School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, 110016, P. R. China.
State Key Laboratory of Toxicology and Medical Countermeasures, Institute of Pharmacology and Toxicology, Beijing, 100850, P. R. China.
Chem Biodivers. 2021 May;18(5):e2100128. doi: 10.1002/cbdv.202100128. Epub 2021 Apr 14.
Five new peptaibols, longibramides A-E (1-5) with 11 amino acid residues, were isolated from a fungus Trichoderma longibrachiatum Rifai DMG-3-1-1, which was isolated from a mushroom Clitocybe nebularis (Batsch) P. Kumm collected from coniferous forest in the subboreal area of northeast China. The structures of longibramides A-E were determined by their spectroscopic data (NMR and MS-MS spectra), their absolute configurations were determined by X-ray diffractions and Marfey's analyses. The X-ray diffractions of longibramides A, B, and the similar CD spectra of A-E showed that they all had α-helix conformations. Longibramides B and E showed moderate cytotoxicities against BV2 and MCF-7 cells and also showed some inhibitory effects against methicillin-resistant Staphylococcus aureus MRSA T144. L-trans-Hyp was not commonly found in natural peptaibols, which was the 6 or 10 amino acid residue in longibramides C-E. The X-ray diffractions of longibramides A and B afforded the accuracy conformations of their secondary structures, which maybe help to interpret the structure-activity relationships of the family of peptaibols in the future.
五种新的缩肽类化合物，长链菌胺 A-E（1-5），具有 11 个氨基酸残基，从一种真菌 Trichoderma longibrachiatum Rifai DMG-3-1-1 中分离得到，该真菌从中国东北亚针叶林地区采集的蘑菇 Clitocybe nebularis（Batsch）P. Kumm 中分离得到。长链菌胺 A-E 的结构通过其光谱数据（NMR 和 MS-MS 谱）确定，其绝对构型通过 X 射线衍射和 Marfey 分析确定。长链菌胺 A、B 的 X 射线衍射和 A-E 的相似 CD 光谱表明，它们都具有α-螺旋构象。长链菌胺 B 和 E 对 BV2 和 MCF-7 细胞具有中等的细胞毒性，并且对耐甲氧西林金黄色葡萄球菌 MRSA T144 也具有一些抑制作用。L-反式-Hyp 通常不在天然缩肽中发现，它是长链菌胺 C-E 中的 6 或 10 个氨基酸残基。长链菌胺 A 和 B 的 X 射线衍射提供了它们二级结构的准确构象，这可能有助于解释未来缩肽类化合物家族的结构-活性关系。
