Showing papers by "Byung Sun Min published in 2002"
TL;DR: Three new lanostante-type triterpene aldehydes, named lucialdehydes A-C (1-3), were isolated from the fruiting bodies of Ganoderma lucidum and showed cytotoxic effects on tested tumor cells.
Abstract: Three new lanostante-type triterpene aldehydes, named lucialdehydes A-C (1-3), were isolated from the fruiting bodies of Ganoderma lucidum, together with ganodermanonol (4), ganodermadiol (5), ganodermanondiol (6), ganodermanontriol (7), ganoderic acid A (8), ganoderic acid B8 (9), and ganoderic acid C1 (10). The structures of the new triterpenes were determined as (24E)-3 beta-hydroxy-5 alpha-lanosta-7,9(11),24-trien-26-al (1), (24E)-3,7-dioxo-5 alpha-lanosta-8,24-dien-26-al (2), and (24E)-3 beta-hydroxy-7-oxo-5 alpha-lanosta-8,24-dien-26-al (3), respectively, by spectroscopic means. The cytotoxicity of the compounds isolated from the ganoderma mushroom was tested in vitro against Lewis lung carcinoma (LLC), T-47D, Sarcoma 180, and Meth-A tumor cell lines. Lucialdehydes B, C (2, 3), ganodermanonol (4) and ganodermanondiol (6) showed cytotoxic effects on tested tumor cells. Of the compounds, lucialdehyde C (3) exhibited the most potent cytotoxicity against LLC, T-47D, Sarcoma 180, and Meth-A tumor cells with ED(50) values of 10.7, 4.7, 7.1, and 3.8 microg/ml, respectively.
159 citations
TL;DR: To identify substances with anti‐human immunodeficiency virus (HIV) activity in traditional medicines, 101 extracts of Korean medicinal plants were screened for their inhibitory effects on HIV type 1 protease (PR).
Abstract: To identify substances with anti-human immunodeficiency virus (HIV) activity in traditional medicines, 101 extracts of Korean medicinal plants were screened for their inhibitory effects on HIV type 1 protease (PR) The enzyme activity was determined by HPLC Of the extracts tested, strong inhibitory effects were observed in the acetone extracts of the pericarp and leaves of Camellia japonica, the water extract of the leaves of Sageretia theezans and the methanol extract of the aerial part of Sophora flavescens Camelliatannin H from the pericarp of C japonica, showed a potent inhibitory activity on HIV-1 PR with IC(50) of 09 microM
61 citations
TL;DR: In this article, sesquiterpene lactone compounds were isolated from the aerial parts of Carpesium abrotanoides Linne (Compositae) and in vitro cytotoxicity testing was carried out against L1210, A549, SKOV-3, SK-MEL-2, XF-498 and HCT-15 tumor cells.
Abstract: Eight sesquiterpene lactones, 4 alpha,5 alpha-epoxy-10 alpha,14-dihydro-inuviscolide (1), 2,3-dihydroaromomaticin (2), carpesiolin (3), carabrone (4), carabrol (5), telekin (6), ivalin (7) and 11,13-didehydroivaxillin (8), were isolated from the aerial parts of Carpesium abrotanoides Linne (Compositae). In vitro cytotoxicity testing was carried out against L1210, A549, SK-OV-3, SK-MEL-2, XF-498 and HCT-15 tumor cell lines. Sesquiterpene lactone compounds 1 - 8 showed significant cytotoxic activity (ED50 values, < 20 microM) against all tumor call lines tested. Among these compounds, 4 alpha,5 alpha-epoxy-10 alpha,14-dihydro-inuviscolide (1), 2,3-dihydroaromomaticin (2), telekin (6) and ivalin (7) showed cytotoxic activity (ED50, < 10 microM) comparable to that of cisplatin.
