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Effects of Triterpenoids and Flavonoids Isolated from Alnus firma on HIV-1 Viral Enzymes
유영법,Hirotsugu Miyashiro,Norio Nakamura,Masao Hattori,박종철 대한약학회 2007 Archives of Pharmacal Research Vol.30 No.7
Triterpenoids and flavonoids isolated from Alnus firma S. Z. were found to inhibit HIV-1 virus replication and controlled its essential enzymes. In this study, the inhibition of HIV-1 viral replication and its essential enzymes, such as reverse transcriptase, protease and α-glucosidase, were observed using 18 Korean plant extracts. Among the extracts, the methanol extract of Alnus firma leaves showed potent inhibition against the HIV-1 induced cytopathic effect (CPE) in MT-4 cells on microscopic observation (the minimum concentration for complete inhibition of HIV-1 induced CPE, IC=50 µg/mL). Thus, 14 compounds were isolated and identified from the methanol extract of Alnus firma leaves. Of these compounds, the alnustic acid methyl ester exhibited inhibition against HIV-1 protease, with an IC50 of 15.8 µM, and quercetin, quercitrin and myricetin 3-O-β-D-galactopyranoside displayed inhibition against HIV-1 reverse transcriptase, all with IC50 values of 60 µM. Based on these results, the viral replication inhibition of the methanol extract of Alnus firma leaves was adjudged to be acutely related to the protease inhibition activation of the alnustic acid methyl ester as well as the reverse transcriptase inhibition activation of flavonoids.
Inhibitory Effects of Methanol Extracts from Korean Medicinal Plants against HIV-1 Protease Activity
Park, Jong-Cheol,Miyashiro, Hirotsugu,Hattori, Masao The Korean Society of Medicinal Crop Science 2003 韓國藥用作物學會誌 Vol.11 No.4
Korean medicinal plants were screened for their inhibitory activity against HIV-1 protease. The inhibitory activity of protease was determined by incubating the extracts in reaction mixtures containing protease and substrate $His-Lys-Ala-Arg-Val-Leu-(p-NO_{2}-Phe)-Glu-Ala-Nle-Ser-NH_{2}$ to perform proteolytic cleavage reactions. In this study the twenty six extracts from medicinal plants were investigated. Of the extracts tested, the extracts from the stem of Morus alba. exhibited the strongest activity with inhibition of 81% at a concentration of $100{\mu}g/ml$. The extracts of the flower of Saxjfraga stolonifera, and stems of Euonymus japonica and Castanea crenata showed appreciable inhibitory activity (>50%) against HIV-1 protease at same concentration.
사방오리 잎의 Triterpenoid 및 Flavonoid 화합물
유영법,Norio Nakamura,Hirotsugu Miyashiro,Masao Hattori,박종철 한국생약학회 2007 생약학회지 Vol.38 No.1
Abstract − In this study, three triterpenoids, two steroids and nine flavonoids were isolated from the leaves of Alnus firma Sieb. et Zucc. On the basis of spectroscopic evidences, the structures of these compounds were established as β-amyrin acetate, β- amyrin, β-sitosterol, alnustic acid methyl ester, β-sitosterol glucoside, pinocembrin, alnustinol, quercetin, quercetin-3-O-α-Larabinofuranoside, quercetin-3-O-α-L-rhamnopyranoside, quercetin-3-O-β-D-glucopyranoside, myricetin-3-O-β-D-galactopyranoside, (+)-catechin and (−)-epicatechin.
Effects of Triterpenoids and Flavonoids Isolated from Alnus firma on HIV-1 Viral Enzymes
Yu, Young-Beob,Miyashiro, Hirotsugu,Nakamura, Norio,Hattori, Masao,Park, Jong-Cheol 대한약학회 2007 Archives of Pharmacal Research Vol.30 No.7
Triterpenoids and flavonoids isolated from Alnus firma S. Z. were found to inhibit HIV-1 virus replication and controlled its essential enzymes. In this study, the inhibition of HIV-1 viral replication and its essential enzymes, such as reverse transcriptase, protease and ${\alpha}-glucosidase$, were observed using 18 Korean plant extracts. Among the extracts, the methanol extract of Alnus firma leaves showed potent inhibition against the HIV-1 induced cytopathic effect (CPE) in MT-4 cells on microscopic observation (the minimum concentration for complete inhibition of HIV-1 induced CPE, IC=50 ${\mu}g/mL$). Thus, 14 compounds were isolated and identified from the methanol extract of Alnus firma leaves. Of these compounds, the alnustic acid methyl ester exhibited inhibition against HIV-1 pretense, with an $IC_{50}$ of 15.8 ${\mu}M$, and quercetin, quercitrin and myricetin $3-O-{\beta}-D-galactopyranoside$ displayed inhibition against H IV-1 reverse transcriptase, all with $IC_{50}$ values of 60 ${\mu}M$. Based on these results, the viral replication inhibition of the methanol extract of Alnus firma leaves was adjudged to be acutely related to the protease inhibition activation of the alnustic acid methyl ester as well as the reverse transcriptase inhibition activation of flavonoids.
