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Vinh, Le Ba,Lee, Yunjeong,Han, Yoo Kyong,Kang, Jong Seong,Park, Jung Up,Kim, Young Ran,Yang, Seo Young,Kim, Young Ho Elsevier 2017 Bioorganic & medicinal chemistry letters Vol.27 No.23
<P><B>Abstract</B></P> <P> <I>Panax ginseng</I> has been the subject of extensive research on potential medicinal materials. The goal of this study was search the chemical constituents and biological activities of processed <I>Panax ginseng</I>, Korean red ginseng. Our efforts led to the isolation eleven compounds (<B>1</B>–<B>11</B>) including two new compounds <B>1</B> and <B>2</B> from Korean red ginseng using various chromatographic techniques. Chemical structures of isolated compounds were demonstrated by spectroscopic methods (1D-, 2D-NMR, and HR-ESI-MS). The anti-inflammatory effects of the compounds were investigated by inhibiting IL-6 and TNF-α secretion in LPS-activated RAW264.7 cells. Additionally, the effects of the compounds on the expression of COX-2 and iNOS were examined by Western blotting. Compound <B>1</B> significantly reduced the level of proinflammatory cytokines IL-6 and TNF-α secretion in LPS-activated RAW264.7 cells and the expression of COX-2 and iNOS inflammatory enzymes in the cells. These results suggested that compound <B>1</B>, a new ginsenoside might useful in treatment of inflammation.</P> <P><B>Graphical abstract</B></P> <P>[DISPLAY OMISSION]</P>
Ba Vinh, Le,Jang, Hyun-Jae,Viet Phong, Nguyen,Dan, Gao,Won Cho, Kyoung,Ho Kim, Young,Young Yang, Seo Pergamon Press 2019 Bioorganic & medicinal chemistry letters Vol.29 No.16
<P><B>Abstract</B></P> <P>Chromatography of the ethanol extract of the medicinal fruit <I>Stauntonia hexaphylla</I> resulted in the purification of 26 compounds (<B>1</B>–<B>26</B>), including two undescribed triterpene saponins <B>1</B> and <B>2</B> (hexaphylosides A and B). Their structures were confirmed by spectroscopic data, including IR, HR QTOF MS, <SUP>1</SUP>H, <SUP>13</SUP>C NMR, COSY, HMQC, HMBC, and TOCSY, and HPLC sugar analysis after acid hydrolysis. The anti-inflammatory effects of the high-purity constituents (<B>1</B>–<B>26</B>) on lipopolysaccharide (LPS)-induced RAW264.7 macrophage cells were investigated by screening nitric oxide production. The NO inhibitory activity of compounds <B>6</B> and <B>10</B> with the IC<SUB>50</SUB> values of 1.33 and 1.10 µM, respectively. The structure-activity relationships (SAR) of the isolated compounds were also analyzed. Furthermore, compounds <B>6</B> and <B>10</B> inhibited the protein expression inducible nitric oxide synthase (iNOS), and cyclooxygenase (COX)-2 via Western blotting analysis. This showed that compounds <B>6</B> and <B>10</B> contributed to the anti-inflammatory effects of <I>S</I>. <I>hexaphylla</I> fruit, which could be developed as a natural nutraceutical and functional food ingredient.</P> <P><B>Highlights</B></P> <P> <UL> <LI> Two new triterpene saponins <B>1</B> and <B>2</B> were established by unambiguously spectroscopic methods and chemical reaction. </LI> <LI> The ethanol extract, fractions, and isolated compounds showed significant NO inhibitory activities. </LI> <LI> Compounds <B>6</B> and <B>10</B> inhibited iNOS and COX-2 expression. </LI> <LI> The <I>S. hexaphylla</I> fruit could be developed as a natural nutraceutical and functional food ingredient. </LI> </UL> </P> <P><B>Graphic abstract</B></P> <P>[DISPLAY OMISSION]</P>
Gao Dan,Vinh Le Ba,조종운,Kyoung Won Cho,Kim Young Ho,Kang Jong Seong 한국응용생명화학회 2020 Applied Biological Chemistry (Appl Biol Chem) Vol.63 No.5
The leaves of Stauntonia hexaphylla (SHL) are a very popular herbal medicine in Korea because it can be used to treat rheumatic osteoporosis and other diseases. However, owing to the inconsistency in harvesting time and growth years, their quality is uneven, which indirectly negatively affects the safety of this medication. Therefore, the difference of constituents in SHL harvested at different seasons and years were analyzed by high-performance liquid chromatography coupled to photodiode-array and electrospray ionization mass spectrometry detectors (HPLC–PDA–ESI/ MS). A total of 15 components were tentatively characterized in samples of SHL, including 5 compounds reported for the first time in this plant. Moreover, the relative content of these constitutions was simultaneously determined by HPLC coupled with evaporative light scattering detection (ELSD). Hierarchical clustering analysis (HCA) and principal component analysis (PCA) revealed that the quality has a certain extent difference in different harvest times, the best harvest time was 3 years old growing in autumn. The same harvest time was also suggested based on the anti-inflammatory evaluation.
