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从 中分离得到的 medicarpin 和 homopterocarpin 是强效和竞争性可逆的人单胺氧化酶-B 抑制剂。

Medicarpin and Homopterocarpin Isolated from as Potent and Competitive Reversible Inhibitors of Human Monoamine Oxidase-B.

机构信息

Department of Pharmacy, and Research Institute of Life Pharmaceutical Sciences, Sunchon National University, Suncheon 57922, Republic of Korea.

Natural Product Research Center, Korea Research Institute of Bioscience and Biotechnology, Cheongju 28116, Republic of Korea.

出版信息

Molecules. 2022 Dec 28;28(1):258. doi: 10.3390/molecules28010258.

DOI:10.3390/molecules28010258
PMID:36615451
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9822396/
Abstract

Thirteen compounds were isolated from the pods and their inhibitory activities against human monoamine oxidase-A (hMAO-A) and -B (hMAO-B) were evaluated. Among them, compounds (medicarpin) and (homopterocarpin) showed potent inhibitory activity against hMAO-B (IC = 0.45 and 0.72 µM, respectively) with selectivity index (SI) values of 44.2 and 2.07, respectively. Most of the compounds weakly inhibited MAO-A, except (prunetin) and . Compounds and were reversible competitive inhibitors against hMAO-B (K = 0.27 and 0.21 µM, respectively). Structurally, the 3-OH group at A-ring of showed higher hMAO-B inhibitory activity than 3-OCH3 group at the A-ring of . However, the 9-OCH3 group at B-ring of showed higher hMAO-B inhibitory activity than 8,9-methylenedioxygroup at the B-ring of (pterocarpin). In cytotoxicity study, and showed non-toxicity to the normal (MDCK) and cancer (HL-60) cells and moderate toxicity to neuroblastoma (SH-SY5Y) cell. Molecular docking simulation revealed that the binding affinities of and for hMAO-B (-8.7 and -7.7 kcal/mol, respectively) were higher than those for hMAO-A (-3.4 and -7.1 kcal/mol, respectively). These findings suggest that compounds and be considered potent reversible hMAO-B inhibitors to be used for the treatment of neurological disorders.

摘要

从豆荚中分离得到 13 种化合物，并评价了它们对人单胺氧化酶-A（hMAO-A）和-B（hMAO-B）的抑制活性。其中，化合物（medicarpin）和（homopterocarpin）对 hMAO-B 表现出较强的抑制活性（IC = 0.45 和 0.72 μM），选择性指数（SI）值分别为 44.2 和 2.07。除了（prunetin）和（medicarpin）外，大多数化合物对 MAO-A 的抑制作用较弱。化合物（medicarpin）和（genistein）是 hMAO-B 的可逆竞争性抑制剂（K = 0.27 和 0.21 μM）。结构上，A 环上的 3-OH 取代基（medicarpin）比 A 环上的 3-OCH3 取代基（genistein）对 hMAO-B 的抑制活性更高。然而，B 环上的 9-OCH3 取代基（medicarpin）比 B 环上的 8,9-亚甲二氧基取代基（pterocarpin）对 hMAO-B 的抑制活性更高。在细胞毒性研究中，（medicarpin）和（genistein）对正常（MDCK）和癌细胞（HL-60）无毒性，对神经母细胞瘤（SH-SY5Y）细胞有中度毒性。分子对接模拟表明，（medicarpin）和（genistein）与 hMAO-B 的结合亲和力（分别为-8.7 和-7.7 kcal/mol）高于与 hMAO-A 的结合亲和力（分别为-3.4 和-7.1 kcal/mol）。这些发现表明，化合物（medicarpin）和（genistein）可被视为潜在的、可逆的 hMAO-B 抑制剂，用于治疗神经退行性疾病。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/395c81cae5ad/molecules-28-00258-g008a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/ef62bebe22fc/molecules-28-00258-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/1983152b283a/molecules-28-00258-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/eac5b0ba083b/molecules-28-00258-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/f1e0f58faa05/molecules-28-00258-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/26d375d3f045/molecules-28-00258-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/44d8e68bf4f5/molecules-28-00258-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/c048f58d7cb0/molecules-28-00258-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/395c81cae5ad/molecules-28-00258-g008a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/ef62bebe22fc/molecules-28-00258-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/1983152b283a/molecules-28-00258-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/eac5b0ba083b/molecules-28-00258-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/f1e0f58faa05/molecules-28-00258-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/26d375d3f045/molecules-28-00258-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/44d8e68bf4f5/molecules-28-00258-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/c048f58d7cb0/molecules-28-00258-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/fbda/9822396/395c81cae5ad/molecules-28-00258-g008a.jpg

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