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Teruhiko Yoshihara - One of the best experts on this subject based on the ideXlab platform.
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Novel resorcinol derivatives from Lasiodiplodia theobromae.
Zeitschrift für Naturforschung C, 2000Co-Authors: Yang Qing, Maki Asai, Teruhiko YoshiharaAbstract:Abstract Two novel resorcinol derivatives were isolated from the mycelium of Lasiodiplodia theobromae IFO 31059 as potato micro-tuber inducing compounds. Their structures were established by spectroscopic methods as ethyl (6′R)-2,4-dihydroxy-6-(6′-hydroxyheptyl)benzoate (8) and isobutyl (6′R)-2.4-dihydroxy-6-(6′-hydroxyheptyl)benzoate (9). The absolute stereochemistry of the asymmetric center of (8) was determined by an advanced Mosher method.
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Potato micro-tuber inducing hydroxylasiodiplodins from Lasiodiplodia theobromae.
Phytochemistry, 2000Co-Authors: Qing Yang, Hideyuki Matsuura, Maki Asai, Teruhiko YoshiharaAbstract:Three hydroxylasiodiplodins were isolated from the mycelium extracts of Lasiodiplodia theobromae IFO 31059; and their structures were identified as (3R),(4S)-4-hydroxylasiodiplodin, (3R),(6R)-6-hydroxy-de-O-methyllasiodiplodin and (3R),(5R)-5-hydroxy-de-O-methyllasiodiplodin. All showed potato micro-tuber inducing activity.
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Three lasiodiplodins from Lasiodiplodia theobromae ifo 31059
Phytochemistry, 1998Co-Authors: Hideyuki Matsuura, Kaoru Nakamori, Teruhiko Yoshihara, El-sayed A. Omer, Chiaki Hatakeyama, Akitami IchiharaAbstract:Abstract Three new fungal metabolites were isolated from the culture filtrate of the fungus, Lasiodiplodia theobromae IFO 31059 and identified as (5 R ) and (5 S ) 5-hydroxylasiodiplodins and 5-oxolasiodiplodin. The first two showed weak potato micro-tuber inducing activities, although only at very high dosage levels.
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Novel Cyclohexene Compound from Lasiodiplodia theobromae IFO 31059.
Bioscience biotechnology and biochemistry, 1998Co-Authors: Hideyuki Matsuura, Akitami Ichihara, Naomi Obara, Noriko Chisaka, Teruhiko YoshiharaAbstract:A novel cyclohexene compound (1), which is structurally related to theobroxide (2), was isolated from a culture filtrate of the fungus, Lasiodiplodia theobromae IFO 31059. The potato micro-tuber-inducing activity of this compound was observed at a concentration of 10-3 M in the medium, whereas theobroxide (2) showed its activity at 10-5 M.
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Potato micro-tuber inducing substances from Lasiodiplodia theobromae
Phytochemistry, 1994Co-Authors: Kaoru Nakamori, Hideyuki Matsuura, Teruhiko Yoshihara, Akitami Ichihara, Yasunori KodaAbstract:Abstract Three potato-tuber inducing substances were isolated from Lasiodiplodia theobromae IFO 31059, and their structures identified as mellein, jasmonic acid and a previously unrecorded cyclohexene named theobroxide.
Hideyuki Matsuura - One of the best experts on this subject based on the ideXlab platform.
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Feeding experiment using uniformly 13C-labeled α-linolenic acid supports the involvement of the decarboxylation mechanism to produce cis-jasmone in Lasiodiplodia theobromae.
Bioscience biotechnology and biochemistry, 2019Co-Authors: Ryo Matsui, Kosaku Takahashi, Kisumi Takiguchi, Kazuhiko Matsuda, Hideyuki MatsuuraAbstract:In our previous report, it was found that Lasiodiplodia theobromae produced cis-jasmone via partially utilizing the biosynthetic pathway of JA. A feeding experiment using uniformly 13C-labeled α-li...
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Biosynthesis of Resorcylic Acid Lactone (5S)-5-Hydroxylasiodiplodin in Lasiodiplodia theobromae
Bioscience biotechnology and biochemistry, 2009Co-Authors: Takasumi Kashima, Kosaku Takahashi, Hideyuki Matsuura, Kensuke NabetaAbstract:An administration study of 2H-labeled precursors showed that the 9-hydroxydecanoyl unit, the acyl intermediate of lasiodiplodin (1), was also the intermediate of (5S)-5-hydroxylasiodiplodin (2) in Lasiodiplodia theobromae. The incorporation of [O-methyl-2H3]-lasiodiplodin (6) into 2 indicated that hydroxylation at C-5 occurred after cyclization.
