Publications by authors named "Sunmin Woo"

8 Publications

  • Page 1 of 1

OsCOP1 regulates embryo development and flavonoid biosynthesis in rice (Oryza sativa L.).

Theor Appl Genet 2021 May 5. Epub 2021 May 5.

Department of Agriculture, Forestry and Bioresources, Research Institute for Agriculture and Life Sciences, and Plant Genomics and Breeding Institute, Seoul National University, Seoul, 08826, Republic of Korea.

Key Message: Novel mutations of OsCOP1 were identified to be responsible for yellowish pericarp and embryo lethal phenotype, which revealed that OsCOP1 plays a crucial role in flavonoid biosynthesis and embryogenesis in rice seed. Successful production of viable seeds is a major component of plant life cycles, and seed development is a complex, highly regulated process that affects characteristics such as seed viability and color. In this study, three yellowish-pericarp embryo lethal (yel) mutants, yel-hc, yel-sk, and yel-cc, were produced from three different japonica cultivars of rice (Oryza sativa L). Mutant seeds had yellowish pericarps and exhibited embryonic lethality, with significantly reduced grain size and weight. Morphological aberrations were apparent by 5 days after pollination, with abnormal embryo development and increased flavonoid accumulation observed in the yel mutants. Genetic analysis and mapping revealed that the phenotype of the three yel mutants was controlled by a single recessive gene, LOC_Os02g53140, an ortholog of Arabidopsis thaliana CONSTITUTIVE PHOTOMORPHOGENIC 1 (COP1). The yel-hc, yel-sk, and yel-cc mutants carried mutations in the RING finger, coiled-coil, and WD40 repeat domains, respectively, of OsCOP1. CRISPR/Cas9-targeted mutagenesis was used to knock out OsCOP1 by targeting its functional domains, and transgenic seed displayed the yel mutant phenotype. Overexpression of OsCOP1 in a homozygous yel-hc mutant background restored pericarp color, and the aberrant flavonoid accumulation observed in yel-hc mutant was significantly reduced in the embryo and endosperm. These results demonstrate that OsCOP1 is associated with embryo development and flavonoid biosynthesis in rice grains. This study will facilitate a better understanding of the functional roles of OsCOP1 involved in early embryogenesis and flavonoid biosynthesis in rice seeds.
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http://dx.doi.org/10.1007/s00122-021-03844-9DOI Listing
May 2021

Selaginellin Derivatives from and Their Upregulating Effects on Low-Density Lipoprotein Receptor Expression.

J Nat Prod 2021 03 11;84(3):857-864. Epub 2021 Mar 11.

College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, 1, Gwanak-ro, Gwanak-gu, Seoul 08826, Republic of Korea.

Two new dimeric selaginellins, diselaginellins C and D ( and ), a new unusual derivative, selapiginellin A (), a new selaginpulvilin U (), and a known derivative, diselaginellin A (), were isolated from (P. Beauv.) Spring. Among these compounds, selapiginellin A () is the first naturally occurring compound comprising an ether-linked dimer of a selaginellin and a selaginpulvilin. The absolute configurations of , , and were elucidated by spectroscopic data analyses. Compound was found to regulate mRNA expression of the low-density lipoprotein receptor (LDLR) gene and LDLR-related genes.
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http://dx.doi.org/10.1021/acs.jnatprod.0c01123DOI Listing
March 2021

Species Prioritization Based on Spectral Dissimilarity: A Case Study of Polyporoid Fungal Species.

J Nat Prod 2021 02 2;84(2):298-309. Epub 2021 Feb 2.

Research Institute of Pharmaceutical Sciences, College of Pharmacy, Sookmyung Women's University, Seoul 04310, Korea.

