Rh2(OCOCF3)4] and [Mo2(OAc)4] complex. (R)-MTPA ester of 1 showed cytotoxicity against A375, SW-620, and HeLa carcinoma cell lines with IC50 values of 8.9, 7.8, and 18.4 µM, respectively. Compound 1 displayed cytotoxicity against A375 and SW-620 cell lines with IC50 values of 11.7 and 22.6 µM, respectively. The structure-biological activity relationship of 1 was discussed.

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“…However, it was inactive against Hela, KB, KBv200, and Hep2 cell lines at a concentration of 100μg/mL. Furthermore, 55 showed strong insecticidal activity against the sucking pest Aphis gossypii with 100% mortality on a mixed population at 1000 ppm (Shao et al 2010).…”

Section: Cytotoxic Fungal Metabolitesmentioning

confidence: 99%

Bioactive secondary metabolites from endophytes and associated marine derived fungi

2011

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Endophytes and fungi that are associated with marine invertebrates or with algae are of growing importance as promising sources of structurally unprecedented biologically active natural products. This review covers the literature published in 2010 and highlights new bioactive metabolites and known compounds for which hitherto novel biological activities have been reported. The compounds are grouped according to their reported biological activities which include anti-infective, cytotoxic, antiparasitic, radical scavenging and anti-inflammatory activities. Overall, 106 fungal metabolites, including 87 new natural products, and 53 references are presented.

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Penicinoline, a new pyrrolyl 4-quinolinone alkaloid with an unprecedented ring system from an endophytic fungus Penicillium sp.

Cited by 82 publications

References 9 publications

Dihydroisocoumarins from the Mangrove-Derived Fungus Penicillium citrinum

Dihydroisocoumarins from the Mangrove-Derived Fungus Penicillium citrinum

Cytotoxic Dihydrothiophene-Condensed Chromones from the Marine-Derived Fungus Penicillium oxalicum

Bioactive secondary metabolites from endophytes and associated marine derived fungi

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