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

Geum Jin Kim, Xian Li, Seong Hwan Kim, Inho Yang, Dongyup Hahn, Jungwook Chin, Sang Jip Nam, Joo Won Nam, Doo Hyun Nam, Dong Chan Oh, Hyeun Wook Chang, Hyukjae Choi

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14 Scopus citations

Abstract

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 LTC 4 /PGD 2 generation in IgE/Ag-stimulated bone marrow-derived mast cells. Oral administration of 1 suppressed mast cell-dependent passive cutaneous anaphylaxis reaction.

Original languageEnglish
Pages (from-to)7539-7543
Number of pages5
JournalOrganic Letters
Volume20
Issue number23
DOIs
StatePublished - 7 Dec 2018

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