Biological species collections are critical for natural product drug discovery programs. However, prioritization of target species in massive collections remains difficult. Here, we introduce an untargeted metabolomics-based prioritization workflow that uses MS/MS molecular networking to estimate scaffold-level distribution. As a demonstration, we applied the workflow to 40 polyporoid fungal species. Nine species were prioritized as candidates based on the chemical structural and compositional similarity (CSCS) metric. Most of the selected species showed relatively higher richness and uniqueness of metabolites than those of the others. , one of the prioritized species, was investigated further. The chemical profiles of the extracts of culture and fruiting bodies were compared, and it was shown that derivative-level diversity was higher in the fruiting bodies; meanwhile, scaffold-level diversity was similar. This showed that the compounds found from a cultured fungus can also be isolated in wild mushrooms. Targeted isolation of the fruiting body extract yielded three unknown (-) and six known (-) cryptoporic acid derivatives, which are drimane-type sesquiterpenes with isocitric acid moieties that have been reported in this species. Cryptoporic acid T () is a trimeric cryptoporic acid reported for the first time. Compounds and exhibited cytotoxicity against HCT-116 cell lines with IC values of 4.3 and 3.6 μM, respectively.
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http://dx.doi.org/10.1021/acs.jnatprod.0c00977DOI Listing
February 2021

Assessing the genetic and chemical diversity of Taraxacum species in the Korean Peninsula.

Phytochemistry 2021 Jan 6;181:112576. Epub 2020 Nov 6.

College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul, 08826, Republic of Korea; Research Institute of Pharmaceutical Sciences, College of Pharmacy, Sookmyung Women's University, Seoul, 04310, Republic of Korea. Electronic address:

The genetic relationship between Taraxacum species, also known as the dandelion, is complicated because of asexual and mixed sexual apomictic reproduction. The usage of Taraxacum species in traditional medicines make their specialized metabolism important, but interspecific chemical difference has rarely been reported for the genus. In this study, we assembled the chloroplast genome and 45S rDNA of six Taraxacum species that occur in Korea (T. campylodes, T. coreanum, T. erythrospermum, T. mongolicum, T. platycarpum, and T. ussuriense), and performed a comparative analysis, which revealed their phylogenetic relationships and possible natural hybridity. We also performed a liquid chromatography-mass spectrometry-based phytochemical analysis to reveal interspecific chemical diversity. The comparative metabolomics analysis revealed that Taraxacum species could be separated into three chemotypes according to their major defensive specialized metabolites, which were the sesquiterpene lactones, the phenolic inositols, and chlorogenic acid derivatives. The CP DNA- and 45S rDNA-based phylogenetic trees showed a tangled relationship, which supports the notion of ongoing hybridization of wild Taraxacum species. The untargeted LC-MS analysis revealed that each Taraxacum plant exhibits species-specific defensive specialized metabolism. Moreover, 45S rDNA-based phylogenetic tree correlated with the hierarchical cluster relied on metabolite compositions. Given the coincidence between these analyses, we represented that 45S rDNA could well reflect overall nuclear genome variation in Taraxacum species.
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http://dx.doi.org/10.1016/j.phytochem.2020.112576DOI Listing
January 2021

Assessing specialized metabolite diversity of Alnus species by a digitized LC-MS/MS data analysis workflow.

Phytochemistry 2020 May 12;173:112292. Epub 2020 Feb 12.

College of Pharmacy, Sunchon National University, Sunchon, Republic of Korea. Electronic address:

Alnus spp. (Betulaceae) have been used for treatments of hemorrhage, burn injuries, antipyretic fever, diarrhea, and alcoholism in traditional medicines. In this study, a digitized LC-MS/MS data analysis workflow was applied to provide an overview on chemical diversity of 15 Alnus extracts prepared from bark, twigs, leaves, and fruits of A. japonica, A. firma, A. hirsuta, and A. hirsuta var. sibirica. Most of the MS/MS spectra could be putatively annotated based on library matching, in silico fragmentation, and substructural topic modeling. The putative annotation allowed us to discriminate the extracts into three chemotypes based on dominant chemical scaffolds: diarylheptanoids, flavonoids or tannins. This high-throughput chemical annotation was correlated with α-glucosidase inhibition data of extracts, and it allowed us to identify gallic acid as the major active compound of A. firma.
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http://dx.doi.org/10.1016/j.phytochem.2020.112292DOI Listing
May 2020

Molecular Networking Reveals the Chemical Diversity of Selaginellin Derivatives, Natural Phosphodiesterase-4 Inhibitors from .

