Eighteen new nor-isopimarane diterpenes, xylarinorditerpenes A-R (-), along with two previously reported compounds, 14α,16-epoxy-18-norisopimar-7-en-4α-ol () and the labdane-type diterpene agatadiol (), were isolated from cultures of the fungicolous fungus HFG1018 isolated from the wood-rotting basidiomycete . The structure elucidation and relative configuration assignments of - were accomplished by interpretation of spectroscopic data and through computational methods. The absolute configurations of , , and were determined by single-crystal X-ray diffraction. Compounds - possess an 18- or 19-nor-isopimarane skeleton, and compounds and possess an 18,19-dinor-isopimarane skeleton. Compounds -, , , , and showed immunosuppressive activity but were devoid of cytotoxicity against the cell proliferation by concanavalin A-induced T lymphocytes and lipopolysaccharide-induced B lymphocytes, with IC values varying from 1.0 to 27.2 μM and from 16.1 to 51.8 μM, respectively.
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http://dx.doi.org/10.1021/acs.jnatprod.9b00889 | DOI Listing |
Phytochemistry
September 2023
Key Laboratory of Medicinal Chemistry for Natural Resource of Ministry of Education, Yunnan Characteristic Plant Extraction Laboratory, Yunnan Research & Development Center for Natural Products, School of Pharmacy and School of Chemical Science and Technology, Yunnan University, Kunming, 650091, PR China; State Key Laboratory for Conservation and Utilization of Bio-Resources in Yunnan, Yunnan University, Kunming, PR China. Electronic address:
Ten undescribed diterpenoids namely rubellawus E-N of structural types pimarane (1, 3-4), nor-abietane (2), nor-pimarane (5-6), isopimarane (7-9), and nor-isopimarane (10), along with eleven known compounds, were isolated and identified from the aerial parts of Callicarpa rubella Lindl. The structures of the isolated compounds were confirmed by comprehensive spectroscopic analyses and quantum chemical computations. Pharmacologically, almost all the compounds exhibited a potential inhibitory effect on oxidized low-density lipoprotein-induced macrophage foam cell formation, which suggests that these compounds may be promising candidates in the treatment of atherosclerosis.
View Article and Find Full Text PDFJ Nat Prod
February 2020
School of Pharmaceutical Sciences , South-Central University for Nationalities, Wuhan 430074 , People's Republic of China.
Eighteen new nor-isopimarane diterpenes, xylarinorditerpenes A-R (-), along with two previously reported compounds, 14α,16-epoxy-18-norisopimar-7-en-4α-ol () and the labdane-type diterpene agatadiol (), were isolated from cultures of the fungicolous fungus HFG1018 isolated from the wood-rotting basidiomycete . The structure elucidation and relative configuration assignments of - were accomplished by interpretation of spectroscopic data and through computational methods. The absolute configurations of , , and were determined by single-crystal X-ray diffraction.
View Article and Find Full Text PDFMar Drugs
November 2018
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China.
Four new uncommon 20-nor-isopimarane diterpenoid epimers, aspewentins I-L (⁻), together with a new methylated derivative of , aspewentin M (), were isolated from the deep sea sediment-derived fungus SD-310. The very similar structures of these epimers made the separation and purification procedures difficult. The structures of compounds ⁻ were illustrated based on spectroscopic analysis, and the absolute configurations of compounds ⁻ were unambiguously determined by the combination of NOESY, time-dependent density functional (TDDFT)-ECD calculations, and X-ray crystallographic analysis.
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