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New Indole Diketopiperazine Alkaloids from Soft Coral‐Associated Epiphytic Fungus <i>Aspergillus</i> sp. EGF 15‐0‐3

Xia Wei, Chan Feng, Si‐Yu Wang, Dongmei Zhang, Xiaohui Li, Cui‐Xian Zhang

2020Chemistry & Biodiversity27 citationsDOI

Abstract

Three new indole diketopiperazine alkaloids, 11-methylneoechinulin E and variecolorin M, and (+)-variecolorin G, along with 12 known analogs, were isolated from a soft coral-associated epiphytic fungus Aspergillus sp. EGF 15-0-3. The structures of the new compounds were unambiguously established by extensive spectroscopic analyses including HR-ESI-MS, 1D and 2D NMR spectroscopy and optical rotation measurements. The absolute configurations of (+)- and (-)-variecolorin G were determined by experimental and quantum-chemical ECD investigations and single-crystal X-ray diffraction analysis. Variecolorin G is a pair of enantiomeric mixtures with a ratio of 1 : 2. Moreover, (+)-neoechinulin A is firstly reported as a natural product. The cytotoxic activities of all the isolated compounds against NCI-H1975 gefitinib resistance (NCI-H1975/GR) cell lines were preliminarily evaluated by MTT method.

Topics & Concepts

ChemistryIndole testStereochemistryCoralTwo-dimensional nuclear magnetic resonance spectroscopyAspergillusNatural productFungusNuclear magnetic resonance spectroscopyMicrobiologyBotanyBiologyEcologyMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsPlant Pathogens and Fungal Diseases
New Indole Diketopiperazine Alkaloids from Soft Coral‐Associated Epiphytic Fungus <i>Aspergillus</i> sp. EGF 15‐0‐3 | Litcius