Syntheses of Antifungal Isocoumarins. II. Synthesis and Antifungal Activity of 3-Substituted Isocoumarins
スポンサーリンク
概要
- 論文の詳細を見る
Various 3-arylisocoumarins (5,6,8,10,11,and 12) were simply prepared in high yields by heating homophthalic acids (1-4) with aromatic acyl chlorides. 8-Hydroxy-3-phenylisocoumarin (17) and 8-acetoxy-3-phenylisocoumarin (18), and 8-hydroxy-3-(p-methoxyphenyl) isocoumarin (19) were obtained by alkaline hydrolysis of 10 and 11,respectively, followed by treatment with acetic anhydride. 3,4-Dihydro-8-hydroxy-3-phenyl-isocoumarin (24) was prepared from 10 by alkaline hydrolysis followed by reduction with sodium borohydride then heating with acetic anhydride. 3-(p-Hydroxyphenyl)-isocoumarin (7), 8-hydroxy-3-(p-hydroxyphenyl) isocoumarin (9), 5-chloro-8-hydroxy-6-methoxy-3-phenylisocoumarin (13), and 3,4-dihydro-3-(p-hydroxyphenyl) isocoumarin (23) were prepared by demethylation of 6,8,12 and 22,respectively. All the prepared isocoumarins and some other isocoumarin derivatives (25-30) were examined in vitro for antifungal activity. The structure-activity relationships are discussed.
- 社団法人日本薬学会の論文
- 1981-09-25
著者
-
野沢 幸平
星薬科大学
-
津田 貴子
Faculty Of Pharmaceutical Sciences Hoshi University
-
野沢 幸平
Hoshi College of Pharmacy
-
山田 美紀子
Hoshi College of Pharmacy
-
津田 貴子
Hoshi College of Pharmacy
-
河合 賢一
Hoshi College of Pharmacy
-
仲嶋 正一
Hoshi College of Pharmacy
-
Yamazaki M
School Of Pharmaceutical Sciences Kinki University
-
Kawai Koji
Basic Research Laboratories Toray Industries Inc.
-
Nakajima S
Shionogi Research Laboratories Shinogi & Co. Ltd.
関連論文
- Brazilian Natural Medicines. III. Structures of Triterpene Oligoglycosides and Lipase Inhibitors from Mate, Leaves of Ilex paraguariensis
- Medicinal Flowers. XXVI. Structures of Acylated Oleanane-Type Triterpene Oligoglycosides, Yuchasaponins A, B, C, and D, from the Flower Buds of Camellia oleifera : Gastroprotective, Aldose Reductase Inhibitory, and Radical Scavenging Effects
- Medicinal Flowers. XXI. : Structures of Perennisaponins A, B, C, D, E, and F, Acylated Oleanane-Type Triterpene Oligoglycosides, from the Flowers of Bellis perennis
- 35 Emericella heterothallicaの産生する新規エピポリチオジオキソピペラジン誘導体およびその関連化合物(口頭発表の部)
- Medicinal Flowers. XXVII : New Flavanone and Chalcone Glycosides, Arenariumosides I, II, III, and IV, and Tumor Necrosis Factor-α Inhibitors from Everlasting, Flowers of Helichrysum arenarium
- Structures of Acetylated Oleanane-Type Triterpene Saponins, Rarasaponins IV, V, and VI, and Anti-hyperlipidemic Constituents from the Pericarps of Sapindus rarak
- Absolute Stereostructures of Olibanumols A, B, C, H, I, and J from Olibanum, Gum-Resin of Boswellia carterii, and Inhibitors of Nitric Oxide Production in Lipopolysaccharide-Activated Mouse Peritoneal Macrophages
- Medicinal Flowers. XXIV. Chemical Structures and Hepatoprotective Effects of Constituents from Flowers of Hedychium coronarium
- Medicinal Flowers. XXIII. New Taraxastane-Type Triterpene, Punicanolic Acid, with Tumor Necrosis Factor-α Inhibitory Activity from the Flowers of Punica granatum
- Bioactive Constituents from Chinese Natural Medicines. XXXII : Aminopeptidase N and Aldose Reductase Inhibitors from Sinocrassula indica: Structures of Sinocrassosides B_4, B_5, C_1, and D_1-D_3
