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

  • 주제(키워드) glycosylation , succinylation , macrocyclic lactone , absolute configuration , Bacillus sp , amyloid-beta
  • 주제(기타) Chemistry, Medicinal; Pharmacology & Pharmacy
  • 설명문(일반) [Cui, Jinsheng; Shin, Daniel; Oh, Dong-Chan] Seoul Natl Univ, Nat Prod Res Inst, Coll Pharm, Seoul 08826, South Korea; [Ye, Suhyun; Cho, Illhwan; Kim, Hye Yun; Kim, YoungSoo] Yonsei Univ, Inst Pharmaceut Sci, Coll Pharm, Dept Pharm & Yonsei, Incheon 21983, South Korea; [Kwon, Yun] Kyungpook Natl Univ, Res Inst Pharmaceut Sci, Coll Pharm, Daegu 41566, South Korea; [Park, Keunwan] Korea Inst Sci & Technol, Nat Prod Informat Res Ctr, Seoul 25451, South Korea; [Nam, Sang-Jip] Ewha Womans Univ, Dept Chem & Nanosci, Seoul 03760, South Korea
  • 등재 SCIE, SCOPUS
  • 발행기관 MDPI
  • 발행년도 2023
  • 총서유형 Journal
  • URI http://www.dcollection.net/handler/ewha/000000204249
  • 본문언어 영어
  • Published As https://doi.org/10.3390/md21020067

초록/요약

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 beta (A beta) aggregation, whereas succinyl macrolactin O (2) inhibited A beta aggregation, indicating their therapeutic potential for disassembling and removing A beta aggregation.

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