Occurrence and non-detectability of maytansinoids in individual plants of the genera Maytenus and Putterlickia

Pullen, Christian B; Schmitz, Petra; Hoffmann, Dietmar; Meurer, Kristina; Boettcher, Theresa; Bamberg, Daniel von; Pereira, Ana Maria Soares; França, Suzelei de Castro; Hauser, Manfred; Geertsema, H.; Wyk, Abraam van; Mahmud, Taifo; Floss, Heinz G.; Leistner, Eckhard

doi:10.1016/s0031-9422(02)00550-2

Cited by 39 publications

(36 citation statements)

References 39 publications

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“…71 Similarly, the AHBA synthase gene was used as a probe to screen plant-associated microorganisms in efforts to identify the true biosynthetic sources of the plant-derived maytansinoids and other medicinal agents. [72][73][74] Perusal of the NCBI's nucleotide database shows AHBA synthase genes from a number of microorganisms, only some of them known producers of AHBAderived metabolites. And AHBA synthase genes have been found in a number of sequenced genomes, indicating that genome mining can be another useful approach for identifying new AHBA-derived natural products.…”

Section: The Ahba Synthase Gene As a Probementioning

confidence: 99%

The biosynthesis of 3-amino-5-hydroxybenzoic acid (AHBA), the precursor of mC7N units in ansamycin and mitomycin antibiotics: a review

2010

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The aminoshikimate pathway of formation of 3-amino-5-hydroxybenzoic acid (AHBA), the precursor of ansamycin and other antibiotics is reviewed. In this biosynthesis, genes for kanosamine formation have been recruited from other genomes, to provide a nitrogenous precursor. Kanosamine is then phosphorylated and converted by common cellular enzymes into 1-deoxy-1-imino-erythrose 4-phosphate, the substrate for the formation of aminoDAHP. This is converted via 5-deoxy-5-aminodehydroquinic acid and 5-deoxy-5-aminodehydroshikimic acid into AHBA. Remarkably, the pyridoxal phosphate enzyme AHBA synthase seems to have two catalytic functions: As a homodimer, it catalyzes the last reaction in the pathway, the aromatization of 5-deoxy-5-aminodehydroshikimic acid, and at the beginning of the pathway in a complex with the oxidoreductase RifL it catalyzes the transamination of UDP-3-keto-D-glucose. The AHBA synthase gene also serves as a useful tool in the genetic screening for new ansamycins and other AHBA-derived natural products.

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Section: The Ahba Synthase Gene As a Probementioning

confidence: 99%

The biosynthesis of 3-amino-5-hydroxybenzoic acid (AHBA), the precursor of mC7N units in ansamycin and mitomycin antibiotics: a review

2010

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“…Das raízes de diferentes espécies de Maytenus foram isolados maitansina e maitansinóides, que porém não apresentam relação com a principal utilização popular da "cancorosa". Essas substâncias são potencialmente citotóxicas e antibióticas, e sua atividade antitumoral também está sendo investigada (PULLEN et al, 2003). Não foi ainda detectada a presença dessa classe de constituintes em espécies que crescem no Brasil (PULLEN et al, 2003).…”

Section: ) "Cancorosa": Raízes De Maytenus Macrodonta (Celastraceae)unclassified

Plantas medicinais comercializadas por raizeiros no Centro de Campo Grande, Mato Grosso do Sul

Nunes¹,

Silva²,

Resende³

et al. 2003

Rev. bras. farmacogn.

