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A New Apotirucallane-type Triterpenoid from the Fruit of Melia azedarach
Qinghao Jin,황방연,Chul Lee,이진우,이미경,이문순 한국생약학회 2013 Natural Product Sciences Vol.19 No.4
A new apotirucallane-type triterpenoid, 3a-tigloylsapelin D (1) together with five known triterpenoids such as meliasenin B (2), sendanolactone (3), (-)-12b-hydroxykulactone (4), cinamodiol (5), and 3a-hydroxytirucalla-7,24(25)-dien-6-oxo-21,16-olide (6) were isolated from the fruits of Melia azedarach. Their structures were established on the basis of various NMR spectroscopic analyses including 2D-NMR techniques (HSQC, HMBC, and NOESY) and HR-FAB-MS data.
Chemical Constituents from the Fruits of Prunus mume
Qinghao Jin,Chul Lee,이진우,이인선,이미경,전원경,황방연,정일민 한국생약학회 2012 Natural Product Sciences Vol.18 No.3
The chromatographic separation of a methanol extract of Prunus mume (Rosaceae) led to the isolation of 5-hydroxymethyl-2-furaldehyde (1), 4-O-caffeoylquinic acid methyl ester (2), prunasin (3), 5-O-caffeoylquinic acid methyl ester (4), benzyl-O-b-D-glucopyranoside (5), and liquiritigenin-7-O-b-D-glucopyranoside (6). Their structures were determined by 1D, 2D-NMR and MS data analysis as well as by comparison of their data with the published values.
Two New <i>C</i>‐<i>seco</i> Limonoids from the Fruit of <i>Melia azedarach</i>
Jin, Qinghao,Lee, Chul,Woo ,Lee, Jin,Yeon ,Choi, Jeong,Tae ,Hong, Jin,Kim, Youngsoo,Kyeong ,Lee, Mi,Yeon ,Hwang, Bang WILEY‐VCH Verlag 2014 Helvetica chimica acta Vol.97 No.8
<P><B>Abstract</B></P><P>A phytochemical investigation of the fruits of <I>Melia azedarach</I> led to the isolation of two new C‐<I>seco</I>‐nimbolinin‐type limonoids, 3<I>α</I>‐acetoxy‐1<I>α</I>,7<I>α</I>‐dihydroxy‐12<I>α</I>‐methoxynimbolinin (<B>1</B>) and 3<I>α</I>‐acetoxy‐1<I>α</I>,12<I>α</I>‐dihydroxy‐7<I>α</I>‐(2‐methylprop‐2‐enoyl)nimbolinin (<B>2</B>), together with eleven known compounds, <B>3</B>–<B>13</B>. Their structures were elucidated on the basis of extensive spectroscopic analysis, including <SUP>1</SUP>H‐ and <SUP>13</SUP>C‐NMR, HMQC, HMBC, NOESY, and HR‐FAB‐MS.</P>
Dimeric- and trimeric sesquiterpenes from the flower of <i>Inula japonica</i>
Jin, Qinghao,Lee, Jin Woo,Jang, Hari,Lee, Hye Lim,Kim, Jun Gu,Wu, Wanying,Lee, Dongho,Kim, Eun-Hee,Kim, Youngsoo,Hong, Jin Tae,Lee, Mi Kyeong,Hwang, Bang Yeon Elsevier 2018 Phytochemistry Vol.155 No.-
<P><B>Abstract</B></P> <P>An undescribed unusual sesquiterpene trimer and three sesquiterpene dimers were isolated from the flowers of <I>Inula japonica</I>. Their structures were elucidated by extensive analysis of 1D and 2D NMR spectroscopic data as well as HRESIMS data. Inulajaponicolide A has an undescribed carbon skeleton comprising of one xanthanolide and two guaianolide units with the linkage mode of C-11/C-3ʹ and C-11ʹ/C-1ʹʹ via a Diels-Alder cycloaddition reaction. Inulajaponicolides C and D exhibited moderate cytotoxic activity against A 549 and NCI-H460 human cancer cell lines with IC<SUB>50</SUB> values ranging from 8.5 to 17.8 μM. Inulajaponicolides A-D and lineariifolianoid A possessed significant inhibitory potency against nitric oxide production in LPS-induced RAW264.7 cells with IC<SUB>50</SUB> values ranging from 1.0 to 4.1 μM.</P> <P><B>Highlights</B></P> <P> <UL> <LI> Four sesquiterpenes were isolated from <I>Inula japonica.</I> </LI> <LI> Inulajaponicolide A is an unprecedented sesquiterpene trimer formed by both endo- and exo-type 1,3-linked Diels-Alder cycloaddition. </LI> <LI> Inulajaponicolides B-D are biogenetically related sesquiterpene dimers. </LI> <LI> Some of the isolates were showed cytotoxic and NO inhibitory activities. </LI> </UL> </P> <P><B>Graphical abstract</B></P> <P>An undescribed unusual sesquiterpene trimer and three sesquiterpene dimers were isolated from the flowers of <I>Inula japonica</I>. Some of the isolates were showed cytotoxic and NO inhibitory activities.</P> <P>[DISPLAY OMISSION]</P>
Jin, Qinghao,Lee, Chul,Lee, Jin Woo,Yeon, Eung Tae,Lee, Dongho,Han, Sang Bae,Hong, Jin Tae,Kim, Youngsoo,Lee, Mi Kyeong,Hwang, Bang Yeon American Chemical Society and American Society of 2014 Journal of natural products Vol.77 No.7
