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双吲哚苯并呋喃类化合物、羟吡咯烷衍生物及其他来源于海洋海绵共生真菌棘孢曲霉 KUFA0062 的培养物的成分。

Bis-Indolyl Benzenoids, Hydroxypyrrolidine Derivatives and Other Constituents from Cultures of the Marine Sponge-Associated Fungus Aspergillus candidus KUFA0062.

机构信息

ICBAS-Instituto de Ciências Biomédicas Abel Salazar, Rua de Jorge Viterbo Ferreira, 228, 4050-313 Porto, Portugal.

Interdisciplinary Centre of Marine and Environmental Research (CIIMAR), Terminal de Cruzeiros do Porto de Lexões, Av. General Norton de Matos s/n, 4450-208 Matosinhos, Portugal.

出版信息

Mar Drugs. 2018 Apr 6;16(4):119. doi: 10.3390/md16040119.

Abstract

A previously unreported -indolyl benzenoid, candidusin D () and a new hydroxypyrrolidine alkaloid, preussin C () were isolated together with fourteen previously described compounds: palmitic acid, clionasterol, ergosterol 5,8-endoperoxides, chrysophanic acid (), emodin (), six -indolyl benzenoids including asterriquinol D dimethyl ether (), petromurin C (), kumbicin B (), kumbicin A (), 2″-oxoasterriquinol D methyl ether (), kumbicin D (), the hydroxypyrrolidine alkaloid preussin (), (3, 6)-3,6-dibenzylpiperazine-2,5-dione () and 4-(acetylamino) benzoic acid (), from the cultures of the marine sponge-associated fungus KUFA 0062. Compounds , , , , , and were tested for their antibacterial activity against Gram-positive and Gram-negative reference and multidrug-resistant strains isolated from the environment. Only exhibited an inhibitory effect against ATCC 29213 and ATCC29212 as well as both methicillin-resistant (MRSA) and vancomycin-resistant enterococci (VRE) strains. Both and also reduced significant biofilm formation in ATCC 25922. Moreover, and revealed a synergistic effect with oxacillin against MRSA 66/1 while exhibited a strong synergistic effect with the antibiotic colistin against 1410/1. Compound , , , , , and were also tested, together with the crude extract, for cytotoxic effect against eight cancer cell lines: HepG2, HT29, HCT116, A549, A 375, MCF-7, U-251, and T98G. Except for , , , and , all the compounds showed cytotoxicity against all the cancer cell lines tested.

摘要

一种先前未报道的 -吲哚基苯并化合物,candidusin D () 和一种新的羟吡咯烷生物碱,preussin C () 与十四种先前描述的化合物一起分离:棕榈酸、clionasterol、麦角甾醇 5,8-过氧化物、大黄酸 ()、大黄素 ()、六种 -吲哚基苯并化合物,包括 asterriquinol D 二甲醚 ()、petromurin C ()、kumbicin B ()、kumbicin A ()、2″-氧代 asterriquinol D 甲基醚 ()、kumbicin D ()、羟吡咯烷生物碱 preussin ()、(3,6)-3,6-二苄基哌嗪-2,5-二酮 () 和 4-(乙酰氨基)苯甲酸 (),从海洋海绵相关真菌 KUFA 0062 的培养物中分离得到。化合物,,,,, 和 测试了它们对革兰氏阳性和革兰氏阴性参考菌株以及从环境中分离的多药耐药菌株的抗菌活性。只有 对 ATCC 29213 和 ATCC29212 以及耐甲氧西林金黄色葡萄球菌 (MRSA) 和万古霉素耐药肠球菌 (VRE) 菌株均表现出抑制作用。 和 还显著减少了 ATCC 25922 中的生物膜形成。此外, 和 对 MRSA 66/1 与 oxacillin 表现出协同作用,而 对 1410/1 与抗生素 colistin 表现出强烈的协同作用。还测试了化合物,,,,, 和 以及粗提取物对八种癌细胞系:HepG2、HT29、HCT116、A549、A375、MCF-7、U-251 和 T98G 的细胞毒性作用。除了,,, 和 之外,所有化合物对所有测试的癌细胞系均表现出细胞毒性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1ffd/5923406/6b6ef9391fed/marinedrugs-16-00119-g001.jpg

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