( Jang Hoon Kim ),( Le Ba Vinh ),( Mok Hur ),( Sung-cheol Koo ),( Woo Tae Park ),( Youn-ho Moon ),( Yoon Jeong Lee ),( Young Ho Kim ),( Yun-chan Huh ),( Seo Young Yang ) 한국미생물 · 생명공학회 2021 Journal of microbiology and biotechnology Vol.31 No.11
Bacterial β-glucuronidase in the intestine is involved in the conversion of 7-ethyl-10-hydroxycamptochecin glucuronide (derived from irinotecan) to 7-ethyl-10-hydroxycamptothecin, which causes intestinal bleeding and diarrhea (side effects of anti-cancer drugs). Twelve compounds (1-12) from Polygala tenuifolia were evaluated in terms of β-glucuronidase inhibition in vitro. 4-O-Benzoyl-3′-O-(O-methylsinapoyl) sucrose (C3) was highly inhibitory at low concentrations. C3 (an uncompetitive inhibitor) exhibited a k<sub>i</sub> value of 13.4 μM; inhibitory activity increased as the substrate concentration rose. Molecular simulation revealed that C3 bound principally to the Gln158-Tyr160 enzyme loop. Thus, C3 will serve as a lead compound for development of new β-glucuronidase inhibitors.
Han Yoo Kyong,Vinh Le Ba,Nam Mi-hyun,Lee Ki Yong 한국응용생명화학회 2023 Applied Biological Chemistry (Appl Biol Chem) Vol.66 No.-
Inflammation, diabetes, and even malignancies are pharmacological effects connected by antioxidant capacity and free radicals. Many antioxidants scavenge free radicals originating from dietary sources such as fruits, vegetables, and teas. To identify the bioactive components of Ligularia stenocephala, an effective method combining HPLC-QTOF-MS and bioactivity evaluation was investigated for the first time. Antioxidant agents were isolated from L. stenocephala, a folk medicine used for edema and scrofula in Korea, Japan, and China. The phytochemical investigation of the aerial parts of L. stenocephala resulted in the separation and determination of six compounds (1–6). In particular, the chemical structures were identified as hyperoside (1), 3,5-dicaffeoylquinic acid (2), 3,5-dicaffeoylquinic acid methyl ester (3), trifolin (4), rutin (5), and 3,4-dicaffeoylquinic acid (6). Their structures were identified using 1D and 2D NMR spectroscopy and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS) data analysis. The results showed that phenolic components were responsible for the antioxidant inhibitory activity of L. stenocephala. Additionally, to understand the mechanisms of the antioxidant inhibitory activity of L. stenocephala, a docking simulation study was performed to support the in vitro results. Taken together, this new method is rapid, inexpensive, and can be applied to identify the active components of medicinal herbs without separation.