<P>Two new 2-phenoxychromones <B>1</B> and <B>2</B> and two prenylflavonoids <B>3</B> and <B>4</B> along with 12 known compounds (<B>5–16</B>) were isolated from the CH<SUB>2</SUB>Cl<SUB>2</SUB>-soluble fraction of a methanol extract of <I>Epimedium koreanum</I>. Compounds <B>1</B>, <B>4</B>, <B>6</B>, <B>7</B>, <B>9</B>, <B>10</B>, <B>12</B>, and <B>15</B> exhibit inhibitory effects on nitric oxide production with IC<SUB>50</SUB> values ranging from 16.8 to 49.3 μM. Compounds <B>1</B>, <B>4</B>, <B>7</B>, and <B>12</B> also showed inhibitory effects on interleukin-1β production with IC<SUB>50</SUB> values ranging from 8.6 to 38.9 μM in RAW 264.7 macrophages.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jnprdf/2014/jnprdf.2014.77.issue-7/np400831p/production/images/medium/np-2013-00831p_0004.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/np400831p'>ACS Electronic Supporting Info</A></P>
Jin, Qinghao,Lee, Jin Woo,Jang, Hari,Choi, Ji Eun,Lee, Dongho,Hong, Jin Tae,Kim, Youngsoo,Lee, Mi Kyeong,Hwang, Bang Yeon American Chemical Society and American Society of 2016 Journal of natural products Vol.79 No.6
<P>Eight new sesquiterpenes (1-8), along with seven known sesquiterpenes (9-15), were isolated from a methanol extract of the flowers of Inula japonica. Their structures were elucidated by a combination of 1D and 2D NMR spectroscopic and HRESIMS data. All of isolates were evaluated for their inhibitory effects on nitric oxide production in LPS-induced RAW 264.7 cells, with their IC50 values ranging from 1.9 to 15.4 mu M.</P>
Melanogenesis inhibitory pregnane glycosides from <i>Cynanchum atratum</i>
Jin, Qinghao,Han, Xiang Hua,Yun, Cheong-Yong,Lee, Chul,Lee, Jin Woo,Lee, Dongho,Lee, Mi Kyeong,Jung, Sang-Hun,Hong, Jin Tae,Kim, Youngsoo,Hwang, Bang Yeon Elsevier 2018 Bioorganic & medicinal chemistry letters Vol.28 No.7
<P><B>Abstract</B></P> <P>Bioassay-guided fractionation of the methanolic extract from the roots of <I>Cynanchum atratum</I> has resulted in the isolation of three new pregnane glycosides (<B>1</B>–<B>3</B>) along with four known compounds (<B>4</B>–<B>7</B>). Their structures were identified by analysis of the spectroscopic data including extensive 2D NMR. All of the isolates were evaluated for their potential to inhibit the melanin production in α-melanocyte stimulating hormone (α-MSH)-activated B16 melanoma cells. Of these, compounds <B>4</B>–<B>7</B> dose-dependently inhibited the melanin production with the IC<SUB>50</SUB> values ranging from 4 μM to 33 μM.</P> <P><B>Graphical abstract</B></P> <P>[DISPLAY OMISSION]</P>
이진우,이철,Qinghao Jin,이문순,김영수,홍진태,이미경,황방연 대한약학회 2015 Archives of Pharmacal Research Vol.38 No.6
Belamcanda chinensis (L.) DC., which belongsto the family of Iridaceae, has been used as a folk medicinefor the treatment of inflammation, asthma, tonsillitis, andmany other throat disorders. Bioactivity-guided purificationof the methylene chloride-soluble fraction of the rhizomesof B. chinensis based on the inhibition of nitricoxide production led to the identification of seventeenknown compounds. Their structures were elucidated on thebasis of extensive spectroscopic measurement such asNMR and ESI–MS. All of the isolated compounds wereevaluated for their inhibitory effects on nitric oxide productionin LPS-induced RAW 264.7 macrophage cells.
Ningyi Cai,Boyan Zhang,Qinghao Meng,Siyu Qian,Bo Su,Hailin Cui,Shengbo Zhang,Cunlin Zhang 한국광학회 2023 Current Optics and Photonics Vol.7 No.2
The vibratory and rotational levels of many biological macromolecules lie in the terahertz (THz) band, which means that THz techniques can be used to identify and detect them. Moreover, since the biological activity of most biomolecules only becomes apparent in aqueous solution, we use microfluidic technology to study the biological properties of these biomolecules. THz time-domain spectroscopy was used to study the THz absorption characteristics of graphene oxide (GO) aqueous solution at different concentrations and different exposure times in fixed electric or magnetic fields. The results show that the spectral characteristics of the GO solution varied with the concentration: as the concentration increased, the THz absorption decreased. The results also show that after placing the solution in an external electric field, the absorption of THz first increased and then decreased. When the solution was placed in a magnetic field, the THz absorption increased with the increase in standing time. In this paper, these results are explained based on considerations of what is occurring at the molecular scale. The results of this study provide technical support for the further study of GO and will assist with its improved application in various fields.