- Medicinal Foodstuffs. XXXIV. : Structures of New Prenylchalcones and Prenylflavanones with TNF-α and Aminopeptidase N Inhibitory Activities from Boesenbergia rotunda
- Bioactive Constituents from Chinese Natural Medicines. XXVI : Chemical Structures and Hepatoprotective Effects of Constituents from Roots of Rhodiola sachalinensis
- Bioactive Constituents from Chinese Natural Medicines. XXIV. : Hypoglycemic Effects of Sinocrassula indica in Sugar-Loaded Rats and Genetically Diabetic KK-A^y Mice and Structures of New Acylated Flavonol Glycosides, Sinocrassosides A_1, A_2, B_1, and B_2
- New Toxic Metabolites from a Mushroom, Hebeloma vinosophyllum. II. Isolation and Structures of Hebevinosides VI, VII, VIII, IX, X, and XI(Organic,Chemical)
- New Toxic Metabolites from a Mushroom, Hebeloma vinosophyllum. I. : Structures of Hebevinosides I, II, III, IV, and V
- 69 アカヒダワカフサタケの毒性代謝産物hebevinoside類の単離と構造(その2)
- 9 アカヒダワカフサタケの毒性代謝産物hebevinoside類の単離と構造
- THE TOXIC PRINCIPLES OF NAEMATOLOMA FASCICULARE
- Chemistry of Tremorogenic Metabolites. II. Structure Determination of Fumitremorgin B, a Tremorogenic Metabolite from Aspergillus fumigatus
- Isolation and Structures of Antibacterial Binaphtho-α-pyrones, Talaroderxines A and B, from Talaromyces derxii
- STRUCTURE REVISION OF MYCOTOXIN, VIRIDITOXIN, AND ITS DERIVATIVES
- Isolation and Structures of Two New Indoloditerpenes Related to Aflavinine from a Microsclerotium-Producing Strain of Aspergillus flavus
- ブラジル土壌より分離されたアスペルジルス・フミガツスIFM 54246株から得られた抗真菌活性物質
- ネオサルトリア・フィッシェリからのイソテレインの単離
- 120(P-74) 未同定真菌IFM52672からの抗真菌物質の分離と構造決定(ポスター発表の部)
- A New Azaphilone, Falconensin H, from Emericella falconensis
- Falconensins A, B, C, and D, New Compounds Related to Azaphilone, from Emericella falconensis
- Structures of New Indoloditerpenes, Possible Biosynthetic Precursors of the Tremorgenic Mycotoxins, Penitrems, from Penicillium crustosum
- Sterochemistry of an 18,22-Cyclosterol, Mer-NF8054X, from Emericella heterothallica and Aspergillus ustus
- Structures of Novel Epipolythiodioxopiperazines, Emethallicins B, C, and D, Potent Inhibitors of Histamine Release, from Emericella heterothallica
- Studies on Fungal Products. XVI. : New Metabolites Related to 3-Methylorsellinate from Aspergillus silvaticus
- ファルマシアレビュー : 13年を振り返って
- Apoptosis-Inducing Effects of Sterols from the Dried Powder of Cultured Mycelium of Cordyceps sinensis
- Bioactive Constituents from Chinese Natural Medicines. XXIII. Absolute Structures of New Megastigmane Glycosides, Sedumosides A_4, A_5, A_6, H, and I, and Hepatoprotective Megastigmanes from Sedum sarmentosum
- Bioactive Constituents from Chinese Natural Medicines. XXII. Absolute Structures of New Megastigmane Glycosides, Sedumosides E_1, E_2, E_3, F_1, F_2, and G, from Sedum sarmentosum (Crassulaceae)
- Studies on Pharmacologically Active Principles from Indonesian Crude Drugs. II. : Hypothermic Principle from Curcuma xanthorrhiza ROXB.
- Studies on Pharmacologically Active Principles from Indonesian Crude Drugs. I. : Principle Prolonging Pentobarbital-Induced Sleeping Time from Curcuma xanthorrhiza ROXB.
- Electrochemical Methoxylation of Arylacetates
- Isolation of a New Tremorgenic Indologiterpene, 1'-O-Acetylpaxilline, from Emericella striata and Distribution of Paxilline in Emericella spp.
