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

doi:10.3390/md21020067

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

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

2 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 language	English
Article number	67
Journal	Marine Drugs
Volume	21
Issue number	2
DOIs	https://doi.org/10.3390/md21020067
State	Published - 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

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

Access to Document

10.3390/md21020067

Cite this

@article{4a5b5e8ebf5f4a898c1e77bda7fb6ff2,

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

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{\textquoteright}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.",

keywords = "Bacillussp, absolute configuration, amyloid-β, glycosylation, macrocyclic lactone, succinylation",

author = "Jinsheng Cui and Suhyun Ye and Daniel Shin and Illhwan Cho and Kim, {Hye Yun} and Yun Kwon and Keunwan Park and Nam, {Sang Jip} and Kim, {Young Soo} and Oh, {Dong Chan}",

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: {\textcopyright} 2023 by the authors.",

year = "2023",

month = feb,

doi = "10.3390/md21020067",

language = "English",

volume = "21",

journal = "Marine Drugs",

issn = "1660-3397",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "2",

}

TY - JOUR

T1 - Glycosylated and Succinylated Macrocyclic Lactones with Amyloid-β-Aggregation-Regulating Activity from a Marine Bacillus sp.

AU - Cui, Jinsheng

AU - Ye, Suhyun

AU - Shin, Daniel

AU - Cho, Illhwan

AU - Kim, Hye Yun

AU - Kwon, Yun

AU - Park, Keunwan

AU - Nam, Sang Jip

AU - Kim, Young Soo

AU - Oh, Dong Chan

N1 - 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.

PY - 2023/2

Y1 - 2023/2

N2 - 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.

AB - 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.

KW - Bacillussp

KW - absolute configuration

KW - amyloid-β

KW - glycosylation

KW - macrocyclic lactone

KW - succinylation

UR - http://www.scopus.com/inward/record.url?scp=85148884854&partnerID=8YFLogxK

U2 - 10.3390/md21020067

DO - 10.3390/md21020067

M3 - Article

C2 - 36827108

AN - SCOPUS:85148884854

SN - 1660-3397

VL - 21

JO - Marine Drugs

JF - Marine Drugs

IS - 2

M1 - 67

ER -

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

Abstract

Bibliographical note

Keywords

UN SDGs

Access to Document

Fingerprint

Cite this