Asperelines A-F, Peptaibols from the Marine-Derived Fungus Trichoderma asperellum

• Published in: Journal of Natural Products
• Main Authors: Ren, Jinwei, Xue, Chunmei, Tian, Li, Xu, Minjuan, Chen, Jian, Deng, Zhiwei, Proksch, Peter, Lin, Wenhan
• Other Authors: Lin, WH (reprint author), Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China., Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China., Qingdao Univ Sci & Technol, Dept Biol, Qingdao 266042, Peoples R China., Beijing Normal Univ, Analyt & Testing Ctr, Beijing 100875, Peoples R China., Univ Dusseldorf, Inst Pharmazeut Biol, D-40225 Dusseldorf, Germany., Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Coll Chem, Wuhan 430079, Peoples R China.
• Format: Journal/Newspaper
• Language: English
• Published: journal of natural products 2009
• Subjects: ANTIFUNGAL PEPTAIBOL; ANTIBIOTICS; CELLS; PEPTAIBIOMICS; ELUCIDATION; VIRIDE; Antarctic; Penguin Island; The Antarctic; Antarc*
• Online Access: https://hdl.handle.net/20.500.11897/156825; https://doi.org/10.1021/np900190w

Fermentation of the marine-derived fungus Trichoderma asperellum, collected from the sediment of the Antarctic Penguin Island, resulted in the isolation of six new peptaibols named asperelines A-F (1-6), which are characterized by an acetylated N-terminus and a C-terminus containing an uncommon prolinol residue. Structures were determined by extensive 1D and 2D NMR ((1)H-(1)H COSY, HMQC, HMBC, NOESY) spectroscopic data analysis combined with ESIMS/MS fragmentation. The absolute configurations of the amino acid residues possessing a chiral alpha-carbon and of the prolinol residue were determined to be L and S, respectively, using a new method of (1)H NMR spectroscopic comparison of complexes formed between the chiral reagent Ru(D(4)-Por*)CO and amino acids derived from the peptaibols with those formed with reference standards. Plant Sciences Chemistry, Medicinal Pharmacology & Pharmacy SCI(E) PubMed 18 ARTICLE 6 1036-1044 72