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RESUMO:Foi realizado um levantamento das plantas medicinais mais solicitadas a raizeiros do centro da cidade de Campo Grande, Mato Grosso do Sul, ou por eles indicadas. Esse levantamento foi efetuado em duas épocas distintas: 1992 e 2002. A compilação dos dados revelou que 27 espécies foram citadas em 1992 e 32 em 2002. As seis espécies mais freqüentemente consumidas (Maytenus cf. macrodonta, "cancorosa"; Baccharis trimera, "carqueja"; Achyrocline alata, "jateí-kaá"; Stryphnodendron adstringens, "barbatimão"; Cochlospermum regium, "algodãozinho", e Echinodorus macrophyllus, "chapéu-de-couro") foram adquiridas para identificação e avaliação preliminar da sua qualidade. Nas duas épocas, a qualidade das plantas medicinais apresentava itens que reprovavam seu consumo. Em ambos os levantamentos, observou-se uma constância das espécies mais utilizadas e uma coerência satisfatória com os dados disponíveis sobre os hábitos da automedicação da população do município. Os motivos e sintomas mais freqüentes para a aquisição de plantas medicinais foram os relacionados ao uso analgésico, sistemas genitourinário, respiratório e osteomuscular, dispepsia/má digestão e tecido conjuntivo.Unitermos: plantas medicinais; etnobotânica; raizeiros; Campo Grande/MS; avaliação preliminar da qualidade. ABSTRACT: Medicinal plants from herb sellers operating in downtown CampoGrande, Mato Grosso do Sul, Brazil. A survey of the medicinal plants requested from and/or indicated by herb sellers operating in the central area of Campo Grande, Mato Grosso do Sul, Brazil, was performed at two different times -1992 and 2002. The first survey revealed 27 species being used; the second one, 32 species. The species most often consumed (Maytenus cf. macrodonta, 'cancorosa'; Baccharis trimera, 'carqueja'; Achyrocline alata, 'jateí-kaá'; Stryphnodendron adstringens, 'barbatimão'; Cochlospermum regium, 'algodãozinho', and Echinodorus macrophyllus, 'chapéu-de-couro') were acquired for identification and evaluation of their quality. On both occasions, the quality of the samples was negatively affected by features that made them inappropriate for human consumption. The results of both surveys agreed as to the species most used. Also, a satisfactory degree of coherence was found regarding the data available on the self-medication behavior of the population of Campo Grande. These medicinal plants were more often sought for analgesic use and for symptoms related to the genitourinary, respiratory and skeletomuscular systems, connective tissue and dyspepsia/maldigestion.

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“…An extensive PCR based homology screen gave negative results only (Pullen et al 2003). These observations point to the conclusion that plants do not produce maytansinoids ab initio.…”

Section: A Physical Interaction Merely? the Plausibility Of Horizontamentioning

confidence: 85%

“…In case of maytansinoids, all evidence seems to point to them being ultimately produced by plant associated microorganisms. Maytansine, the unique parent compound (Figure 9), was found neither in cell suspension cultures from Maytenus buchananii (Kutney et al 1981) nor in callus cultures raised from Maytenus wallichiana (Dymowski and Furmanowa 1990) and Putterlickia verrucosa (Pullen et al 2003).…”

Section: A Physical Interaction Merely? the Plausibility Of Horizontamentioning

confidence: 99%

Endophytes: exploiting biodiversity for the improvement of natural product-based drug discovery

Staniek

Woerdenbag

Kayser

2008

Journal of Plant Interactions

124

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Endophytes, microorganisms that colonize internal tissues of all plant species, create a huge biodiversity with yet unknown novel natural products, presumed to push forward the frontiers of drug discovery. Next to the clinically acknowledged antineoplastic agent, paclitaxel, endophyte research has yielded potential drug lead compounds with antibacterial, antiviral, antioxidant, insulin mimetic, anti-neurodegenerative and immunosuppressant properties. Furthermore, while being implicated in livestock neurotoxicosis, some endophyte-produced alkaloids have been shown to display insecticidal activity. The endophyte-host relationship is postulated to be a 'balanced antagonism'. Moreover, the plausibility of horizontal gene transfer (HGT) hypothesis is taken into account. Knowledge of the genetic background of endophytic natural product biosynthesis is discussed on the basis of loline alkaloids, ergopeptines, lolitrems and maytansinoids. The current dynamic progress in genomics will contribute to a better understanding of endophytic microbes and to further exploiting them as a source of pharmaceutically relevant compounds.

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Occurrence and non-detectability of maytansinoids in individual plants of the genera Maytenus and Putterlickia

Cited by 39 publications

References 39 publications

The biosynthesis of 3-amino-5-hydroxybenzoic acid (AHBA), the precursor of mC7N units in ansamycin and mitomycin antibiotics: a review

The biosynthesis of 3-amino-5-hydroxybenzoic acid (AHBA), the precursor of mC7N units in ansamycin and mitomycin antibiotics: a review

Plantas medicinais comercializadas por raizeiros no Centro de Campo Grande, Mato Grosso do Sul

Endophytes: exploiting biodiversity for the improvement of natural product-based drug discovery

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