Seongsanamides A-D: Antiallergic Bicyclic Peptides from Bacillus safensis KCTC 12796BP.

Geum Jin KimXian LiSeong-Hwan KimInho YangDongyup HahnJungwook Chin Sang-Jip NamJoo-Won NamDoo Hyun NamDong-Chan OhHyeun Wook ChangHyukjae Choi

Published in: Organic letters (2018)

Six seongsanamides were isolated from the culture broth of Bacillus safensis KCTC 12796BP, and their structures were elucidated by spectroscopic data analysis combined with Marfey's method, electronic circular dichroism calculations, and biosynthetic gene cluster analysis. Compounds 1-4 were bicyclic peptides with isodityrosine residues; 5 and 6 were monocyclic peptides. Only the bicyclic seongsanamides inhibited degranulation and LTC4/PGD2 generation in IgE/Ag-stimulated bone marrow-derived mast cells. Oral administration of 1 suppressed mast cell-dependent passive cutaneous anaphylaxis reaction.

Keyphrases

data analysis
amino acid
density functional theory
bacillus subtilis
molecular docking
molecular dynamics
molecular dynamics simulations
mesenchymal stem cells
gene expression
mass spectrometry
transcription factor
bone marrow
visible light
atopic dermatitis