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

doi:10.1021/acs.orglett.8b03293

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

Department of Chemistry & Nanoscience

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

23 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 language	English
Pages (from-to)	7539-7543
Number of pages	5
Journal	Organic Letters
Volume	20
Issue number	23
DOIs	https://doi.org/10.1021/acs.orglett.8b03293
State	Published - 7 Dec 2018

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© 2018 American Chemical Society.

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title = "Seongsanamides A-D: Antiallergic Bicyclic Peptides from Bacillus safensis KCTC 12796BP",

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.",

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

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doi = "10.1021/acs.orglett.8b03293",

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T2 - Antiallergic Bicyclic Peptides from Bacillus safensis KCTC 12796BP

AU - Kim, Geum Jin

AU - Li, Xian

AU - Kim, Seong Hwan

AU - Yang, Inho

AU - Hahn, Dongyup

AU - Chin, Jungwook

AU - Nam, Sang Jip

AU - Nam, Joo Won

AU - Nam, Doo Hyun

AU - Oh, Dong Chan

AU - Chang, Hyeun Wook

AU - Choi, Hyukjae

PY - 2018/12/7

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

Abstract

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