Bulbimidazoles A-C, Antimicrobial and Cytotoxic Alkanoyl Imidazoles from a Marine Gammaproteobacterium Microbulbifer Species

Bulbimidazoles A-C, Antimicrobial and Cytotoxic Alkanoyl Imidazoles from a Marine Gammaproteobacterium Microbulbifer Species
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DOI:
10.1021/acs.jnatprod.0c00082
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发表时间:
2020-04-24
影响因子:
5.1
通讯作者:
Igarashi, Yasuhiro
Igarashi, Yasuhiro
中科院分区:
生物学2区
文献类型:
--
作者:
Ul Karim, Md. Rokon;Harunari, Enjuro;Igarashi, Yasuhiro

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从管珊瑚属的一种石珊瑚中分离的γ-变形杆菌Microbulbifer sp.DC3 -6的培养物中发现了三个新的烷酰基咪唑类化合物,命名为bulbimidazole A-C(1-3)。通过应用OhruiAkasaka方法确定1中反异甲基取代的绝对构型为(R)-和(S)-构型的混合物,其比例为9:91。化合物1-3对革兰氏阳性和阴性细菌和真菌显示出独特的广谱抗微生物活性,MIC范围为0.78 - 12.5 μ g/mL。它们还表现出对P388小鼠白血病细胞的细胞毒性,IC 50在微摩尔范围内。
Three new alkanoyl imidazoles, designated bulbimidazoles A-C (1-3), were found from the culture extract of the gammaproteobacterium Microbulbifer sp. DC3-6 isolated from a stony coral of the genus Tubastraea. The absolute configuration of the anteiso-methyl substitution in 1 was established to be a mixture of (R)- and (S)-configurations in a ratio of 9:91 by applying the OhruiAkasaka method. Compounds 1-3 displayed unique broad-spectrum antimicrobial activity against Gram-positive and -negative bacteria and fungi with MICs ranging from 0.78 to 12.5 mu g/mL. They also exhibited cytotoxicity toward P388 murine leukemia cells with IC50 in the micromolar range.