| Chem Biodivers. 2014 Jun;11(6):886-903. |
| Semisynthesis and antifungal activity of novel oxime ester derivatives of carabrone modified at C(4) against Botrytis cinerea.[Pubmed: 24934674] |
METHODS AND RESULTS:
To continuously improve the potential utility of the natural lead compound of Carabrone in agrochemistry, Carabrone oxime and 36 novel oxime ester derivatives of Carabrone modified at C(4) were synthesized, and evaluated for their antifungal activities against Botrytis cinerea in vitro and in vivo.
CONCLUSIONS:
Of these 36 oxime ester derivatives, some compounds exhibited antifungal activities in vitro or in vivo.
It was found that compounds with a pyridinyl residue can either efficiently inhibit spore germination or efficiently inhibit hyphal growth of B. cinerea, and compound 9 exhibited the highest activity in vitro and in vivo with IC50 and EC50 values of 1.17 and 12.9 μg/ml, respectively. Further, the structure-activity relationships are also discussed. |
| Int J Mol Sci. 2014 Mar 11;15(3):4257-72. |
| Synthesis, antifungal activities and qualitative structure activity relationship of carabrone hydrazone derivatives as potential antifungal agents.[Pubmed: 24619221] |
METHODS AND RESULTS:
Aimed at developing novel fungicides for relieving the ever-increasing pressure of agricultural production caused by phytopathogenic fungi, 28 new hydrazone derivatives of Carabrone, a natural bioactive sesquisterpene, in three types were designed, synthesized and their antifungal activities against Botrytis cinerea and Colletotrichum lagenarium were evaluated.
CONCLUSIONS:
The result revealed that all the derivatives synthesized exhibited considerable antifungal activities in vitro and in vivo, which led to the improved activities for Carabrone and its analogues and further confirmed their potential as antifungal agents. |
| Molecules. 2010 Sep 16;15(9):6485-92. |
| Synthesis and antifungal activity of carabrone derivatives.[Pubmed: 20877238] |
METHODS AND RESULTS:
Nine derivatives 6-14 of Carabrone (1) were synthesized and tested in vitro against Colletotrichum lagenarium Ell et Halst using the spore germination method. Among all of the derivatives, compounds 6-8 and 12 showed more potent antifungal activity than 1.
CONCLUSIONS:
Structure-activity relationships (SAR) demonstrated that the γ-lactone was necessary for the antifungal activity of 1, and the substituents on the C-4 position of 1 could significantly affect the antifungal activity. |
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