• 제목/요약/키워드: Antifungal compounds

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1,3-Dioxolan-2-yliden 유도체들의 합성과 항진균 활성 (Synthesis of 1,3-Dioxolan-2-yliden Derivatives and Their Antifungal Activities)

  • 김영섭;김우정;김범태;박노균;박창식
    • 약학회지
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    • 제43권5호
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    • pp.566-571
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    • 1999
  • (1H-1,2,4-Triazolyl) methy-4-(sub). phenyl-5-methyl-1,3-dioxolan-2-yliden (3) derivatives were synthesized and tested for their antifungal activities. The designed compounds with a 1,2,4-triazolylmethyl group at the 4-position of 1,3-dioxolan-2-yliden moiety were synthesized by reaction of difluorinated olefins(2) with (2R, 3R)-2-(2,4-dihalophenyl)-1-(1H-1,2,4-triazol-l-yl) butane-2,3-diol (1). These compounds were tested for in vitro antifungal activities against 16 fungi species. The MIC values were determined by the micro broth dilution method. In general, 1,3-dioxolan-2-yliden derivatives showed antifungal activities in vitro. Among them, (4R, 5R)-4-(2,4-difluorophenyl)-5-methyl-2-[1-(3,4-methylenedioxypheny)meth-ylidene)-1,3-dioxolon-4-yl(1H-1,2,4-triazollyl)methane showed superior antifungal activities to fluconazol and ketoconazol.

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Studies on Biological Activity of Wood Extractives(XIV) - Antifungal activity of isoflavonoids -

  • Park, Youngki;Lee, Sung-Suk;Lee, Hak-Ju;Choi, Don-Ha
    • Journal of the Korean Wood Science and Technology
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    • 제31권3호
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    • pp.70-76
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    • 2003
  • Five isoflavonoids, biochanin A-7-O-β-D-xylopyranosyl-(1⟶6)-β-D-gluco- pyranoside (1), (-)-maackiain (2), calycosin (3), trifolirhizin (4) and genistein (5), were tested for antifungal activity against nine fungi. These compounds were isolated from the wood (compound 1 and 2) and from the bark (compound 3, 4 and 5) of S. japonica. According to the results of antifungal activity test, (-)-maackiain was evaluated as the best antifungal compound among the isolated compounds. In this regard, it could be mentioned that high antifungal activity of S. japonica wood extracts was originated from (-)-maackiain.

전통재래 간장으로부터 항진균 활성 B. velezensis SSH100-10의 분리와 그 항진균 물질의 특성 구명 (Isolation of Bacillus velezensis SSH100-10 with Antifungal Activity from Korean Traditional Soysauce and Characterization of Its Antifungal Compounds)

  • 장미;문송희;장해춘
    • 한국식품저장유통학회지
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    • 제19권5호
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    • pp.757-766
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    • 2012
  • 향미가 우수한 100년 묵은 재래 간장에서 부터 강력한 항진균 활성(antifungal)균주를 분리 동정하여 Bacillus velelzensis SSH100-10으로 명명하였다. B. velezensis SSH100-10은 식품 위해 및 식품 변패곰팡이에 대한 항곰팡이 활성과 장류에 이취를 주는 산막효모 등에 대한 항효모 활성이 동시에 있으며, 강력한 단백분해활성을 나타내었다. NaCl 내염성도 우수하여 12% NaCl 농도하에서도 생육 48시간에 $A_{600}$에서 3.51의 생육도를 나타내었다. 또한 최근 Bacillus subtilis group 중 일부 균주에서 설사형 독소인 enterotixon을 나타내는 균주들에 대한 보고가 증가함에 따라, 안전성검증의 일환으로 enterotoxin 생성 여부를 조사하였을 때, 본 분리 균주는 enterotoxin 검지반응에서 음성을 나타내었다. B. velezensis SSH100-10이 생산하는 항진균 활성물질을 SPE, preparative HPLC, reverse phase-HPLC로 정제 후, MALDI-TOF-MS와 아미노산 조성 분석을 통하여 그 항진균 원인 물질이 $C_{14}$ iturin A와 $C_{15}$ iturin A 임을 구명하였다. 또한 B. velezensis SSH100-10의 배양상징액과 분리 정제된 항진균 물질 $C_{14}$ iturin A와 $C_{15}$ iturin A와 대조구로 시판되는 $C_{14{\sim}15}$ iturin A의 pH, 온도, 효소 안정성 실험을 통하여 B. velezensis SSH100-10은 pH, 열, 효소처리에 매우 안정한 iturin A 이외에도 pH에 불안정한 또 다른 구명되지 않은 항진균 물질을 생산함을 보고하였다. 본 연구에서 보고된 강력한 항진균 활성을 지니는 B. velezensis SSH100-10은 맛있는 발효과정의 종균으로서의 작용과 더불어 콩발효식품에서 유해요소가 될 수 있는 바람직하지 못한 미생물을 제어함으로서 콩발효식품의 안전과 위생수준을 개선할 수 있는 우수한 종균으로 활용될 수 있을 것이다.

