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松三酰胺 A-D:从芽孢杆菌 safensis KCTC 12796BP 中提取的抗过敏双环肽。

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

机构信息

College of Pharmacy , Yeungnam University , Gyeongbuk 38541 , Republic of Korea.

Natural Products Research Institute, College of Pharmacy , Seoul National University , Seoul 08826 , Republic of Korea.

出版信息

Org Lett. 2018 Dec 7;20(23):7539-7543. doi: 10.1021/acs.orglett.8b03293. Epub 2018 Nov 20.

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

摘要

从巴氏芽孢杆菌 KCTC 12796BP 的发酵液中分离得到 6 种 seongsanamides,通过光谱数据分析结合 Marfey 法、电子圆二色性计算和生物合成基因簇分析阐明了它们的结构。化合物 1-4 是具有异二酪氨酸残基的双环肽;5 和 6 是单环肽。只有双环 seongsanamides 抑制 IgE/Ag 刺激的骨髓来源肥大细胞脱粒和 LTC/PGD 的生成。口服 1 可抑制肥大细胞依赖性被动皮肤过敏反应。

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