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Isolation and Structural Elucidation of a New Cyclohexenone Compound from Lasiodiplodia theobromae
Bioscience biotechnology and biochemistry, 2009Co-Authors: Naoki Kitaoka, Kensuke Nabeta, Hideyuki MatsuuraAbstract:A new cyclohexenone compound was isolated as a mixture of enantiomers from a culture filtrate of Lasiodiplodia theobromae. The relative structure was determined to be 4,5-dihydroxy-3-methyl-cyclohex-2-enone on the basis of MS, 1H-NMR, and 13C-NMR spectroscopic analyses, including 2D-NMR experiments. Resolution of the enantiomers was conducted by a coupling reaction with (S)-MTPA-Cl followed by HPLC separation.
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Biosynthesis of resorcylic acid lactone lasiodiplodin in Lasiodiplodia theobromae
Bioscience biotechnology and biochemistry, 2009Co-Authors: Takasumi Kashima, Kosaku Takahashi, Hideyuki Matsuura, Kensuke NabetaAbstract:The biosynthesis of lasiodiplodin (1) and its (5S)-5-hydroxylated derivative (2) were investigated by the administration of 13C-labeled acetates to Lasiodiplodia theobromae. The labeling patterns of biosynthetically 13C-labeled 1 and 2 were determined by 13C-NMR and INADEQUATE spectra, demonstrating the octaketide origins of 1 and 2. Taking into account the biosynthetic study of resorcylic acid lactones, the involvement of highly reduced acyl intermediates in the biosynthesis of lasiodiplodins was presumed; thus, we synthesized 2H-labeled hypothetical acyl intermediates of 1, 9-hydroxydecanoic acid (4) and its N-acetylcysteamine thioester (SNAC, 5). When L. theobromae was incubated with 5 mM of a 2H-labeled intermediate, the 2H-label from the intermediate was incorporated at the expected position of 1. These incorporation studies revealed that 1 was produced via a pathway which closely resembles that of resorcylic acid lactone biosynthesis.
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Potato micro-tuber inducing hydroxylasiodiplodins from Lasiodiplodia theobromae.
Phytochemistry, 2000Co-Authors: Qing Yang, Hideyuki Matsuura, Maki Asai, Teruhiko YoshiharaAbstract:Three hydroxylasiodiplodins were isolated from the mycelium extracts of Lasiodiplodia theobromae IFO 31059; and their structures were identified as (3R),(4S)-4-hydroxylasiodiplodin, (3R),(6R)-6-hydroxy-de-O-methyllasiodiplodin and (3R),(5R)-5-hydroxy-de-O-methyllasiodiplodin. All showed potato micro-tuber inducing activity.
Alan J L Phillips - One of the best experts on this subject based on the ideXlab platform.
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Phylogeny and morphology of Lasiodiplodia species associated with Magnolia forest plants.
Scientific reports, 2019Co-Authors: Nimali I. De Silva, Alan J L Phillips, Jian-kui Liu, Saisamorn Lumyong, Kevin D HydeAbstract:Two new species of Lasiodiplodia (Lasiodiplodia endophytica and Lasiodiplodia magnoliae) are described and illustrated from Magnolia forests in Yunnan, China. Endophytic and saprobic Lasiodiplodia pseudotheobromae and endophytic L. thailandica are new records from this host. The internal transcribed spacers (ITS), part of the translation elongation factor-1α (tef1) and partial β-tubulin (tub2) sequence data were analyzed to investigate the phylogenetic relationships of the new species with other Lasiodiplodia species. Lasiodiplodia magnoliae is phylogenetically sister to L. mahajangana and L. pandanicola but morphologically distinct from L. mahajangana in having larger conidia. Lasiodiplodia endophytica is most closely related to L. iraniensis and L. thailandica and the three species can be distinguished from one another by 2 base pair differences in ITS and three or four base pair differences in tef1. The new collections suggest that Magnolia forest plants are good hosts for Lasiodiplodia species with endophytic and saprobic life-styles.
