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New Guaianolide Sesquiterpene Lactones and Other Constituents from Pyrethrum pulchrum
Planta Medica ( IF 2.1 ) Pub Date : 2021-08-05 , DOI: 10.1055/a-1554-2866
Uugangerel Erdenetsogt 1 , Suvd Nadmid 1 , Christian Paetz 2 , Hans-Martin Dahse 3 , Kerstin Voigt 3 , Choijamts Gotov 4 , Wilhelm Boland 2 , Enkhmaa Dagvadorj 1
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Pyrethrum pulchrum is a rare Mongolian plant species that has been traditionally used as an ingredient in various remedies. Bioactivity-guided fractionation performed on the methanol extract of its aerial parts led to the isolation of 2 previously undescribed guaianolide-type sesquiterpene lactones, namely 1β,10β-epoxy-8α-hydroxyguaia-3,11(13)-dien-6,12-olide (1) and 1,8,10-trihydroxyguaia-3,11(13)-dien-6,12-olide (2), along with the isolation or chromatographic identification of 11 compounds, arglabin (3), 3β-hydroxycostunolide (4), isocostic acid (5), (E)-9-(2-thienyl)-6-nonen-8-yn-3-ol (6), (Z)-9-(2-thienyl)-6-nonen-8-yn-3-ol (7), N 1,N 5,N 10,N 14-tetra-p-coumaroyl spermine (8), chlorogenic acid (9), 3,5-di-O-caffeoylquinic acid (10), 3,5-di-O-caffeoylquinic acid methyl ester (11), 3,4-di-O-caffeoylquinic acid (12), and tryptophan (13). Their structures were assigned based on spectroscopic and spectrometric data. The antimicrobial, antiproliferative and cytotoxic activities of selected compounds were evaluated. The new compounds showed weak to moderate antimicrobial activity. Arglabin (3), the major sesquiterpene lactone found in the methanol extract of P. pulchrum, exhibited the highest activity against human cancer lines, while compound 1 also possesses significant antiproliferative activity against leukemia cells.

中文翻译:

来自除虫菊的新愈创木内酯倍半萜内酯和其他成分

除虫菊是一种罕见的蒙古植物,传统上被用作各种疗法的成分。对其地上部分的甲醇提取物进行的生物活性引导分馏导致分离出 2 种以前未描述的愈创木酚内酯型倍半萜内酯,即 1β,10β-epoxy-8α-hydroxyguaia-3,11(13)-dien-6,12 -olide (1) 和 1,8,10-trihydroxyguaia-3,11(13)-dien-6,12-olide (2),以及 11 种化合物的分离或色谱鉴定,arglabin (3), 3β-羟基木香烯内酯 (4), isocostic acid (5), (E)-9-(2-thienyl)-6-nonen-8-yn-3-ol (6), (Z)-9-(2-thienyl)- 6-nonen-8-yn-3-ol (7), N 1,N 5,N 10,N 14-tetra-p-coumaroyl 精胺 (8), 绿原酸 (9), 3,5-di-O -咖啡酰奎宁酸 (10)、3,5-二-O-咖啡酰奎宁酸甲酯 (11)、3,4-二-O-咖啡酰奎宁酸 (12) 和色氨酸 (13)。它们的结构是根据光谱和光谱数据确定的。评估了所选化合物的抗微生物、抗增殖和细胞毒性活性。新化合物显示出弱到中等的抗菌活性。Arglabin (3) 是 P. pulchrum 甲醇提取物中的主要倍半萜内酯,对人类癌细胞系表现出最高的活性,而化合物 1 也对白血病细胞具有显着的抗增殖活性。
更新日期:2021-08-07
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