Van Thanh, Nguyen,Jang, Hyun-Jae,Vinh, Le Ba,Linh, Kieu Thi Phuong,Huong, Phan Thi Thanh,Cuong, Nguyen Xuan,Nam, Nguyen Hoai,Van Minh, Chau,Kim, Young Ho,Yang, Seo Young Elsevier 2019 Bioorganic chemistry Vol.88 No.-
<P><B>Abstract</B></P> <P>In a search for anti-inflammatory activity in resources from Vietnamese mangroves, we found that a methanolic extract from the leaves of <I>Calophyllum inophyllum</I> (CIL) showed significant anti-inflammatory effects <I>in vitro</I>. Using various chromatographic techniques, we subsequently isolated 12 compounds (<B>1</B>–<B>12</B>) from a methanolic extract of CIL, including two novel compounds (<B>1</B>–<B>2</B>). The inhibitory effects of these compounds on lipopolysaccharide-induced nitric oxide (NO) production in RAW264.7 cells were also evaluated. Compound <B>1</B> significantly suppressed NO production (IC<SUB>50</SUB> = 2.44 ± 0.88 µM), the secretion of pro-inflammatory cytokines (including interleukin-1 beta and tumor necrosis factor alpha), and the expression of inducible nitric oxide synthase through downregulation of nuclear factor-kappa-B signaling cascades. These results suggest that <I>C. inophyllum</I> leaves might be a useful resource for the development of drugs for the treatment of inflammation.</P> <P><B>Highlights</B></P> <P> <UL> <LI> Twelve compounds were isolated from Vietnamese mangrove <I>Calophyllum inophyllum</I>. </LI> <LI> Two new compounds <B>1</B> and <B>2</B> were determined by spectroscopic methods. </LI> <LI> Compound <B>1</B> showed significant anti-inflammatory activity. </LI> <LI> These results suggested that <I>C. inophyllum</I> might useful as the anti-inflammation drug. </LI> </UL> </P> <P><B>Graphical abstract</B></P> <P>[DISPLAY OMISSION]</P>
Alpha-Glucosidase Inhibitory Activity of Saponins Isolated from Vernonia gratiosa Hance
Cong Pham Van,Anh Hoang Le Tuan,Vinh Le Ba,Han Yoo Kyong,Trung Nguyen Quang,Minh Bui Quang,Duc Ngo Viet,Ngoc Tran Minh,Hien Nguyen Thi Thu,Manh Hoang Duc,Lien Le Thi,Lee Ki Yong 한국미생물·생명공학회 2023 Journal of microbiology and biotechnology Vol.33 No.6
Species belonging to the Vernonia (Asteraceae), the largest genus in the tribe Vernonieae (consisting of about 1,000 species), are widely used in food and medicine. These plants are rich sources of bioactive sesquiterpene lactones and steroid saponins, likely including many as yet undiscovered chemical components. A phytochemical investigation resulted in the separation of three new stigmastane-type steroidal saponins (1 – 3), designated as vernogratiosides A–C, from whole plants of V. gratiosa. Their structures were elucidated based on infrared spectroscopy (IR), one-dimensional (1D) and two-dimensional nuclear magnetic resonance (2D NMR), high-resolution electrospray ionization mass spectrometry (HR-ESI-MS), and electronic circular dichroism analyses (ECD), as well as chemical reactivity. Molecular docking analysis of representative saponins with αglucosidase inhibitory activity was performed. Additionally, the intended substances were tested for their ability to inhibit α-glucosidase activity in a laboratory setting. The results suggested that stigmastane-type steroidal saponins from V. gratiosa are promising candidate antidiabetic agents.
Nguyet, Thi Minh Nguyen,Lomunova, Maria,Le, Ba Vinh,Lee, Ji Sun,Park, Seol Kyu,Kang, Jong Seong,Kim, Young Ho,Hwang, Inkyu Elsevier 2018 INTERNATIONAL IMMUNOPHARMACOLOGY Vol.54 No.-
<P><B>Abstract</B></P> <P>While an anti-allergic effect of Chaga mushroom (<I>Inonotus obliquus</I>) has been indicated, its therapeutic effect on allergy and immunoregulatory mechanisms and chemical constituents directly responsible for that are hardly known. We examined the effect of 70% ethanol extract of Chaga mushroom (EE) and its dichloromethane (DF) and aqueous (AF) fractions using a mouse model of chicken ovalbumin (cOVA)-induced food allergy, and found that only EE and DF ameliorated allergy symptoms to a significant extent. The in vivo mast cell-stabilizing activity was also found only in EE and DF whereas the activities to suppress Th2 and Th17 immune responses and cOVA-specific IgE production in the small intestine were observed in all three treatment regimens, implying that inhibition of the mast cell function by lipophilic compounds was vital for the therapeutic effect. Results also indicated that inotodiol, a triterpenoid predominantly present in DF, played an active role as a mast cell stabilizer.</P> <P><B>Highlights</B></P> <P> <UL> <LI> 70% EtOH extract of Chaga mushroom has a good therapeutic effect on food allergy. </LI> <LI> A Mast cell stabilizing activity is key for the effect of Chaga mushroom. </LI> <LI> Only CH<SUB>2</SUB>Cl<SUB>2</SUB> fraction, but not H<SUB>2</SUB>O fraction, has the mast cell stabilizing activity. </LI> <LI> Inotodiol, a tetracyclic triterpenoid, is predominantly present in CH<SUB>2</SUB>Cl<SUB>2</SUB> fraction. </LI> <LI> Inotodiol holds a strong mast cell stabilizing activity. </LI> </UL> </P>