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来自红藻钝形劳伦氏藻的生物活性鬃毛烯和异鬃毛烯。

Bio-active maneonenes and isomaneonene from the red alga Laurencia obtusa.

作者信息

Bawakid Nahed O, Alarif Walied M, Ismail Ali I, El-Hefnawy Mohamed E, Al-Footy Khalid O, Al-Lihaibi Sultan S

机构信息

Department of Chemistry, Faculty of Science, King Abdulaziz University, PO. Box 80203, Jeddah 21589, Saudi Arabia.

Department of Marine Chemistry, Faculty of Marine Sciences, King Abdulaziz University, PO. Box 80207, Jeddah 21589, Saudi Arabia.

出版信息

Phytochemistry. 2017 Nov;143:180-185. doi: 10.1016/j.phytochem.2017.08.001. Epub 2017 Aug 17.

DOI:10.1016/j.phytochem.2017.08.001
PMID:28822320
Abstract

Three previously undescribed compounds, maneonenes and isomaneonene derivatives; in addition to five known compounds, two cuparene, one chamigrene, and two cis-maneonenes were isolated from the Red Sea red alga Laurencia obtusa. The chemical structures of all unknown metabolites were characterized employing spectroscopic methods and then were further confirmed by single crystal X-ray analysis. Jeddahenyne A has C-5-C-12 etheric linkage and C-13-C-14 carbon-carbon double bond; Jeddahenyne B has in addition to the aforementioned etheric linkage a C-13 carbonyl function and absence of halogenation, unusual features for the maneonenes while 12-debromo-12-methoxy isomaneonene A shows unrecorded methoxylation at C-12. The apoptosis-inducing or inhibiting effect of both compounds on apoptosis of peripheral blood neutrophils was studied.

摘要

从红海红藻钝形凹顶藻中分离出三种之前未描述过的化合物,即鬃毛烯和异鬃毛烯衍生物;此外,还分离出了五种已知化合物,两种古巴烯、一种花侧柏烯和两种顺式鬃毛烯。所有未知代谢物的化学结构均采用光谱方法进行表征,然后通过单晶X射线分析进一步确认。杰达海炔A具有C-5-C-12醚键和C-13-C-14碳-碳双键;杰达海炔B除了上述醚键外,还具有C-13羰基官能团且无卤化,这是鬃毛烯类化合物的不寻常特征,而12-脱溴-12-甲氧基异鬃毛烯A在C-12处显示出未记录的甲氧基化。研究了这两种化合物对外周血中性粒细胞凋亡的诱导或抑制作用。

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