J Nat Prod 2019 07 21;82(7):1820-1830. Epub 2019 Jun 21.

College of Pharmacy and Research Institute of Pharmaceutical Sciences , Seoul National University , Seoul 08826 , Republic of Korea.

Selaginellins are unique pigments found in the genus , the largest genus of Lycopodiophyta. Recent studies reported that some selaginellin analogues have potent phosphodiesterase-4 (PDE4) inhibitory activity. In this study, the chemical diversity of natural selaginellin derivatives was revealed by an MS/MS molecular networking-based dereplication of the extract. It led to the prioritization of chromatographic peaks predicted as previously unknown selaginellin derivatives. Targeted isolation of these compounds afforded two unusual selaginellin analogues with a 1,3-dibenzo[,]isochromene skeleton, namely, selariscins A () and B (), along with eight new diarylfluorene derivatives, selaginpulvilins M-T (-), and five known analogues, -. The absolute configurations of , , and - were elucidated by spectroscopic data analyses including computational electronic circular dichroism data. Compounds and - showed PDE4 inhibitory activity with IC values in the range of 2.8-33.8 μM, and their binding modes are suggested by a molecular docking study.
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http://dx.doi.org/10.1021/acs.jnatprod.9b00049DOI Listing
July 2019

A new phenolic compound from with antiproliferative activity.

Nat Prod Res 2020 Jun 23;34(12):1663-1668. Epub 2018 Nov 23.

Laboratory of Natural Products Chemistry, College of Pharmacy, Kangwon National University, Chuncheon, Republic of Korea.

A new phenolic compound () and together with 12 known compounds-eight flavonoids ( ∼ ), two phenolic compounds ( and ) and two benzoic acid ( and )-were isolated from (Maxim.). The structures of all compound were determined on the basis of spectroscopic (MS and NMR) analyses. Compounds , , and were showed anti-proliferative activities against MCF-7 than PC-3 cell line. Also compound and showed the significant cytotoxic activities against two cancer cell lines, PC-3 and MCF-7.
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http://dx.doi.org/10.1080/14786419.2018.1527830DOI Listing
June 2020

Identification and quantification of flavonoids in yellow grain mutant of rice (Oryza sativa L.).

Food Chem 2018 Feb 30;241:154-162. Epub 2017 Aug 30.

Department of Plant Science, Research Institute for Agriculture and Life Sciences and Plant Genomics and Breeding Institute, Seoul National University, Seoul 08826, Republic of Korea. Electronic address:

Flavonoids are naturally occurring phenolic compounds with potential health-promoting activities. Although anthocyanins and phenolic acids in coloured rice have been investigated, few studies have focused on flavonoids. Herein, we analysed flavonoids in a yellow grain rice mutant using UHPLC-DAD-ESI-Q-TOF-MS, and identified 19 flavonoids by comparing retention times and accurate mass measurements. Among them, six flavonoids, isoorientin, isoorientin 2″-O-glucoside, vitexin 2″-O-glucoside, isovitexin, isoscoparin 2″-O-glucoside and isoscoparin, were isolated and fully identified from the yellow grain rice mutant, and the levels were significantly higher than wild-type, with isoorientin particularly abundant in mutant embryo. Significant differences in total phenolic compounds and antioxidant activity were observed in mutant rice by DPPH, FRAP and TEAC assays. The results suggest that the representative six flavonoids may play an important role in colouration and antioxidant activity of embryo and endosperm tissue. The findings provide insight into flavonoid biosynthesis and the possibility of improving functionality in rice.
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http://dx.doi.org/10.1016/j.foodchem.2017.08.089DOI Listing
February 2018