Periconiasins A–C, New Cytotoxic Cytochalasans with an Unprecedented 9/6/5 Tricyclic Ring System from Endophytic Fungus <i>Periconia</i> sp.

Zhang, Dewu; Ge, Hanlin; Xie, Dan; Chen, Ridao; Zou, Jianhua; Tao, Xiaoyu; Dai, Jungui

doi:10.1021/ol400458n

Cited by 99 publications

(48 citation statements)

References 20 publications

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“…Although not always successful, this approach has led to the identification of aspyridone A [67], apicidins [45, 68], microperfuranone [69], pyranonigrin E [70], and hexadehydroastechrome [71] and has confirmed the enzymes responsible for fumitremorgin [38], apicidin [45], fusarin C [19], and cytochalasin [72, 73] production.…”

Section: Introductionmentioning

confidence: 99%

Enhancing Nonribosomal Peptide Biosynthesis in Filamentous Fungi

Soukup

Keller

Wiemann

2016

Methods in Molecular Biology

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Filamentous fungi are historically known as rich sources for production of biologically active natural products, so-called secondary metabolites. One particularly pharmaceutically relevant chemical group of secondary metabolites is the nonribosomal peptides synthesized by nonribosomal peptide synthetases (NRPSs). As most of the fungal NRPS gene clusters leading to production of the desired molecules are not expressed under laboratory conditions, efforts to overcome this impediment are crucial to unlock the full chemical potential of each fungal species. One way to activate these silent clusters is by overexpressing and deleting global regulators of secondary metabolism. The conserved fungal-specific regulator of secondary metabolism, LaeA, was shown to be a valuable target for sleuthing of novel gene clusters and metabolites. Additionally, modulation of chromatin structures by either chemical or genetic manipulation has been shown to activate cryptic metabolites. Furthermore, NRPS-derived molecules seem to be affected by cross talk between the specific gene clusters and some of these metabolites have a tissue- or developmental-specific regulation. This chapter summarizes how this knowledge of different tiers of regulation can be combined to increase production of NRPS-derived metabolites in fungal species.

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Section: Introductionmentioning

confidence: 99%

Enhancing Nonribosomal Peptide Biosynthesis in Filamentous Fungi

Soukup

Keller

Wiemann

2016

Methods in Molecular Biology

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“…Some representative members are depicted in Fig. 5 [43]. Cyctochalasan alkaloids display a wide range of biological properties, such as cytotoxic, antimicrobial, antiviral and phytotoxic activities and were reviewed in detail by Hertweck in 2010 [44].…”

Section: Reviewmentioning

confidence: 99%

The chemistry of isoindole natural products

Speck¹,

Magauer²

2013

Beilstein J. Org. Chem.

292

161

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SummaryThis review highlights the chemical and biological aspects of natural products containing an oxidized or reduced isoindole skeleton. This motif is found in its intact or modified form in indolocarbazoles, macrocyclic polyketides (cytochalasan alkaloids), the aporhoeadane alkaloids, meroterpenoids from Stachybotrys species and anthraquinone-type alkaloids. Concerning their biological activity, molecular structure and synthesis, we have limited this review to the most inspiring examples. Within different congeners, we have selected a few members and discussed the synthetic routes in more detail. The putative biosynthetic pathways of the presented isoindole alkaloids are described as well.

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“…A. muricata have been studied for the bioactive natural products produced by its endophytic fungal populations. [14][15][16][17][18][19][20][21][22][23] 14,15,17 and sesquiterpenes: periconianones C-K. 19 Secondary metabolites of endophytic fungi of A. muricata showed anticancer activities. 22,23 Periconiasins A and B showed significant cytotoxicity against human colon cancer cells (HCT-8).…”

Section: Introductionmentioning

confidence: 99%