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大麻中一种 Nrf-2 刺激的羟化大麻素衍生物 ()。

A Nrf-2 Stimulatory Hydroxylated Cannabidiol Derivative from Hemp ().

机构信息

Department of Pharmacy, School of Medicine and Surgery, University of Naples Federico II, Via D. Montesano 49, 80131 Napoli, Italy.

Indena SpA, Via Don Minzoni, 6, 20049 Settala, Milan, Italy.

出版信息

J Nat Prod. 2022 Apr 22;85(4):1089-1097. doi: 10.1021/acs.jnatprod.1c01198. Epub 2022 Mar 22.

DOI:10.1021/acs.jnatprod.1c01198
PMID:35316044
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9040056/
Abstract

A phytochemical analysis of mother liquors obtained from crystallization of CBD from hemp (), guided by LC-MS/MS and molecular networking profiling and completed by isolation and NMR-based characterization of constituents, resulted in the identification of 13 phytocannabinoids. Among them, anhydrocannabimovone (), isolated for the first time as a natural product, and three new hydroxylated CBD analogues (1,2-dihydroxycannabidiol, , 3,4-dehydro-1,2-dihydroxycannabidiol, , and hexocannabitriol, ) were obtained. Hexocannabitriol () potently modulated, in a ROS-independent way, the Nrf2 pathway, outperforming all other cannabinoids obtained in this study and qualifying as a potential new chemopreventive chemotype against cancer and other degenerative diseases.

摘要

从大麻中 CBD 结晶得到的母液进行植物化学分析（），通过 LC-MS/MS 和分子网络分析进行指导，并对成分进行分离和基于 NMR 的表征，结果鉴定出 13 种植物大麻素。其中，anhydrocannabimovone （）首次作为天然产物分离出来，以及三种新的羟基化 CBD 类似物（1,2-二羟基大麻酚， ，3,4-脱氢-1,2-二羟基大麻酚， 和 hexocannabitriol ， ）。hexocannabitriol （）以不依赖 ROS 的方式强烈调节 Nrf2 通路，优于本研究中获得的所有其他大麻素，有资格成为一种新的针对癌症和其他退行性疾病的潜在化学预防化学型。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/d484844b3765/np1c01198_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/07085b84d415/np1c01198_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/505425cff6f7/np1c01198_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/e93af527c9d3/np1c01198_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/b8c1774ba028/np1c01198_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/8ac1a606715a/np1c01198_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/d484844b3765/np1c01198_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/07085b84d415/np1c01198_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/505425cff6f7/np1c01198_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/e93af527c9d3/np1c01198_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/b8c1774ba028/np1c01198_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/8ac1a606715a/np1c01198_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/668d/9040056/d484844b3765/np1c01198_0006.jpg

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