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phylogeny distribution and pathogenicity of Lasiodiplodia species associated with dieback of table grape in the main brazilian exporting region
Plant Pathology, 2016Co-Authors: Kamila C Correia, M A De Morais, Marcos Paz Saraiva Câmara, Alan J L Phillips, M A Silva, Joan Armengol, Sami Jorge MichereffAbstract:Botryosphaeria dieback is an important disease of table grape in the Sao Francisco Valley, the main Brazilian exporting region. The objectives of this study were to identify species of Lasiodiplodia associated with botryosphaeria dieback of table grapes in the Sao Francisco Valley, investigate the prevalence and distribution of the species in the region, and evaluate their pathogenicity and virulence in green shoots of table grape. A total of 112 Lasiodiplodia isolates were obtained from 14 vineyards, located in Casa Nova, Juazeiro and Petrolina. Fungal identifications were made using phylogenetic analysis based on partial sequences of translation elongation factor 1-α (EF1-α) and internal transcribed spacer (ITS) sequences, in combination with morphometric characteristics of conidia. Eight species of Lasiodiplodia were identified: L. brasiliense, L. crassispora, L. egyptiacae, L. euphorbicola, L. hormozganensis, L. jatrophicola, L. pseudotheobromae and L. theobromae. Except for L. crassispora, L. pseudotheobromae and L. theobromae, all the other species are reported for the first time on grapevine worldwide. The distribution of Lasiodiplodia species differed between the three table grape populations of Sao Francisco Valley. All Lasiodiplodia species isolated in this study were present in the population of Casa Nova and Lasiodiplodia theobromae was the most prevalent. All species of Lasiodiplodia were pathogenic on detached green shoots of grapevine, with L. brasiliense being the most virulent.
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Diversity of Botryosphaeriaceae species associated with grapevine and other woody hosts in Italy, Algeria and Tunisia, with descriptions of Lasiodiplodia exigua and Lasiodiplodia mediterranea sp. nov
Fungal Diversity, 2014Co-Authors: B. T. Linaldeddu, A. Deidda, B. Scanu, A. Franceschini, S. Serra, A. Berraf-tebbal, M. L. Ben Jamâa, M. Zouaoui Boutiti, Alan J L PhillipsAbstract:The diversity of Botryosphaeriaceae species associated with “Botryosphaeria dieback” of grapevine was investigated in 18 vineyards in Sardinia, Italy. Lasiodiplodia isolates obtained from different woody hosts including holm oak, sweet orange and broom bush in Italy, Algeria and Tunisia were also characterized. Morphological and cultural characteristics as well as ITS and EF1-α sequence data were used to identify the fungal isolates. Forty-eight botryosphaeriaceous isolates were obtained from 113 symptomatic grapevine samples, from which ten species were identified. Diplodia seriata was the dominant species (25 % of isolates), followed by Neofusicoccum parvum (21.7 %). Two species, Diplodia olivarum and D. africana are reported for the first time on grapevine. In addition, two new species namely Lasiodiplodia mediterranea sp. nov. from grapevine, holm oak and sweet orange and Lasiodiplodia exigua sp. nov. from broom bush are described. In artificial inoculation experiments conducted on excised green grapevine shoots and lignified canes as well as holm oak seedlings, L. mediterranea was shown to be an aggressive pathogen.
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Species of Lasiodiplodia associated with papaya stem-end rot in Brazil
Fungal Diversity, 2014Co-Authors: Mariote S. B. Netto, Alan J L Phillips, Sami J. Michereff, Marília W. Marques, Iraíldes P. Assunção, Gaus S. A. Lima, Waléria G. Lima, Jean H. A. Monteiro, Valdir Queiroz Balbino, Marcos P. S. CâmaraAbstract:This study aims to identify and characterize species of Lasiodiplodia associated with stem-end rot of papaya in six different populations in the Northeast of Brazil. Fungal identifications were made using a combination of morphology together with a phylogenetic analysis based on partial translation elongation factor 1-α sequence (EF-1α) and internal transcribed spacers (ITS). Five species of Lasiodiplodia were identified: Lasiodiplodia brasiliense sp. nov., L. hormozganensis, L. marypalme sp. nov. , L. pseudotheobromae and L. theobromae . Only L. theobromae had previously been reported in papaya, while all the other species are reported for the first time in association with this host in Brazil and worldwide. Lasiodiplodia theobromae was the most prevalent species. All species of Lasiodiplodia were pathogenic on papaya fruit, with L. hormozganensis being the most virulent .
