Lovastatin analogues and other metabolites from soil-derivedIT Aspergillus terreusIT YIM PH30711

• Published in: Phytochemistry (Oxford) Vol. 145; pp. 146 - 152
• Main Authors: Wang, Qiang, Yang, Ya-Bin, Yang, Xue-Qiong, Miao, Cui-Ping, Li, Yi-Qing, Liu, Shi-Xi, Luo, Na, Ding, Zhong-Tao, Zhao, Li-Xing
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier 01.01.2018
• Subjects: Biochemistry & Molecular Biology; Life Sciences & Biomedicine; Plant Sciences; Science & Technology; Polyketide; Acetylcholinesterase inhibitor; MUTANTS; BIOSYNTHESIS; Trichocomaceae; Aspergillus terreus; Lovastatin analogues; Inhibitor of HMGR
• ISSN: 0031-9422
• DOI: 10.1016/j.phytochem.2017.11.006

Eight previously undescribed metabolites including of lovastatin analogues, a pair of diastereoisomers, a cyclopentenone dimer, and three polyketides were isolated from the culture of Aspergillus terreus YIM PH30711. Two types of unprecedented skeletons, benzene-cyclopentanone complex and linear polyketide, and an unusual dimer structure were determined by spectral analysis. Compound, 3 alpha-hydroxy-3,5-dihydromonacolin L showed moderate activity against HMG-CoA reductase, with an inhibition ratio of 34% at the concentration of 50 mu M, while lovastatin and dihydromonacolin K ethyl ester presented much stronger activity against HMGR with inhibition rates of 85% and 90% at the concentration of 50 mu M, respectively. Aspereusin A was active against AChE with a ratio of 62% at the concentration of 50 mu M, while its stereomers did not showed obvious inhibition (<10%). The configuration at C-4 of these three diastereoisomers was crucial in the inhibition against AChE, and the beta-orientation of substituted methoxyl acrylic acid should be beneficial to the combining with AChE. (C) 2017 Elsevier Ltd. All rights reserved.