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Neuroprotective Fatty Acids from the Stem Bark of Sorbus commixta

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Lipids

Abstract

Phytochemical investigation of the bark from the stems of Sorbus commixta led to the isolation and characterization of a new fatty acid, sorcomic acid (1), along with nine known analogues (2–10). The structure of the new compound (1) was determined through NMR (1H and 13C NMR, HSQC, HMBC, and NOESY), MS, and specific optical rotation. The known compounds (2–10) were identified by comparison of their spectroscopic data with those in the literature. The biological activities of all the isolated compounds (1–10) were evaluated: compounds 1, 5, and 7 potently induced NGF secretion from C6 glioma cells (233.40 ± 12.82, 194.40 ± 8.05, and 185.74 ± 10.25 %, respectively) and compound 10 reduced NO levels with an IC50 value of 71.25 μM in murine microglia BV2 cells stimulated by LPS.

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Abbreviations

COSY:

Correlation spectroscopy

DMEM:

Dulbecco’s modified Eagle’s medium

ELISA:

Enzyme-linked immunosorbent assay

FAB:

Fast atom bombardment

HMBC:

Heteronuclear multiple bond correlation

HPLC:

High-performance liquid chromatography

HR:

High resolution

HSQC:

Heteronuclear single quantum coherence

LPS:

Lipopolysaccharide

MS:

Mass spectrometry

MTPA:

Methoxy-α-(trifluoromethyl)phenylacetyl acid

MTT:

3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide

NGF:

Nerve growth factor

NMR:

Nuclear magnetic resonance

l-NMMA:

N G-Monomethyl-l-arginine

NO:

Nitric oxide

NOESY:

Nuclear Overhauser effect spectroscopy

NOS:

Nitric oxide synthase

SRB:

Sulforhodamine B

TLC:

Thin-layer chromatography

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Acknowledgments

This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (2013R1A1A2A10005315) and partly by the High Value-added Food Technology Development Program, Ministry of Agriculture, Food and Rural Affairs (114006041HD020). We are thankful to the Korea Basic Science Institute (KBSI) for the measurements of NMR and mass spectra.

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Authors and Affiliations

  1. Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, 2066 Seobu-ro, Jangan-ku, Suwon, 16419, Republic of Korea

    Chung Sub Kim, Won Se Suh & Kang Ro Lee

  2. Gachon Institute of Pharmaceutical Science, Gachon University, Incheon, 21936, Republic of Korea

    Lalita Subedi & Sun Yeou Kim

  3. College of Pharmacy, Gachon University, #191, Hambakmoero, Yeonsu-gu, Incheon, 21936, Republic of Korea

    Lalita Subedi & Sun Yeou Kim

  4. Korea Research Institute of Chemical Technology, Daejeon, 34114, Republic of Korea

    Sang Un Choi

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  1. Chung Sub Kim
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  2. Won Se Suh
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  3. Lalita Subedi
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  4. Sun Yeou Kim
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Correspondence to Kang Ro Lee.

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All authors declare that there are no conflicts of interest.

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Kim, C.S., Suh, W.S., Subedi, L. et al. Neuroprotective Fatty Acids from the Stem Bark of Sorbus commixta . Lipids 51, 989–995 (2016). https://doi.org/10.1007/s11745-016-4172-7

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  • DOI: https://doi.org/10.1007/s11745-016-4172-7

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