Glycosylated and Succinylated Macrocyclic Lactones with Amyloid-β-Aggregation-Regulating Activity from a Marine Bacillus sp.

Jinsheng Cui, Suhyun Ye, Daniel Shin, Illhwan Cho, Hye Yun Kim, Yun Kwon, Keunwan Park, Sang Jip Nam, Young Soo Kim, Dong Chan Oh

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1 Scopus citations

Abstract

Two new glycosylated and succinylated macrocyclic lactones, succinyl glyco-oxydifficidin (1) and succinyl macrolactin O (2), were isolated from a Bacillus strain collected from an intertidal mudflat on Anmyeon Island in Korea. The planar structures of 1 and 2 were proposed using mass spectrometric analysis and NMR spectroscopic data. The absolute configurations of 1 and 2 were determined by optical rotation, J-based configuration analysis, chemical derivatizations, including the modified Mosher’s method, and quantum-mechanics-based calculation. Biological evaluation of 1 and 2 revealed that succinyl glyco-oxydifficidin (1) inhibited/dissociated amyloid β (Aβ) aggregation, whereas succinyl macrolactin O (2) inhibited Aβ aggregation, indicating their therapeutic potential for disassembling and removing Aβ aggregation.

Original languageEnglish
Article number67
JournalMarine Drugs
Volume21
Issue number2
DOIs
StatePublished - Feb 2023

Bibliographical note

Funding Information:
This work was supported by the National Research Foundation of Korea (NRF) grants funded by the Korean Government (Ministry of Science and ICT) (2020R1A2C2003518, 2021R1A4A2001251, and 2021R1A2C2093916). This work is also supported by the Korea Institute of Science and Technology intramural research grant (KP).

Publisher Copyright:
© 2023 by the authors.

Keywords

  • Bacillussp
  • absolute configuration
  • amyloid-β
  • glycosylation
  • macrocyclic lactone
  • succinylation

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