60 citations
TL;DR: In an effort to develop new drugs preventing the growth of human immunodeficiency virus (HIV), an in vitro assay method of ribonuclease H (RNase H) activity associated with reverse transcriptase (RT) from HIV‐1 suggested that non‐hydroxylated naphthoquinones (1 and 2) showed significant inhibition of RNase H activity, whereas 5‐Hydroxylation naph fourth quinones (3 and 5) showed potent inhibition
Abstract: In an effort to develop new drugs preventing the growth of human immunodeficiency virus (HIV), we developed an in vitro assay method of ribonuclease H (RNase H) activity associated with reverse transcriptase (RT) from HIV-1. Some naphthoquinones, such as 1,4-naphthoquinone (1), vitamin K(3) (2), juglone (3) and plumbagin (6), moderately inhibited RNase H activity, and others, including naphthazarin (5) and shikonins (8-9, 18-23), showed weak inhibition. Diterpenoid quinones, tanshinones (24-28), had also moderate inhibition against RNase H activity. Of these quinones, compound 1 showed the most potent inhibition on RNase H activity with a 50% inhibitory concentration (IC(50)) of 9.5 microM, together with moderate inhibition against RNA-dependent and DNA-dependent DNA polymerase (RDDP and DDDP) activities with IC(50) values of 69 and 36 microM, respectively. Compounds 3 and 5 showed significant inhibition against RDDP (IC(50) = 8 and 10 microM, respectively) and DDDP (IC(50) = 5 and 7 microM, respectively) activities. The structure-activity relationship of the naphthoquinones suggested that non-hydroxylated naphthoquinones (1 and 2) showed significant inhibition of RNase H activity, whereas 5-hydroxylated naphthoquinones (3 and 5) showed potent inhibition against RDDP and DDDP activities.
51 citations
TL;DR: Three naphthalene glycosides, flavonoids, and galloyl tannins were isolated from the stem-bark of Juglans mandshurica and showed the most potent HIV-induced cytopethic activity against MT-4 cells and maximum cytotoxic concentration of above 100 μg/ml.
Abstract: Three naphthalene glycosides (1-3), four flavonoids (4-7), and two galloyl glycosides (8-9) were isolated from the stem-bark of Juglans mandshurica (Juglandaceae). Their structures were determined by chemical and spectral means, including to 2D-NMR (COSY, HMQC, and HMBC) experiments. Amongst the isolated compounds, taxifolin (4) showed the most potent HIV-induced cytopethic activity against MT-4 cells with complete inhibitory concentration (IC100) value of 25 microg/ml and maximum cytotoxic concentration (CC100) value of above 100 microg/ml. However, naphthalene glycosides (1-3), flavonoids (5-7), and galloyl tannins (8-9) were inactive against anti-HIV-1 activity.
49 citations
TL;DR: A human intestinal bacterium, Eubacterium (E.) sp. strain SDG-2, was tested for its ability to metabolize various (3R)- and (3S)-flavan-3-ols and their 3-O-gallates as mentioned in this paper.
Abstract: A human intestinal bacterium, Eubacterium (E.) sp. strain SDG-2, was tested for its ability to metabolize various (3R)- and (3S)-flavan-3-ols and their 3-O-gallates. This bacterium cleaved the C-ring of (3R)- and (3S)-flavan-3-ols to give 1,3-diphenylpropan-2-ol derivatives, but not their 3-O-gallates. Furthermore, E. sp. strain SDG-2 had the ability of p-dehydroxylation in the B-ring of (3R)-flavan-3-ols, such as (-)-catechin, (-)-epicatechin, (-)-gallocatechin and (-)-epigallocatechin, but not of (3S)-flavan-3-ols, such as (+)-catechin and (+)-epicatechin.
40 citations
TL;DR: The cytotoxicity of montanacin F was evaluated in vitro against Lewis lung carcinoma (LLC) tumor cell lines and the previously isolated cytotoxic acetogenin annonacin against LLC was examined for in vivo antitumor activity with LLC tumor cells.
35 citations
Journal Article•
TL;DR: The MeOH extract of Sorbus commixta (Rosaceae) exhibited strong DPPH radical scavenging activity, and through activity-guided fractionation two antioxidant compounds were isolated and identified as catechin-7-O-β-D-xylopyranoside (1) and cetechin-7,O,β,D-apiofuranoside(2) by physicochemical and spectrometric methods as discussed by the authors.
Abstract: The MeOH extract of Sorbus commixta (Rosaceae) exhibited strong DPPH radical scavenging activity, and through activity-guided fractionation two antioxidant compounds were isolated and identified as catechin-7-O-β-D-xylopyranoside (1) and cetechin-7-O-β-D-apiofuranoside (2) by physicochemical and spectrometric methods. To evaluate the antioxidant effect of these compounds, some in vitro tests, such as the DPPH radical scavenging activity test, the superoxide radical scavenging activity test and lipid peroxidation inhibitory activity test, were performed. Compounds 1 and 2 showed stronger activities than both α-tocopherol and butylated hydroxy anisole (BHA) in each assay.