Inhibitory Effects of Methanol Extracts from Korean Medicinal Plants against HIV-1 Protease Activity
Jong-Cheol Park,Hirotsugu Miyashiro,Masao Hattori 한국약용작물학회 2003 한국약용작물학회지 Vol.11 No.4
Korean medicinal plants were screened for their inhibitory activity against HIV-1 protease. The inhibitory activity of protease was determined by incubating the extracts in reaction mixtures containing protease and substrate His-Lys-Ala-Arg-Val-Leu-(p-NO2-Phe)-Glu-Ala-Nle-Ser-NH2 to perform proteolytic cleavage reactions. In this study the twenty six extracts from medicinal plants were investigated. Of the extracts tested, the extracts from the stem of Morus alba. exhibited the strongest activity with inhibition of 81% at a concentration of 100μg/ml. The extracts of the flower of Saxjfraga stolonifera, and stems of Euonymus japonica and Castanea crenata showed appreciable inhibitory activity (〉50%) against HIV-1 protease at same concentration.
MIN, Byung-Sun,NAKAMURA, Norio,MIYASHIRO, Hirotsugu,BAE, Ki-Whan,HATTORI, Masao 충남대학교 약학대학 의약품개발연구소 1998 藥學論文集 Vol.14 No.-
Two new lanostane-type triterpenes, lucidumol A and ganoderic acid β, were isolated from the spores of Ganoderma (G.) lucidum, together with a new natural one and seven that were known. The structures of the new triterpenes were determined as (24S)-24,25-dihydroxylanost-8-ene-3,7-dione and 3β,7β-dihydroxy-11,15-dioxolanosta-8,24(E)-dien-26-oic acid, respectively, by chemical and spectroscopic means. The quantitative analyses of 5 fruiting bodies, antlered form and spores of G. lucidum were performed by high performance liquid chromatography and demonstrated that ganoderic alcohol and acid contents were quite high in the spore. Of the compound isolated, ganoderic acid β, (24S)-lanosta-7,9(11)-diene-3β.24,25-triol (called lucidumol B), ganodermanondiol, ganodermanontriol and ganolucidic acid A showed significant anti-human immunodeficiency virus (anti-HIV)-1 protease activity with IC_50 values of 20-90 μM.
Screening of Korean Plants Against Human Immunodeficiency Virus Type 1 Protease
Min, Byung Sun,Bae, Ki Hwan,Kim, Young Ho,Miyashiro, Hirotsugu,Hattori, Masao,Shimotohno, Kunitada 충남대학교 약학대학 의약품개발연구소 1999 藥學論文集 Vol.15 No.-
With the aim of finding novel anti-human immunodeficiency virus agents from natural products, 93 MeOH extracts of Korean plants were screened for their inhibitory activities against HIV-1 protease. The most potent inhibition was shown by the root of Rodiola rosea with 70.4% inhibition at a concentration of 100㎍/mL.
Inhibitory Activities of Korean Plants on HIV-1 Proteaes
Min, ByungSun,Bae, KiHwan,Kim, Young Ho,Kunitade Shimotohno,Hirotsugu Miyashiro,Masao Hattori 충남대학교 약학대학 의약품개발연구소 1998 藥學論文集 Vol.14 No.-
For the development of anti-AIDS agents, thirty-seven methanol extracts of Korean plant materials were tested for their inhibitory effects on human immunodeficiency virus type-1 (HIV-1) protease. Extracts of seven plants showed more than 30% inhibitory activities on HIV-1 protease at a concentration of 100 ㎍/㎖. The bark of Berchemia berchemiaefolia, the leaf of Lindera erythrocarpa and the whole plant of Siegesbeckia pubescens exhibited significant inhibititory activites on HIV-1 protease with 56.2, 50.8, and 46.6%, respectively.
Inhibitory Activities of Korean Plants on HIV-1 Protease
Byung Sun Min,Ki Hwan Bae,Young Ho Kim,Kunitada Shimotono,Hirotsugu Miyashiro,Masao Hattori 한국생약학회 1998 Natural Product Sciences Vol.4 No.4
For the development of anti-AIDS agents, thirty-seven methanol extracts of Korean plant materials were tested for their inhibitory effects on human immunodeficiency virus type-1 (HIV-1) protease. Extracts of seven plants showed more than 30% inhibitory activities on HIV-1 protease at a concentration of 100 ㎍/㎖. The bark of Berekemia berchemiaefolia, the leaf of Lindera erythrocarpa and the whole plant of Siegesbsekia pubescens exhibited significant inhibititory activities on HIV-1 protease with 56.2, 50.8, and 46.6%, respectively.
Park, Jong-Cheol,Hur, Jong-Moon,Park, Ju-Gwon,Hyun, Kyu-Hawn,Lee, Kab-Yeon,Hirotsugu Miyashiro,Masao Hattori The Korean Society of Food Science and Nutrition 2002 Preventive Nutrition and Food Science Vol.7 No.2
Ninety nine extracts from Korean plants were screened for their inhibitory activities on human immunodeficiency virus (HIV) type 1 pretense by an HPLC method. The pretense inhibitory activities were determined by incubating the extracts in reaction mixtures containing pretense and substrate (His-Lys-Ala-Arg-Val-Leu-(p-NO$_2$- Phe)-Glu-Ala-Nle-Ser-NH$_2$) to perform proteolytic cleavage reactions. Of the extracts tested, the water extracts of Viburnum awabuki (stem and leaves) and Distylium racemosum (leaves) had the highest pretense inhibitory activities at a concentration of 100ug/mL. Activity-guided fractionation, revealed that the n-butanol fraction of the V. awabuki extract and the ethyl acetate fraction from the D. racemosum extract had the greatest inhibitory activity on HIV-1 pretense.