Literature DB >> 16643065

Botcinins E and F and Botcinolide from Botrytis cinerea and structural revision of botcinolides.

H Tani1, H Koshino, E Sakuno, H G Cutler, H Nakajima.   

Abstract

Botcinins E and F were isolated together with the known botcinolide. The structures of botcinins E and F were determined to be 3-O-deacetylbotcinin A (5) and 3-O-deacetyl-2-epi-botcinin A (6), respectively, by spectroscopic methods and chemical conversion. The structure of botcinolide was revised on the basis of spectroscopic data and chemical conversion. Botcinolide was originally reported as a nine-membered lactone (7), but the revised structure is the seco acid of botcinin E (13). Thus botcinolide is renamed botcinic acid, and homobotcinolide is renamed botcineric acid. Reinvestigation of the spectroscopic data reported for all botcinolide analogues indicates that 4-O-methylbotcinolide and 3-O-acetyl-2-epibotcinolide are the same as a methyl ester of botcinic acid (13a) and botcinin A (1), respectively, and that 2-epibotcinolide may be the same as botcinin E (5). Compounds 5, 6, and 13 showed weak antifungal activity against Magnaporthe grisea, a pathogen of rice blast disease.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16643065     DOI: 10.1021/np060071x

Source DB:  PubMed          Journal:  J Nat Prod        ISSN: 0163-3864            Impact factor:   4.050


  8 in total

1.  Genomic analysis of the necrotrophic fungal pathogens Sclerotinia sclerotiorum and Botrytis cinerea.

Authors:  Joelle Amselem; Christina A Cuomo; Jan A L van Kan; Muriel Viaud; Ernesto P Benito; Arnaud Couloux; Pedro M Coutinho; Ronald P de Vries; Paul S Dyer; Sabine Fillinger; Elisabeth Fournier; Lilian Gout; Matthias Hahn; Linda Kohn; Nicolas Lapalu; Kim M Plummer; Jean-Marc Pradier; Emmanuel Quévillon; Amir Sharon; Adeline Simon; Arjen ten Have; Bettina Tudzynski; Paul Tudzynski; Patrick Wincker; Marion Andrew; Véronique Anthouard; Ross E Beever; Rolland Beffa; Isabelle Benoit; Ourdia Bouzid; Baptiste Brault; Zehua Chen; Mathias Choquer; Jérome Collémare; Pascale Cotton; Etienne G Danchin; Corinne Da Silva; Angélique Gautier; Corinne Giraud; Tatiana Giraud; Celedonio Gonzalez; Sandrine Grossetete; Ulrich Güldener; Bernard Henrissat; Barbara J Howlett; Chinnappa Kodira; Matthias Kretschmer; Anne Lappartient; Michaela Leroch; Caroline Levis; Evan Mauceli; Cécile Neuvéglise; Birgitt Oeser; Matthew Pearson; Julie Poulain; Nathalie Poussereau; Hadi Quesneville; Christine Rascle; Julia Schumacher; Béatrice Ségurens; Adrienne Sexton; Evelyn Silva; Catherine Sirven; Darren M Soanes; Nicholas J Talbot; Matt Templeton; Chandri Yandava; Oded Yarden; Qiandong Zeng; Jeffrey A Rollins; Marc-Henri Lebrun; Marty Dickman
Journal:  PLoS Genet       Date:  2011-08-18       Impact factor: 5.917

2.  Botcinic acid biosynthesis in Botrytis cinerea relies on a subtelomeric gene cluster surrounded by relics of transposons and is regulated by the Zn2Cys6 transcription factor BcBoa13.

Authors:  Antoine Porquier; Javier Moraga; Guillaume Morgant; Bérengère Dalmais; Adeline Simon; Hind Sghyer; Isidro G Collado; Muriel Viaud
Journal:  Curr Genet       Date:  2019-03-08       Impact factor: 3.886

3.  Induction of Diverse Cryptic Fungal Metabolites by Steroids and Channel Blockers.

Authors:  Seoung Rak Lee; Mohammad R Seyedsayamdost
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-25       Impact factor: 16.823

4.  Sesquiterpene synthase from the botrydial biosynthetic gene cluster of the phytopathogen Botrytis cinerea.

Authors:  Cristina Pinedo; Chieh-Mei Wang; Jean-Marc Pradier; Bérengère Dalmais; Mathias Choquer; Pascal Le Pêcheur; Guillaume Morgant; Isidro G Collado; David E Cane; Muriel Viaud
Journal:  ACS Chem Biol       Date:  2008-12-19       Impact factor: 5.100

5.  Co-culturing of Fungal Strains Against Botrytis cinerea as a Model for the Induction of Chemical Diversity and Therapeutic Agents.

Authors:  Rachel Serrano; Víctor González-Menéndez; Lorena Rodríguez; Jesús Martín; José R Tormo; Olga Genilloud
Journal:  Front Microbiol       Date:  2017-04-19       Impact factor: 5.640

6.  A Secondary Metabolism Pathway Involved in the Production of a Putative Toxin Is Expressed at Early Stage of Monilinia laxa Infection.

Authors:  Maria Villarino; Silvia Rodríguez-Pires; Elena Requena; Paloma Melgarejo; Antonieta De Cal; Eduardo A Espeso
Journal:  Front Plant Sci       Date:  2022-03-24       Impact factor: 5.753

Review 7.  Secondary metabolites in fungus-plant interactions.

Authors:  Tünde Pusztahelyi; Imre J Holb; István Pócsi
Journal:  Front Plant Sci       Date:  2015-08-06       Impact factor: 5.753

8.  Resistance to Botrytis cinerea in Solanum lycopersicoides involves widespread transcriptional reprogramming.

Authors:  Jonathon E Smith; Bemnet Mengesha; Hua Tang; Tesfaye Mengiste; Burton H Bluhm
Journal:  BMC Genomics       Date:  2014-05-03       Impact factor: 3.969

  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.