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Species of Lasiodiplodia associated with mango in Brazil
Fungal Diversity, 2013Co-Authors: Marília W. Marques, M A De Morais, Alan J L Phillips, Sami J. Michereff, Nelson B. Lima, Maria Angélica Guimarães Barbosa, Breno O. Souza, Marcos Paz Saraiva CâmaraAbstract:Mango (Mangifera indica) is a major tropical fruit species cultivated in Brazil. The objective of this study was to identify species of Lasiodiplodia associated with dieback and stem-end rot of mango in the semi-arid region of Northeastern Brazil, and compare the species in relation to mycelial growth, pathogenicity and virulence. A total of 120 isolates of Lasiodiplodia were used and identifications were made using a combination of morphology and phylogenetic analysis based on partial translation elongation factor 1-α sequence (EF1-α) and internal transcribed spacers (ITS). The following species were identified: Lasiodiplodia crassispora, L. egyptiacae, L. hormozganensis, L. iraniensis, L. pseudotheobromae, L. theobromae and Lasiodiplodia sp.. Lasiodiplodia theobromae was the most frequently isolated species, which represented 41 % of all the isolates. Only this species had been previously reported on mango in Brazil, while the other species represent the first report associated with mango tree diseases in this country. Lasiodiplodia crassispora is reported for the first time associated with mango diseases worldwide. There were significant differences in mycelial growth rates among the Lasiodiplodia species and also in the optimum temperature for growth. All species of Lasiodiplodia were pathogenic on mango fruit. There were significant differences in virulence among the species, wherein L. hormozganensis and Lasiodiplodia sp.were the most virulent, while the least virulent were L. iraniensis, L. pseudotheobromae, L. crassispora and L. egyptiacae.
Akitami Ichihara - One of the best experts on this subject based on the ideXlab platform.
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Novel Cyclohexene Compound from Lasiodiplodia theobromae IFO 31059.
Bioscience biotechnology and biochemistry, 1998Co-Authors: Hideyuki Matsuura, Akitami Ichihara, Naomi Obara, Noriko Chisaka, Teruhiko YoshiharaAbstract:A novel cyclohexene compound (1), which is structurally related to theobroxide (2), was isolated from a culture filtrate of the fungus, Lasiodiplodia theobromae IFO 31059. The potato micro-tuber-inducing activity of this compound was observed at a concentration of 10-3 M in the medium, whereas theobroxide (2) showed its activity at 10-5 M.
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Three lasiodiplodins from Lasiodiplodia theobromae ifo 31059
Phytochemistry, 1998Co-Authors: Hideyuki Matsuura, Kaoru Nakamori, Teruhiko Yoshihara, El-sayed A. Omer, Chiaki Hatakeyama, Akitami IchiharaAbstract:Abstract Three new fungal metabolites were isolated from the culture filtrate of the fungus, Lasiodiplodia theobromae IFO 31059 and identified as (5 R ) and (5 S ) 5-hydroxylasiodiplodins and 5-oxolasiodiplodin. The first two showed weak potato micro-tuber inducing activities, although only at very high dosage levels.
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Potato micro-tuber inducing substances from Lasiodiplodia theobromae
Phytochemistry, 1994Co-Authors: Kaoru Nakamori, Hideyuki Matsuura, Teruhiko Yoshihara, Akitami Ichihara, Yasunori KodaAbstract:Abstract Three potato-tuber inducing substances were isolated from Lasiodiplodia theobromae IFO 31059, and their structures identified as mellein, jasmonic acid and a previously unrecorded cyclohexene named theobroxide.
Kaoru Nakamori - One of the best experts on this subject based on the ideXlab platform.
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Three lasiodiplodins from Lasiodiplodia theobromae ifo 31059
Phytochemistry, 1998Co-Authors: Hideyuki Matsuura, Kaoru Nakamori, Teruhiko Yoshihara, El-sayed A. Omer, Chiaki Hatakeyama, Akitami IchiharaAbstract:Abstract Three new fungal metabolites were isolated from the culture filtrate of the fungus, Lasiodiplodia theobromae IFO 31059 and identified as (5 R ) and (5 S ) 5-hydroxylasiodiplodins and 5-oxolasiodiplodin. The first two showed weak potato micro-tuber inducing activities, although only at very high dosage levels.
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Potato micro-tuber inducing substances from Lasiodiplodia theobromae
Phytochemistry, 1994Co-Authors: Kaoru Nakamori, Hideyuki Matsuura, Teruhiko Yoshihara, Akitami Ichihara, Yasunori KodaAbstract:Abstract Three potato-tuber inducing substances were isolated from Lasiodiplodia theobromae IFO 31059, and their structures identified as mellein, jasmonic acid and a previously unrecorded cyclohexene named theobroxide.
