当前位置：
X-MOL 学术
›
J. Nat. Prod.
›
论文详情
Our official English website, www.x-mol.net, welcomes your
feedback! (Note: you will need to create a separate account there.)
Nostotrebin 6 Related Cyclopentenediones and δ-Lactones with Broad Activity Spectrum Isolated from the Cultivation Medium of the Cyanobacterium Nostoc sp. CBT1153.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-01-24 , DOI: 10.1021/acs.jnatprod.9b00885 Ronja Kossack 1 , Steffen Breinlinger 1 , Trang Nguyen 2 , Julia Moschny 1 , Jan Straetener 3, 4 , Anne Berscheid 3, 4 , Heike Brötz-Oesterhelt 3, 4 , Heike Enke 5 , Tanja Schirmeister 6 , Timo H J Niedermeyer 1, 4
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-01-24 , DOI: 10.1021/acs.jnatprod.9b00885 Ronja Kossack 1 , Steffen Breinlinger 1 , Trang Nguyen 2 , Julia Moschny 1 , Jan Straetener 3, 4 , Anne Berscheid 3, 4 , Heike Brötz-Oesterhelt 3, 4 , Heike Enke 5 , Tanja Schirmeister 6 , Timo H J Niedermeyer 1, 4
Affiliation
|
Cyanobacteria are an interesting source of biologically active natural products, especially chemically diverse and potent protease inhibitors. On our search for inhibitors of the trypanosomal cysteine protease rhodesain, we identified the homodimeric cyclopentenedione (CPD) nostotrebin 6 (1) and new related monomeric, dimeric, and higher oligomeric compounds as the active substances in the medium extract of Nostoc sp. CBT1153. The oligomeric compounds are composed of two core monomeric structures, a trisubstituted CPD or a trisubstituted unsaturated δ-lactone. Nostotrebin 6 thus far has been the only known cyanobacterial CPD. It has been found to be active in a broad variety of assays, indicating that it might be a pan-assay interference compound (PAIN). Thus, we compared the antibacterial and cytotoxic activities as well as the rhodesain inhibition of selected compounds. Because a compound with a δ-lactone instead of a CPD core structure was equally active as nostotrebin 6, the bioactivities of these compounds seem to be based on the phenolic substructures rather than the CPD moiety. While the dimers were roughly equally potent, the monomer displayed slightly weaker activity, suggesting that the compounds show unspecific activity depending upon the number of free phenolic hydroxy groups per molecule.
中文翻译：
从蓝藻Nostoc sp。的培养培养基中分离得到的具有广谱活性的诺氏菌素6相关的环戊二烯酮和δ-内酯。CBT1153。
蓝细菌是生物活性天然产物的有趣来源，尤其是化学上多样化且有效的蛋白酶抑制剂。在我们寻找锥虫半胱氨酸蛋白酶罗氏蛋白酶抑制剂的过程中，我们确定了同二聚环戊二烯（CPD）Nostotrebin 6（1）和新的相关单体，二聚体和高级寡聚化合物作为Nostoc sp培养基提取物中的活性物质。CBT1153。所述低聚化合物由两个核心单体结构，三取代的CPD或三取代的不饱和δ-内酯组成。到目前为止，Nostotrebin 6是唯一已知的蓝细菌CPD。已发现它在各种各样的测定中均具有活性，表明它可能是泛测定干扰化合物（PAIN）。从而，我们比较了所选化合物的抗菌和细胞毒性活性以及罗丹茶素的抑制作用。因为具有δ-内酯而不是CPD核心结构的化合物具有与Nostotrebin 6相同的活性，所以这些化合物的生物活性似乎是基于酚类亚结构而不是CPD部分。尽管二聚体的效力大致相同，但单体的活性稍弱，表明该化合物显示出非特异性活性，具体取决于每个分子中游离酚羟基的数量。
更新日期：2020-01-26
中文翻译：
从蓝藻Nostoc sp。的培养培养基中分离得到的具有广谱活性的诺氏菌素6相关的环戊二烯酮和δ-内酯。CBT1153。
蓝细菌是生物活性天然产物的有趣来源，尤其是化学上多样化且有效的蛋白酶抑制剂。在我们寻找锥虫半胱氨酸蛋白酶罗氏蛋白酶抑制剂的过程中，我们确定了同二聚环戊二烯（CPD）Nostotrebin 6（1）和新的相关单体，二聚体和高级寡聚化合物作为Nostoc sp培养基提取物中的活性物质。CBT1153。所述低聚化合物由两个核心单体结构，三取代的CPD或三取代的不饱和δ-内酯组成。到目前为止，Nostotrebin 6是唯一已知的蓝细菌CPD。已发现它在各种各样的测定中均具有活性，表明它可能是泛测定干扰化合物（PAIN）。从而，我们比较了所选化合物的抗菌和细胞毒性活性以及罗丹茶素的抑制作用。因为具有δ-内酯而不是CPD核心结构的化合物具有与Nostotrebin 6相同的活性，所以这些化合物的生物活性似乎是基于酚类亚结构而不是CPD部分。尽管二聚体的效力大致相同，但单体的活性稍弱，表明该化合物显示出非特异性活性，具体取决于每个分子中游离酚羟基的数量。
京公网安备 11010802027423号