31 citations
TL;DR: Two polyacetylene glycosides, gymnasterkoreasides A and B, were isolated from the roots of Gymnaster koraiensis and confirmed the determination of a chiral center by the modified Mosher's method.
Abstract: Two polyacetylene glycosides, gymnasterkoreasides A and B, were isolated from the roots of Gymnaster koraiensis. Their structures were elucidated to be (3R)-8-decene-4,6-diyne-1,3-diol 1-O-beta-D-glucopyraside and (3R)-8-decene-4,6-diyne-1,3-diol 1-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyraside on the basis of spectroscopic analysis including COSY, HMQC, and HMBC experiments, as well as chemical methods, which confirmed the determination of a chiral center by the modified Mosher's method.
26 citations
TL;DR: Two C(16)-lactonic compounds were isolated from the stems of Actinodaphne lancifolia, together with five known lactones and three known lignans, and their structures were determined spectroscopically, which included 2D NMR spectroscopic analysis.
24 citations
TL;DR: Two androstane alkaloids were isolated from the musk of Moschus moschiferus by two-dimensional NMR analysis (HMQC, 1H-1H COSY, HMBC, and NOESY).
Abstract: Two androstane alkaloids were isolated from the musk of Moschus moschiferus. The structures were elucidated to be 3alpha-ureido-androst-4-en-17-one (1) and 3alpha-ureido-androst-4-en-17beta-ol (2) by two-dimensional NMR analysis (HMQC, 1H-1H COSY, HMBC, and NOESY).
Journal Article•
TL;DR: Two lupane-type triterpenes, lupenone (1) and lupeol (2), a phytosterol, (3), two ursane type triterbenes, ursolic acid (4) and ursol acid (5), a lignan, (-)-lyoniresinol (6), and two flavanol glycosides, (7) and (8) were isolated from the stem bark of Sorbus commixta (Rosaceae) as discussed by the authors.
Abstract: Two lupane-type triterpenes, lupenone (1) and lupeol (2), a phytosterol, (3), two ursane-type triterpenes, ursolic acid (4) and ursolic acid (5), a lignan, (-)-lyoniresinol (6), and two flavanol glycosides, (7) and (8) were isolated from the stem bark of Sorbus commixta (Rosaceae). Their chemical structures were identified by physicochemical and spectroscopic methods.
Journal Article•
Journal Article•
TL;DR: The cultured mycelia of fungus Ganoderma lucidum were investigated for the inhibitory effect on the growth of s.c. transplanted Lewis lung carcinoma in BDF-1 mice by intraperitoneal (i.p.) administration and showed antitumor activity.
Abstract: The cultured mycelia of fungus Ganoderma lucidum were investigated for the inhibitory effect on the growth of s.c. transplanted Lewis lung carcinoma (LLC) in BDF-1 mice by intraperitoneal (i.p.) administration. The cultured mycelia showed antitumor activity with T/C values of 89.6 and 50.3 % at doses of 100 and 500 mg/kg, respectively, compared to adriamycin, which was used a positive control, with T/C value of 54.6 % at 2 mg/kg.
TL;DR: In this paper, a pyrrolophenanthridone alkaloid, criasiaticidine A (1), was isolated from the bulbs of Crinum asiaticum var. japonicum, together with pratorimine (2), lycorine (3) and 4'-hydroxy-7methoxyflavan (4).
Abstract: A new pyrrolophenanthridone alkaloid, criasiaticidine A (1), was isolated from the bulbs of Crinum asiaticum var. japonicum, together with pratorimine (2), lycorine (3) and 4'-hydroxy-7-methoxyflavan (4). The structure of the new alkaloid was determined to be 4,5-etheno-9,10-dihydroxy-6-phenanthridone by spectroscopic means. The cytotoxicity of the isolated compounds 1-4 was evaluated in vitro against Meth-A (mouse sarcoma) and Lewis lung carcinoma (mouse lung carcinoma) tumor cell lines. Furthermore, 3 was examined for in vivo antitumor activity with LLC tumor cells.