항진균제로서 무화과 활성물질을 이용한 Ketoconazole 유도체 합성 (The Synthesis of Ketoconazole Derivatives Using Biological Activity Compounds in Figue as an Antifungal Agents)

  • 류성렬
    • 한국응용과학기술학회지
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    • 제16권4호
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    • pp.299-306
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    • 1999
  • For the synthesis of new antifungal agents, We have synthesized four new ketoconazole derivatives were synthesized by the reaction of cis-[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-yl)-1,3-dioxolan-4-yl]methane sulfonate with isolated fig compounds. These compounds were showed strong antifungal activity against C, albicans ATCC 10231. C, utilis. S, cerevisiae ATCC 9763. A and niger ATCC 9029. Among them, sample No.(13) showed potent inhibition activity. Generally, other samples showed biological activity in vitro test. The above results showed the possibility of the development of new antifungal agents.

수종식물의 분비물질이 종자 발아와 균류 생장에 미치는 알레로파시 효과 (Allelopathic Effects on Seed Germination and Fungus Growth from the Secreting Substances of Some Plants)

  • 이호준;김용옥;장남기
    • The Korean Journal of Ecology
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    • 제20권3호
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    • pp.181-189
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    • 1997
  • Phenolic compounds from 7 species of naturalized invader species and Korean wild plants were analyzed by high performance liquid chromatography. Eleven phenolic compounds including benzoic acid were identified. The extract of naturalized plants was significantly more inhibitory to seed germination and seedling growth of the both naturalized and Korean wild plants. The content of total phenolic compounds in each extract were 43.5 mg/l in Ailanthus altissima as the maximum amount and 25.5 mg/l in Phytolacca americana as the minimum. Phytotoxic substances of ethanol extracts was investigated for antifungal activity against 23 selected fungus species. The antifungal activity of Phytolacca americana showed the greatest clear zone of 23 mm in Aspergillus awamori and its activity had an effect against 6 fungus species. Ailanthus altissima formed the greatest clear zone of 26 mm in Erwinia carotovora sub. sp. carotovora and had an effect agsinst 2 fungus species.

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Synthesis and Biological Activity of Geranyloxy Compounds

  • Oh, Hyun-Ju;Oh, In-Kio;Na, Young-Soon;Kim, Myung-Ju;Baek, Seung-Hwa
    • 동의생리병리학회지
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    • 제19권3호
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    • pp.792-796
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    • 2005
  • Disk assays on the compounds (10 and 12) showed both to have antifungal activity against the dermatophytic fungus Trichophyton mentagrophytes ATCC 28185, (1 and 3 mm inhibition zones at $60\;{\mu}g/disc$), but not against the Gram-positive bacterium B. subtilis or the Gram-negative bacteria Escherichia coli and Pseudomonas aeruginosa or fungi Cladosporium resinae and Candida albicans. However, the compound (13) did not show against antifungal activity. The geranyloxy compounds (10, 12, and 13) were cytotoxic to P388 murine leukaemia cells ATCC CCL 46 P388D1, ($IC_50$ >6,250 ng/mL at $7.5\;{\mu}g/disc$). These results suggest that The geranyloxy compounds possesses antimicrobial and antitumor activities.

Antifungal Activities of Biorelevant Complexes of Copper(II) with Biosensitive Macrocyclic Ligands

  • Raman N.;Joseph J.;Velan A. Senthil Kumara;Pothiraj C.
    • Mycobiology
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    • 제34권4호
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    • pp.214-218
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    • 2006
  • Four copper(II) complexes have been prepared using macrocyclic ligands. The macrocyclic ligands have been synthesized by the condensation reaction of diethyl phthalate with Schiff bases derived from o-phenylene diamine and Knoevenagel condensed ${\beta}-ketoanilides$ (obtained by the condensation of acetoacetanilide and substituted benzaldehydes). The ligands and copper complexes have been characterized on the basis of Microanalytical, Mass, UV-Vis., IR and CV spectral studies, as well as conductivity data. On the basis of spectral studies, a square-planar geometry for the copper complexes has been proposed. The in vitro antifungal activities of the compounds were tested against fungi such as Aspergillus niger, Rhizopus stolonifer, Aspergillus flavus, Rhizoctonia bataicola and Candida albicans. All the synthesized copper complexes showed stronger antifungal activities than free ligands. The minimum inhibitory concentrations (MIC) of the copper complexes were found in the range of $8{\sim}28\;{\mu}g/ml$. These compounds represent a novel class of metal-based antifungal agents which provide opportunities for a large number of synthetic variations for modulation of the activities.

