Six new seco-cytochalasins A-F (1-6), two new asperlactones G-H (7-8) along with three known cytochalasins (9-11) were isolated from the solid cultures of an endophytic fungus Aspergillus sp. Their structures were elucidated by comprehensive spectral analysis, and their absolute configurations were determined through Mo(OCOCH)-induced electronic circular dichroism (ECD) spectra and Rh(OCOCF)-induced ECD experiment. Compounds 5 and 6 were rare seco-cytochalasins possessing an α, β-unsaturated furanone structure in their side-chains. These isolates exhibited cytotoxicity against human lung cancer A-549 cell line with IC values ranging from 7.8 to 70.2 μM. At the concentration of 16 μM, compound 4 also exerted a 3-fold enhancement of doxorubicin susceptibility on doxorubicin-resistant human breast cancer (MCF-7/DOX) cell line.
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http://dx.doi.org/10.1016/j.fitote.2018.11.010 | DOI Listing |
J Antibiot (Tokyo)
July 2022
Medical Research Center, Binzhou Medical University Hospital, Yellow River Second Road 661, Binzhou, 256603, China.
Chemical investigation of coastal saline soil-derived fungus Aspergillus flavipes RD-13 led to the isolation of two new seco-cytochalasins (1) and (2) along with nine known analogs. Their structures were elucidated by comprehensive spectral analysis, and the absolute configurations of these two new ones were determined through Rh(OCOCF)-induced CD experiment and chemical interconversions. Moreover, the absolute configuration of a known compound named cytochalasins Z (3) was also determined for the first time.
View Article and Find Full Text PDFFitoterapia
January 2019
State Key Laboratory of Natural Medicines, Department of Natural Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China. Electronic address:
Six new seco-cytochalasins A-F (1-6), two new asperlactones G-H (7-8) along with three known cytochalasins (9-11) were isolated from the solid cultures of an endophytic fungus Aspergillus sp. Their structures were elucidated by comprehensive spectral analysis, and their absolute configurations were determined through Mo(OCOCH)-induced electronic circular dichroism (ECD) spectra and Rh(OCOCF)-induced ECD experiment. Compounds 5 and 6 were rare seco-cytochalasins possessing an α, β-unsaturated furanone structure in their side-chains.
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