TL;DR: Two C 16 -lactonic compounds, actinolides A−B ( 1 − 2 ), were isolated from the stems of Actinodaphne lancifolia, together with five known lactones ( 3 − 7 ) and three known lignans ( 8 − 10 ).
Abstract: Two C 16 -lactonic compounds, actinolides A−B ( 1 – 2 ), were isolated from the stems of Actinodaphne lancifolia , together with five known lactones ( 3 – 7 ) and three known lignans ( 8 – 10 ). Their structures were determined spectroscopically, which included 2D NMR spectroscopic analysis.
TL;DR: In this paper, a novel Annonaceous acetogenin, montanacin F, with a new type of terminal lactone unit, was isolated from the leaves of Annona montana.
Abstract: A novel Annonaceous acetogenin, montanacin F, with a new type of terminal lactone unit, was isolated from the leaves of Annona montana. Its structure was determined on the basis of spectral evidences and chemical methods, and a possible biosynthetic pathway was discussed. In addition, the cytotoxicity of montanacin F was evaluated in vitro against Lewis lung carcinoma (LLC) tumor cell lines. Furthermore, the previously isolated cytotoxic acetogenin annonacin against LLC was examined for in vivo antitumor activity with LLC tumor cells.
TL;DR: In this paper, two polyacetylene glycosides, gymnasterkoreasides A and B, were isolated from the roots of Gymnaster koraiensis.
Abstract: Two polyacetylene glycosides, gymnasterkoreasides A and B, were isolated from the roots of Gymnaster koraiensis. Their structures were elucidated to be (3R)-8-decene-4,6-diyne-1,3-diol 1-O-beta-D-glucopyraside and (3R)-8-decene-4,6-diyne-1,3-diol 1-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyraside on the basis of spectroscopic analysis including COSY, HMQC, and HMBC experiments, as well as chemical methods, which confirmed the determination of a chiral center by the modified Mosher's method.
TL;DR: In this paper, three lanostante-type triterpene aldehydes, named lucialdehydes A-C (1-3), were isolated from the fruiting bodies of Ganoderma lucidum, together with ganodermanonol (4), ganoderermadiol (5), gganodermanondiol (6), GANodermanontriol (7), Ganoderic acid A (8), Ganoderic Acid B8 (9), and GANODERIC acid C1 (10).
Abstract: Three new lanostante-type triterpene aldehydes, named lucialdehydes A-C (1-3), were isolated from the fruiting bodies of Ganoderma lucidum, together with ganodermanonol (4), ganodermadiol (5), ganodermanondiol (6), ganodermanontriol (7), ganoderic acid A (8), ganoderic acid B8 (9), and ganoderic acid C1 (10). The structures of the new triterpenes were determined as (24E)-3 beta-hydroxy-5 alpha-lanosta-7,9(11),24-trien-26-al (1), (24E)-3,7-dioxo-5 alpha-lanosta-8,24-dien-26-al (2), and (24E)-3 beta-hydroxy-7-oxo-5 alpha-lanosta-8,24-dien-26-al (3), respectively, by spectroscopic means. The cytotoxicity of the compounds isolated from the ganoderma mushroom was tested in vitro against Lewis lung carcinoma (LLC), T-47D, Sarcoma 180, and Meth-A tumor cell lines. Lucialdehydes B, C (2, 3), ganodermanonol (4) and ganodermanondiol (6) showed cytotoxic effects on tested tumor cells. Of the compounds, lucialdehyde C (3) exhibited the most potent cytotoxicity against LLC, T-47D, Sarcoma 180, and Meth-A tumor cells with ED(50) values of 10.7, 4.7, 7.1, and 3.8 microg/ml, respectively.
TL;DR: In this article, two androstane alkaloids were isolated from the musk of Moschus moschiferus by two-dimensional NMR analysis (HMQC, 1H-1H COSY, HMBC, and NOESY).
Abstract: Two androstane alkaloids were isolated from the musk of Moschus moschiferus. The structures were elucidated to be 3alpha-ureido-androst-4-en-17-one (1) and 3alpha-ureido-androst-4-en-17beta-ol (2) by two-dimensional NMR analysis (HMQC, 1H-1H COSY, HMBC, and NOESY).