Synthesis and antifungal activity of 6-arylthio-/6-arylamino-4,7-dioxobenzothiazoles

  • Han, Ja-Young;Choi, Ik-Hwa;Chae, Mi-Jin;Jung, Ok-Jai;Ryu, Chung-Kyu
    • 대한약학회:학술대회논문집
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    • 대한약학회 2003년도 Proceedings of the Convention of the Pharmaceutical Society of Korea Vol.2-2
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    • pp.178.1-178.1
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    • 2003
  • 6-Arylthio-/6-arylamino-4,7-dioxobenzothiazoles were synthesized and tested for in vitro antifungal activity against Candida species and Aspergillus niger. 6-Arylamino-4,7-dioxobenzothiazoles showed, in general, more potent antifungal activity than 6-arylthio-4,7-dioxobenzothiazoles. The 6-arylamino-substituted compounds exhibited the greatest activity. In contrast, 6-arylthio-, 2-/5-methyl-or 5-methoxy-moieties of compounds did not improve their antifungal activity significantly. The results of this study suggest that 6-arylamino-4,7-dioxobenzothiazoles would be potent antifungal agents

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Synthesis and Antifungal Activity of 6,7-Bis-[S-(Aryl)thio]-5,8-Quinolinediones

  • Ryu, Chung-Kyu;Sun, Yang-Jung;Shim, Ju-Yeon;You, Hea-Jung;Choi, Ko-Un;Lee, Hee-Soon
    • Archives of Pharmacal Research
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    • 제25권6호
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    • pp.795-800
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    • 2002
  • 6,7-Bis-[S-(aryl)thio]-5,8-quinolinediones 4 and 5 were synthesized by the substitution of 6,7-dichloro-5,8-quinolinediones with appropriate arylthiols. Their antifungal activity were tested in vitro for their growth inhibitory activities against pathogenic fungi in comparison with flucytosine. The antifungal activities were significantly improved by S-(aryl)thio moieties of the compounds 4 and 5. The all tested compounds 4 and 5 showed generally good activities against C. albicans and A. niger ranging from 0.8 to 25 $\mu\textrm{g}$/ml. Among them, compounds 4d-4h and 5a-5c exhibited also good activities against C. krusei and C. tropicalis. The activities of compounds 4j and 4I were comparable to those of flucytosine against all tested fungi.

Antibacterial, Antifungal and Anticonvulsant Evaluation of Novel Newly Synthesized 1-[2-(1H-Tetrazol-5-yl)ethyl]-1H-benzo[d][1,2,3]triazoles

  • Rajasekaran, Aiyalu;Murugesan, Sankaranarayanan;AnandaRajagopal, Kalasalingam
    • Archives of Pharmacal Research
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    • 제29권7호
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    • pp.535-540
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    • 2006
  • Several novel 1-[2-(1H-tetrazol-5-yl) ethyl]-1H-benzo[d][1,2,3]triazoles (3a-h) have been synthesized by the condensation of 1-[2-(1H-tetrazol-5-yl)-ethyl]-1H-benzotriazole (2) and appropriate acid chlorides. 1-[2-(1H-tetrazol-5-yl)-ethyl]-1H-benzotriazole (2) was synthesized by reacting 3-(1H-benzo[d][1,2,3]triazol-1-yl)propanenitrile with sodium azide and ammonium chloride in the presence of dimethylformamide. The synthesized compounds were characterized by IR and PMR analysis. The titled compounds were evaluated for their in vitro antibacterial and antifungal activity by the cup plate method and anticonvulsant activity evaluated by the maximal electroshock induced convulsion method in mice. All synthesized compounds exhibited moderate antibacterial activity against Bacillus subtilis and moderate antifungal activity against Candida albicans. Compounds 5-(2-(1 H-benzo[d][1,2,3]triazo-1-yl)ethyl)-1H-tetrazol-1-yl)(4-aminophenyl)methanone 3d and 5-(2-(1 H-benzo[d][1,2,3]triazo-1-yl)ethyl)-1H-tetrazol-1-yl)(2-aminophenyl)methanone 3e elicited excellent anticonvulsant activity.