- 84(PA3-4) Emericella属菌類の生産する新規インドロジテルペン誘導体Emindole類およびその関連化合物(ポスター発表の部)
- A Novel Electrochemical Method of Acetylation of Alcohols by Methyl Acetate(Organic,Chemical)
- 6 麻薬 : 陶酔のかげのおとし穴(授業に役立つ薬のはなし)
- Microbial Reduction of Naphthoxypropionic Acids(Organic,Chemical)
- Microbial Reduction of 2-Phenylpropionic Acid, 2-Benzyloxypropionic Acid and 2-(2-Furfuryl) propionic Acid
- Microbial Reduction and Resolution of Herbicidal 2-Alkyl-2-aryloxyacetic Acids by Gloeosporium olivarum
- Syntheses of Antifungal Isocoumarins. III. Synthesis and Antifungal Activity of 3-Aryl-3,4-dihydro-4-substituted-isocoumarins
- Antifungal Activity of Oosponol, Oospolactone, Phyllodulcin, Hydrangenol, and Some Other Related Compounds
- Syntheses of Antifungal Isocoumarins. II. Synthesis and Antifungal Activity of 3-Substituted Isocoumarins
- 毒・薬・トキシコロジー
- Studies on Fungal Products. VII. The Structures of Meleagrin and 9-O-p-Bromobenzoylmeleagrin
- 6 Emericella属菌類の生産する抗真菌性エピジチオジオキソピペラジン誘導体Emestrinおよびその関連化合物
- 我が国の医薬品情報の提供と利用をめぐる諸問題
- 医薬史散歩・東京本郷界隈
- ストップザ薬物乱用
- いま, なぜ医薬分業なのか(私にとって医薬分業とは)
- 5 麻酔薬 : 手術の革命を支えた薬(授業に役立つ薬のはなし)
- ルーツへの回帰
- アルカロイドの化学(身近にある天然物のはなし)
- 小さな研究の歴史 : 生物活性の追跡
- 日本薬学会学術賞受賞 北川勲氏の業績
- The 6th Asian Symposium on Medicinal Plants and Spices(ASOMPS)
- 阿片(あへん)の道
- 毒はなぜ毒なのか : 毒と中毒のサイエンス
- 北川晴雄先生を偲んで
- 薬学研究の未来像(21世紀へ向けての薬学の創造)
- ^C-NMRの生合成研究への応用(第3報)Aureothricinへのプロピオン酸-3-^Cの導入
- 33 二,三の菌類代謝物生合成の^C-NMR法による研究
- Studies on the Structure of Itaconitin. IV. The Reactions of Itaconitin and Anhydroitaconitin
- Studies on the Structure of Itaconitin. III. : Identification of Organic Acids as p-Aminoazobenzene Derivatives. (2).
- Studies on the Structure of Itaconitin. II. Identification of Organic Acids as p-Aminoazobenzene Derivatives
- Studies on the Structure of Itaconitin. I.
- On the Nitration of Quinoxalines.
- タラロマイセス・フラブスIFM52668株から得られる新フニコン誘導体
- Biosynthesis of Silvaticamide, a Toxin from Aspergillus silvaticus
- Structure Determination of Violaceol-I and -II, New Fungal Metabolites from a Strain of Emericella violacea
- The Isolation and Structure Determination of Violaceic Acid, A New biphenyl Ether Type Metabolite from Emericella violacea
- The Absolute Configuration of Desacetylaustin isolated from Emericella nidulans var. dentata
- Isolation and Structure of Red Pigment from Aspergillus ochraceus WILH
- Application of ^C-NMR to the Biosynthetic Investigations. II. Biosynthesis of Aureothin and Related Nitro-containing Metabolites of Streptomyces luteoreticuli
- ファルマシア25年
- アスペルジルス属菌IFM51759株から得られたフラノン及びピラノン誘導体のアスペルジルス・フミガツスに対する抗真菌活性
- かびの菌核成分と生態とのかかわり
- Studies on Fungal Products. IX. : Dethiosecoemestrin, a New Metabolite Related to Emestrin, from Emericella striata
- Synthesis of 6-Chloro-3,5-dimethoxyhomophthalic Acid, a Key Intermediate for the Synthesis of Radicicol and Natural Isocoumarin
- Microbial Transformation of 2,4-D and Its Analogues
- Syntheses of Two Microbial Metabolites, 5-Chloro-3,4-dihydro-8-hydroxy-6-methoxy-3-methylisocoumarin and 8-Hydroxy-6-methoxy-3-methylisocoumarin
- Studies on the Metabolites of Phytotoxic Fungi. I. Isolation of Macrosporin and 6-Methylxanthopurpurin 3-Methyl Ether from Alternaria bataticola IKATA ex YAMAMOTO
- Studies on the Structure of Itaconitin. VIII. Synthesis of Methylanhydroitaconitin
- Studies on the Structure of Itaconitin. VII. The Structures of Itaconitin and Its Derivatives
- Studies on the Structure of Itaconitin. VI. The Structures of Anhydroitaconitin and Its Derivatives
- Studies on the Structure of Itaconitin. V. On the Alkaline Hydrogenation Product of Anhydroitaconitin
- OTC医薬品と情報(9)セルフメディケーションのすすめ
- 天然薬用資源を語る : 薬を天然に求めて
- 抗潰瘍活性セレブロシドCompound B_1の合成とその生物活性(有機化学・天然物化学-反応と合成(糖, アミノ酸, テルペン, その他)-)
- 現代の環境問題-9-食品汚染--植物性自然毒
- 菌類の向神経性成分
- カビ毒と病気
- OTC医薬品と情報(第12回・完)これからのOTC医薬品
- わが国における"薬害"発生の経緯と医薬品情報学の役割
- ユーペニシリウム・ジャバニカムIFM 58214株から得られる抗真菌物質