A chemical investigation of Makino identified four compounds. On the basis of spectroscopic data, they were determined to be -pimarane-type diterpenoids and their analogues, among which were two previously undescribed compounds, Sigesbeckia K () and Sigesbeckia L (). The anti-inflammatory effects of these compounds were evaluated by testing their inhibition of LPS-induced NO production in BV2 microglial cells, which revealed potential inhibitory effects with IC value at 62.56 μM and compared with the positive control minocycline (IC 32.84 μM).
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http://dx.doi.org/10.1080/14786419.2020.1871342 | DOI Listing |
Molecules
September 2024
Yunnan Characteristic Plant Extraction Laboratory, Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education and Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China.
Three novel -kaurane diterpenes, namely sigesbeckin A-C (-), in conjunction with eight previously identified analogues (-), were isolated from . Their chemical structures were resolved through multiple spectroscopic analyses. All compounds were assessed for antimicrobial bioactivity against methicillin-resistant (MRSA) and vancomycin-resistant (VRE) strains.
View Article and Find Full Text PDFFitoterapia
June 2024
School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang, People's Republic of China. Electronic address:
Six previously undescribed diterpenoid glucosides, along with four known compounds, were isolated from the aerial parts of Sigesbeckia glabrescens. The structures and absolute configurations of undescribed compounds were elucidated using extensive spectroscopic techniques, ECD calculations and chemical methods. Compounds 1 and 8 exhibited anti-inflammatory activity against LPS-induced NO production in RAW 264.
View Article and Find Full Text PDFNat Prod Res
November 2023
Institute of Translational Medicine, School of Medicine, Yangzhou University, Yangzhou, China.
-kaurane diterpenoids were studied as a biologically active ingredient group of (Makino) Makino. Here, five known -kaurane diterpenoids were isolated and identified, named -16,17-dihydroxy-kauran-19-oic acid (, -16,17-dihydroxy-kauran-19-oate (, -18-acetoxy-17-hydroxykauran-19-oic acid (), -16,17,18-trihydroxy-kauran-19 -oic acid (), and -17-hydroxy-kauran-16H-19-oic acid (). Their inhibitory effects of these compounds on MDA-MB-231 breast cancer migration were firstly tested in a chemotaxis invasion assay.
View Article and Find Full Text PDFChem Biodivers
March 2023
School of Biological Science and Technology, University of Jinan, Jinan, 250022, P. R. China.
Five new ent-pimarane diterpenes (1-5) and five known analogs (6-10) were isolated from the aerial parts of Siegesbeckia pubescens. Their structures, including absolute configurations, were determined by comprehensive spectroscopic methods especially 1D and 2D NMR and quantum chemical electronic circular dichroism calculations. All the isolated compounds were evaluated for their cytotoxicity against human BT549, A549 and H157 cancer cell lines.
View Article and Find Full Text PDFPhytochemistry
January 2023
School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China. Electronic address:
Fourteen previously undescribed diterpenoids, including seven ent-pimarane-type diterpenoids and seven phytane-type diterpenes, together with five known ones, were isolated from the aerial parts of Sigesbeckia glabrescens. The structures and absolute configurations of undescribed compounds were elucidated based on extensive spectroscopic techniques, ECD calculations, Mo(OAC)-induced ECD, Rh(OCOCF)-induced ECD, calculated C NMR, and chemical methods. In the anti-inflammatory bioassay, siegetalis H showed potent inhibitory effect on LPS-induced NO production in RAW264.
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