Isotsaokoin, an antifungal agent from Amomum tsao-ko

Bioassay-guided purification of a methanol extract from Amomum tsao-ko led to the isolation of the bicyclic nonane isotsaokoin (1) as the major active principle, an isomer of the previously reported tsaokoin (2). The stereochemical relationship of 1 and 2 was investigated by NOE experiments and Mosh...

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Published inJournal of natural products (Washington, D.C.) Vol. 67; no. 5; pp. 889 - 891
Main Authors Moon, S.S, Lee, J.Y, Cho, S.C
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 01.05.2004
Amer Chemical Soc
American Society of Pharmacognosy
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Abstract Bioassay-guided purification of a methanol extract from Amomum tsao-ko led to the isolation of the bicyclic nonane isotsaokoin (1) as the major active principle, an isomer of the previously reported tsaokoin (2). The stereochemical relationship of 1 and 2 was investigated by NOE experiments and Mosher ester derivatization. Compound 1 showed antifungal activity against Trycophyton mentagrophytes.
AbstractList Bioassay-guided purification of a methanol extract from Amomum tsao-ko led to the isolation of the bicyclic nonane isotsaokoin (1) as the major active principle, an isomer of the previously reported tsaokoin (2). The stereochemical relationship of 1 and 2 was investigated by NOE experiments and Mosher ester derivatization. Compound 1 showed antifungal activity against Trycophyton mentagrophytes.
Author Lee, J.Y
Cho, S.C
Moon, S.S
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Issue 5
Keywords Monocotyledones
Fruit
Pharmacognosy
Trichophyton mentagrophytes
Enaldehyde
In vitro
Biological activity
Medicinal plant
Fungi
Antifungal agent
Folk medicine
Angiospermae
Plant origin
Bicyclic compound
Isolation
Spermatophyta
Fungi Imperfecti
Secondary alcohol
Thallophyta
Structural analysis
Zingiberaceae
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American Society of Pharmacognosy
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References Dong, H (WOS:000079392800029) 1999; 50
Song, QS (WOS:000167589200013) 2001; 12
BAUER, AW (WOS:A19667525000040) 1966; 45
KAMCHONWONGPAISAN, S (WOS:A1995QM63200018) 1995; 36
Heilmann, J (WOS:000170281600019) 2001; 57
Martin, TS (WOS:000087758300016) 2000; 77
OHTANI, I (WOS:A1991FN00500006) 1991; 113
References_xml – volume: 36
  start-page: 1821
  year: 1995
  ident: WOS:A1995QM63200018
  article-title: AN ANTIMALARIAL PEROXIDE FROM AMOMUM KRERVANH PIERRE
  publication-title: TETRAHEDRON LETTERS
  contributor:
    fullname: KAMCHONWONGPAISAN, S
– volume: 12
  start-page: 227
  year: 2001
  ident: WOS:000167589200013
  article-title: Tsaokoin, a new bicyclic nonane from Amomum tsao-ko
  publication-title: CHINESE CHEMICAL LETTERS
  contributor:
    fullname: Song, QS
– volume: 113
  start-page: 4092
  year: 1991
  ident: WOS:A1991FN00500006
  article-title: HIGH-FIELD FT NMR APPLICATION OF MOSHER METHOD - THE ABSOLUTE-CONFIGURATIONS OF MARINE TERPENOIDS
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  contributor:
    fullname: OHTANI, I
– volume: 45
  start-page: 493
  year: 1966
  ident: WOS:A19667525000040
  article-title: ANTIBIOTIC SUSCEPTIBILITY TESTING BY A STANDARDIZED SINGLE DISK METHOD
  publication-title: AMERICAN JOURNAL OF CLINICAL PATHOLOGY
  contributor:
    fullname: BAUER, AW
– volume: 77
  start-page: 667
  year: 2000
  ident: WOS:000087758300016
  article-title: Constituents of Amomum tsao-ko and their radical scavenging and antioxidant activities
  publication-title: JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY
  contributor:
    fullname: Martin, TS
– volume: 57
  start-page: 1281
  year: 2001
  ident: WOS:000170281600019
  article-title: Minor cytotoxic and antibacterial compounds from the rhizomes of Amomum aculeatum
  publication-title: PHYTOCHEMISTRY
  contributor:
    fullname: Heilmann, J
– volume: 50
  start-page: 899
  year: 1999
  ident: WOS:000079392800029
  article-title: Eicosenones and methylated flavonols from Amomum koenigii
  publication-title: PHYTOCHEMISTRY
  contributor:
    fullname: Dong, H
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Snippet Bioassay-guided purification of a methanol extract from Amomum tsao-ko led to the isolation of the bicyclic nonane isotsaokoin (1) as the major active...
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SubjectTerms Amomum - chemistry
Antifungal Agents - chemistry
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Biological and medical sciences
Borohydrides
Bridged Bicyclo Compounds - chemistry
Bridged Bicyclo Compounds - isolation & purification
Bridged Bicyclo Compounds - pharmacology
Chemistry, Medicinal
General pharmacology
Korea
Life Sciences & Biomedicine
Medical sciences
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Oxidation-Reduction
Pharmacognosy. Homeopathy. Health food
Pharmacology & Pharmacy
Pharmacology. Drug treatments
Plant Sciences
Plants, Medicinal - chemistry
Science & Technology
Stereoisomerism
Trichophyton - drug effects
Title Isotsaokoin, an antifungal agent from Amomum tsao-ko
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