Lodopyridones B and C from a marine sediment-derived bacterium Saccharomonospora sp

Tu Cam Le; Chae-Yoon Yim; Songhee Park; Nikita Katila; Inho Yang; Myoung Chong Song; Yeo Joon Yoon; Dong-Young Choi; Hyukjae Choi; Sang-Jip Nam; William Fenical

doi:10.1016/j.bmcl.2017.05.035

Lodopyridones B and C from a marine sediment-derived bacterium Saccharomonospora sp

Bioorg Med Chem Lett. 2017 Jul 15;27(14):3123-3126. doi: 10.1016/j.bmcl.2017.05.035. Epub 2017 May 12.

Authors

Affiliations

¹ Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Republic of Korea.
² College of Pharmacy, Yeungnam University, Gyeongsan 38541, Republic of Korea.
³ College of Pharmacy, Yeungnam University, Gyeongsan 38541, Republic of Korea. Electronic address: h5choi@yu.ac.kr.
⁴ Department of Chemistry and Nano Science, Ewha Womans University, Seoul 03760, Republic of Korea. Electronic address: sjnam@ewah.ac.kr.
⁵ Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California-San Diego, CA 92093-0204, USA. Electronic address: wfenical@ucsd.edu.

PMID: 28539221
DOI: 10.1016/j.bmcl.2017.05.035

Abstract

HPLC-UV guided isolation of the culture broth of a marine bacterium Saccharomonospora sp. CNQ-490 has led to the isolation of two new natural products, lodopyridones B and C (1 and 2) along with the previously reported lodopyridone A (3). Their chemical structures were established from the interpretation of 2D NMR spectroscopic data and the comparison of NMR data with the lodopyridone A (3). Lodopyridones B and C (1 and 2) possess the thiazole, and chloroquinoline groups which are characteristic features of these molecules. Lodopyridones A-C show weak inhibitory activities on the β-site amyloid precursor protein cleaving enzyme 1 (BACE1).

Keywords: BACE1 inhibitor; Lodopyridone; Marine natural products; Saccharomonospora.

Publication types

Research Support, N.I.H., Extramural
Research Support, Non-U.S. Gov't

MeSH terms

Actinobacteria / metabolism*
Alkaloids / chemistry
Alkaloids / isolation & purification
Alkaloids / pharmacology
Amyloid Precursor Protein Secretases / antagonists & inhibitors
Amyloid Precursor Protein Secretases / metabolism
Amyloid beta-Peptides / metabolism
Cell Line, Tumor
Enzyme Activation / drug effects
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / isolation & purification
Enzyme Inhibitors / pharmacology
Geologic Sediments / microbiology*
Humans
Magnetic Resonance Spectroscopy
Molecular Conformation
Neurons / cytology
Neurons / drug effects
Neurons / metabolism
Peptide Fragments / metabolism
Pyridones / chemistry*
Pyridones / isolation & purification
Pyridones / pharmacology

Substances

Alkaloids
Amyloid beta-Peptides
Enzyme Inhibitors
Peptide Fragments
Pyridones
amyloid beta-protein (1-40)
amyloid beta-protein (1-42)
lodopyridone
lodopyridone B
lodopyridone C
Amyloid Precursor Protein Secretases