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4 article(s) from Harunari, Enjuro

Three new O-isocrotonyl-3-hydroxybutyric acid congeners produced by a sea anemone-derived marine bacterium of the genus Vibrio

Dandan Li,
Enjuro Harunari,
Tao Zhou,
Naoya Oku and
Yasuhiro Igarashi

Full Research Paper
Published 29 Jul 2020

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1. Graphical Abstract
2. Figure 1: Structures of the compounds 1–5.
  
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3. Figure 2: COSY (bold lines) and selected HMBC correlations (arrows) for 1–4.
  
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4. Figure 3: a) Distribution of positive (red) and negative (blue) Δδ₍_S₋_R₎ values (in ppm) calculated from the ...
  
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Beilstein J. Org. Chem. 2020, 16, 1869–1874, doi:10.3762/bjoc.16.154

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Two antibacterial and PPARα/γ-agonistic unsaturated keto fatty acids from a coral-associated actinomycete of the genus Micrococcus

Amit Raj Sharma,
Enjuro Harunari,
Naoya Oku,
Nobuyasu Matsuura,
Agus Trianto and
Yasuhiro Igarashi

Full Research Paper
Published 02 Mar 2020

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1. Graphical Abstract
2. Figure 1: Structures of (6E,8Z)- and (6E,8E)-5-oxo-6,8-tetradecadienoic acids (1 and 2).
  
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3. Figure 2: COSY and key HMBC correlations for 1 and 2.
  
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4. Figure 3: Spin system simulation for the C8–C9 double bond of 2.
  
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5. Figure 4: Natural keto fatty acids of various origins.
  
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6. Figure 5: PPAR activation by 1 and 2.
  
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Beilstein J. Org. Chem. 2020, 16, 297–304, doi:10.3762/bjoc.16.29

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Isolation and biosynthesis of an unsaturated fatty acid with unusual methylation pattern from a coral-associated bacterium Microbulbifer sp.

Amit Raj Sharma,
Enjuro Harunari,
Tao Zhou,
Agus Trianto and
Yasuhiro Igarashi

Full Research Paper
Published 30 Sep 2019

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1. Graphical Abstract
2. Figure 1: Structure of (2Z,4E)-3-methyl-2,4-decadienoic acid (1).
  
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3. Figure 2: COSY and key HMBC correlations for 1.
  
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4. Figure 3: Methylation pattern that can occur in fatty acids and polyketides.
  
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5. Scheme 1: C-Methylation of alkenyl carbon in sphingolipid biosynthesis.
  
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6. Figure 4: Incorporation of ¹³C-labeled precursors into 1.
  
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7. Scheme 2: Biosynthesis of tuberculostearic acid in Mycobacterium.
  
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8. Scheme 3: Possible methylation mechanism for compound 1.
  
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Beilstein J. Org. Chem. 2019, 15, 2327–2332, doi:10.3762/bjoc.15.225

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Biosynthetic origin of butyrolactol A, an antifungal polyketide produced by a marine-derived Streptomyces

Enjuro Harunari,
Hisayuki Komaki and
Yasuhiro Igarashi

Full Research Paper
Published 08 Mar 2017

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1. Graphical Abstract
2. Figure 1: The structure of butyrolactol A (1).
  
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3. Figure 2: Cyanobacterial polyketides bearing a tert-butyl group.
  
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4. Figure 3: Actinomycete metabolites possessing a contiguous 1,2-diol system.
  
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5. Figure 4: Feeding experiments of ¹³C-labeled precursors into 1 detected by 2D-INADEQUATE NMR experiments. (a)...
  
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6. Figure 5: Organization of the biosynthesis gene cluster for 1. Blue, transcriptional regulator; pink, PKS for...
  
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7. Figure 6: Biosynthetic pathway of hydroxymalonyl-ACP. Adapted from [24].
  
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8. Figure 7: Incorporation of L-valine-d₈ into 1. (a) ¹H NMR spectrum of natural 1 and ²H NMR spectrum of L-vali...
  
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9. Figure 8: Incorporation of ¹³C- and ²H-labeled precursors into 1.
  
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Beilstein J. Org. Chem. 2017, 13, 441–450, doi:10.3762/bjoc.13.47

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