Tetrahydrobostrycin and 1-Deoxytetrahydrobostrycin, Two New Hexahydroanthrone Derivatives, from a Marine-derived Fungus Aspergillus sp.

Xu, Jinzhong; Nakazawa, Takahiro; Ukai, Kazuyo; Kobayashi, Haruo; Mangindaan, Remy E.P.; Wewengkang, Defny S.; Rotinsulu, Henki; Namikoshi, Michio

doi:10.1038/ja.2008.57

Cited by 35 publications

(27 citation statements)

References 24 publications

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“…Other fungal pathogens, such as the rice blast pathogen M. oryzae , rely on the same biosynthesis genes as in B. cinerea (Spence et al, 2015). Furthermore, an NCBI BLASTp (Johnson et al, 2008) survey of homologs of the protein sequences from the B. cinerea ABA biosynthesis cluster easily identifies closely related proteins in many different endophytic or pathogenic fungi (e.g., Alternaria, Aspergillus, Aureobasidium, Colletotrichum, Dothistroma, Eutypa, Fusarium, Leptosphaeria, Magnaporthe, Pyrenophora , and Verticillium ) and ABA has already been found in Aspergillus, Fusarium and many other kinds of saprophytic or parasitic fungi (Crocoll et al, 1991; Xu et al, 2008; Dörffling et al, 2014; Morrison et al, 2015; Uzor et al, 2017). Taken together, this might indicate that there is a conserved direct ABA biosynthesis pathway in fungi.…”

Section: Different Aba Biosynthesis Pathwaysmentioning

confidence: 99%

Abscisic Acid as Pathogen Effector and Immune Regulator

et al. 2017

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Abscisic acid (ABA) is a sesquiterpene signaling molecule produced in all kingdoms of life. To date, the best known functions of ABA are derived from its role as a major phytohormone in plant abiotic stress resistance. Different organisms have developed different biosynthesis and signal transduction pathways related to ABA. Despite this, there are also intriguing common themes where ABA often suppresses host immune responses and is utilized by pathogens as an effector molecule. ABA also seems to play an important role in compatible mutualistic interactions such as mycorrhiza and rhizosphere bacteria with plants, and possibly also the animal gut microbiome. The frequent use of ABA in inter-species communication could be a possible reason for the wide distribution and re-invention of ABA as a signaling molecule in different organisms. In humans and animal models, it has been shown that ABA treatment or nutrient-derived ABA is beneficial in inflammatory diseases like colitis and type 2 diabetes, which confer potential to ABA as an interesting nutraceutical or pharmacognostic drug. The anti-inflammatory activity, cellular metabolic reprogramming, and other beneficial physiological and psychological effects of ABA treatment in humans and animal models has sparked an interest in this molecule and its signaling pathway as a novel pharmacological target. In contrast to plants, however, very little is known about the ABA biosynthesis and signaling in other organisms. Genes, tools and knowledge about ABA from plant sciences and studies of phytopathogenic fungi might benefit biomedical studies on the physiological role of endogenously generated ABA in humans.

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Section: Different Aba Biosynthesis Pathwaysmentioning

confidence: 99%

Abscisic Acid as Pathogen Effector and Immune Regulator

et al. 2017

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“…The growth of Saccharomyces cerevisiae and Mucor hiemalis were not affected by these compounds at 100 mg/disc. It is interesting that the presence of an OH group at C-1 is important for the antibacterial activity of tetrahydrobostrycin against E. coli , although the antibacterial activities of these compounds are very weak [ 54 ].…”

Section: In Vitro Biological Activities Of Natumentioning

confidence: 99%

Anthraquinones and Derivatives from Marine-Derived Fungi: Structural Diversity and Selected Biological Activities

et al. 2016

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Anthraquinones and their derivatives constitute a large group of quinoid compounds with about 700 molecules described. They are widespread in fungi and their chemical diversity and biological activities recently attracted attention of industries in such fields as pharmaceuticals, clothes dyeing, and food colorants. Their positive and/or negative effect(s) due to the 9,10-anthracenedione structure and its substituents are still not clearly understood and their potential roles or effects on human health are today strongly discussed among scientists. As marine microorganisms recently appeared as producers of an astonishing variety of structurally unique secondary metabolites, they may represent a promising resource for identifying new candidates for therapeutic drugs or daily additives. Within this review, we investigate the present knowledge about the anthraquinones and derivatives listed to date from marine-derived filamentous fungi′s productions. This overview highlights the molecules which have been identified in microorganisms for the first time. The structures and colors of the anthraquinoid compounds come along with the known roles of some molecules in the life of the organisms. Some specific biological activities are also described. This may help to open doors towards innovative natural substances.

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“…Bostrycin ( 20 ) and SZ-685C ( 21 ) are tautomers, and 1403P-3 ( 22 ) is a structural isomer, differing only in the position of the methoxyl substituent. Interestingly, bostrycin ( 20 ) was also reported in other marine-derived fungal species belonging to distinct genera such as Aspergillus , Fusarium and Xylaria [ 72 , 73 , 74 ].…”

Section: Marine Fungal-derived Metabolites Versus mentioning

confidence: 99%

Can Some Marine-Derived Fungal Metabolites Become Actual Anticancer Agents?

et al. 2015

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Marine fungi are known to produce structurally unique secondary metabolites, and more than 1000 marine fungal-derived metabolites have already been reported. Despite the absence of marine fungal-derived metabolites in the current clinical pipeline, dozens of them have been classified as potential chemotherapy candidates because of their anticancer activity. Over the last decade, several comprehensive reviews have covered the potential anticancer activity of marine fungal-derived metabolites. However, these reviews consider the term “cytotoxicity” to be synonymous with “anticancer agent”, which is not actually true. Indeed, a cytotoxic compound is by definition a poisonous compound. To become a potential anticancer agent, a cytotoxic compound must at least display (i) selectivity between normal and cancer cells (ii) activity against multidrug-resistant (MDR) cancer cells; and (iii) a preferentially non-apoptotic cell death mechanism, as it is now well known that a high proportion of cancer cells that resist chemotherapy are in fact apoptosis-resistant cancer cells against which pro-apoptotic drugs have more than limited efficacy. The present review thus focuses on the cytotoxic marine fungal-derived metabolites whose ability to kill cancer cells has been reported in the literature. Particular attention is paid to the compounds that kill cancer cells through non-apoptotic cell death mechanisms.

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Tetrahydrobostrycin and 1-Deoxytetrahydrobostrycin, Two New Hexahydroanthrone Derivatives, from a Marine-derived Fungus Aspergillus sp.

Cited by 35 publications

References 24 publications

Abscisic Acid as Pathogen Effector and Immune Regulator

Abscisic Acid as Pathogen Effector and Immune Regulator

Anthraquinones and Derivatives from Marine-Derived Fungi: Structural Diversity and Selected Biological Activities

Can Some Marine-Derived Fungal Metabolites Become Actual Anticancer Agents?

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