Literature DB >> 10819296

Biological activity of guanacastepene, a novel diterpenoid antibiotic produced by an unidentified fungus CR115.

M P Singh1, J E Janso, S W Luckman, S F Brady, J Clardy, M Greenstein, W M Maiese.   

Abstract

Fermentation extracts of culture CR115, an unknown plant endophyte originally isolated from Costa Rica, were found to be active against antibiotic-resistant bacteria. The metabolite responsible for activity was identified as a novel diterpenoid antibiotic guanacastepene (mol. wt. 374.47 and mol. formula C22H30O5). Mechanistic studies done in an E. coli imp strain suggested membrane damage as the primary mode of bactericidal action. This compound also lysed human RBCs and caused leakage of intracellular potassium from E. coli imp.

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Year:  2000        PMID: 10819296     DOI: 10.7164/antibiotics.53.256

Source DB:  PubMed          Journal:  J Antibiot (Tokyo)        ISSN: 0021-8820            Impact factor:   2.649


  11 in total

1.  Synthesis of enantioenriched γ-quaternary cycloheptenones using a combined allylic alkylation/Stork-Danheiser approach: preparation of mono-, bi-, and tricyclic systems.

Authors:  Nathan B Bennett; Allen Y Hong; Andrew M Harned; Brian M Stoltz
Journal:  Org Biomol Chem       Date:  2011-10-19       Impact factor: 3.876

Review 2.  Natural products from plant-associated microorganisms: distribution, structural diversity, bioactivity, and implications of their occurrence.

Authors:  A A Leslie Gunatilaka
Journal:  J Nat Prod       Date:  2006-03       Impact factor: 4.050

3.  Enantioselective total synthesis of guanacastepene N using an uncommon 7-endo Heck cyclization as a pivotal step.

Authors:  Shin Iimura; Larry E Overman; Ralph Paulini; Armen Zakarian
Journal:  J Am Chem Soc       Date:  2006-10-11       Impact factor: 15.419

4.  Development of a catalytic enantioselective synthesis of the guanacastepene and heptemerone tricyclic core.

Authors:  Andrew M Harned; Brian M Stoltz
Journal:  Tetrahedron       Date:  2019-02-27       Impact factor: 2.457

5.  Design and Synthesis of Molecular Scaffolds with Anti-infective Activity.

Authors:  Junjia Liu; T Aaron Bedell; Julian G West; Erik J Sorensen
Journal:  Tetrahedron       Date:  2016-01-28       Impact factor: 2.457

6.  The diversity of anti-microbial secondary metabolites produced by fungal endophytes: an interdisciplinary perspective.

Authors:  Walaa Kamel Mousa; Manish N Raizada
Journal:  Front Microbiol       Date:  2013-03-27       Impact factor: 5.640

7.  Five New Guanacastane-Type Diterpenes from Cultures of the Fungus Psathyrella candolleana.

Authors:  Xia Yin; Tao Feng; Zheng-Hui Li; Ying Leng; Ji-Kai Liu
Journal:  Nat Prod Bioprospect       Date:  2014-05-08

Review 8.  Endophytic fungi: a reservoir of antibacterials.

Authors:  Sunil K Deshmukh; Shilpa A Verekar; Sarita V Bhave
Journal:  Front Microbiol       Date:  2015-01-08       Impact factor: 5.640

Review 9.  Structural Diversity and Biological Activities of Novel Secondary Metabolites from Endophytes.

Authors:  Han Gao; Gang Li; Hong-Xiang Lou
Journal:  Molecules       Date:  2018-03-13       Impact factor: 4.411

10.  Cytotoxic and antimicrobial activities of endophytic fungi isolated from Bacopa monnieri (L.) Pennell (Scrophulariaceae).

Authors:  Meenu Katoch; Gurpreet Singh; Sadhna Sharma; Nidhi Gupta; Payare Lal Sangwan; Ajit Kumar Saxena
Journal:  BMC Complement Altern Med       Date:  2014-02-11       Impact factor: 3.659

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