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来自褐藻的新型单环萜类内酯作为单胺氧化酶抑制剂

New Monocyclic Terpenoid Lactones from a Brown Algae as Monoamine Oxidase Inhibitors.

作者信息

Kwon Jaeyoung, Lee Kyerim, Hwang Hoseong, Kim Seong-Hwan, Park Se Eun, Durai Prasannavenkatesh, Park Keunwan, Kim Hyung-Seop, Jang Dae Sik, Choi Jae Sue, Kwon Hak Cheol

机构信息

Natural Product Informatics Research Center, Korea Institute of Science and Technology, Gangneung 25451, Korea.

Division of Bio-Medical Science & Technology, KIST School, University of Science and Technology (UST), Gangneung 25451, Korea.

出版信息

Plants (Basel). 2022 Jul 31;11(15):1998. doi: 10.3390/plants11151998.

DOI:10.3390/plants11151998
PMID:35956476
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9370394/
Abstract

Algae are unique natural products that can produce various types of biologically active compounds. The 70% ethanol extract of brown algae collected from the East Sea of Korea inhibited human monoamine oxidases A and B enzymes (MAO-A and MAO-B) at a 50 μg/mL concentration. The bioassay-guided isolation was performed through solid-phase extraction and the Sepbox system followed by serial high-performance liquid chromatography on the reverse phase condition, resulting in the identification of two new monocyclic terpenoid lactones, sargassumins A and B ( and ). The planar structures of the compounds were determined by a combination of spectroscopic data. The absolute configurations were determined by the interpretation of circular dichroism data. Compound exhibited mild MAO-A inhibition (42.18 ± 2.68% at 200 μM) and docked computationally into the active site of MAO-A (-8.48 kcal/mol). Although compound could not be tested due to insufficient quantity, it docked better into MAO-A (-9.72 kcal/mol). Therefore, the above results suggest that this type of monocyclic terpenoid lactone could be one of the potential lead compounds for the treatment of psychiatric or neurological diseases.

摘要

藻类是独特的天然产物,能够产生多种生物活性化合物。从韩国东海采集的褐藻的70%乙醇提取物在浓度为50μg/mL时可抑制人类单胺氧化酶A和B(MAO-A和MAO-B)。通过固相萃取和Sepbox系统进行生物测定导向的分离,随后在反相条件下进行系列高效液相色谱分析,从而鉴定出两种新的单环萜类内酯,即马尾藻素A和B(以及)。化合物的平面结构通过光谱数据的组合来确定。绝对构型通过圆二色性数据的解释来确定。化合物在200μM时表现出轻度的MAO-A抑制作用(42.18±2.68%),并通过计算机对接进入MAO-A的活性位点(-8.48 kcal/mol)。尽管由于量不足无法对化合物进行测试,但它与MAO-A的对接效果更好(-9.72 kcal/mol)。因此,上述结果表明,这类单环萜类内酯可能是治疗精神疾病或神经疾病的潜在先导化合物之一。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/22e490744e31/plants-11-01998-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/d0d82674e03a/plants-11-01998-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/25f144b89811/plants-11-01998-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/4e72eb8a37c6/plants-11-01998-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/983c1873e0f0/plants-11-01998-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/22e490744e31/plants-11-01998-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/d0d82674e03a/plants-11-01998-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/25f144b89811/plants-11-01998-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/4e72eb8a37c6/plants-11-01998-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/983c1873e0f0/plants-11-01998-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/939e/9370394/22e490744e31/plants-11-01998-g005.jpg

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