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大麻二酚的双哌啶基衍生物增强其对黑色素瘤细胞的抗增殖作用。

Bipiperidinyl Derivatives of Cannabidiol Enhance Its Antiproliferative Effects in Melanoma Cells.

作者信息

Lyu Peihong, Li Huifang, Wan Junzhao, Chen Ying, Zhang Zhen, Wu Panpan, Wan Yinsheng, Seeram Navindra P, Chamcheu Jean Christopher, Liu Chang, Ma Hang

机构信息

Bioactive Botanical Research Laboratory, Department of Biomedical and Pharmaceutical Sciences, College of Pharmacy, University of Rhode Island, Kingston, RI 02881, USA.

Department of Dermatology, Affiliated Hospital of Guizhou Medical University, Guiyang 550001, China.

出版信息

Antioxidants (Basel). 2024 Apr 17;13(4):478. doi: 10.3390/antiox13040478.

DOI:10.3390/antiox13040478
PMID:38671925
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11047683/
Abstract

Cannabis and its major cannabinoid cannabidiol (CBD) are reported to exhibit anticancer activity against skin tumors. However, the cytotoxic effects of other minor cannabinoids and synthetic CBD derivatives in melanoma are not fully elucidated. Herein, the antiproliferative activity of a panel of phytocannabinoids was screened against murine (B16F10) and human (A375) melanoma cells. CBD was the most cytotoxic natural cannabinoid with respective IC of 28.6 and 51.6 μM. Further assessment of the cytotoxicity of synthetic CBD derivatives in B16F10 cells identified two bipiperidinyl group-bearing derivatives ( and ) with enhanced cytotoxicity (IC = 3.1 and 8.5 μM, respectively). Furthermore, several cell death assays including flow cytometric (for apoptosis and ferroptosis) and lactate dehydrogenase (for pyroptosis) assays were used to characterize the antiproliferative activity of CBD and its bipiperidinyl derivatives. The augmented cytotoxicity of and in B16F10 cells was attributed to their capacity to promote apoptosis (as evidenced by increased apoptotic population). Taken together, this study supports the notion that CBD and its derivatives are promising lead compounds for cannabinoid-based interventions for melanoma management.

摘要

据报道，大麻及其主要大麻素大麻二酚（CBD）对皮肤肿瘤具有抗癌活性。然而，其他次要大麻素和合成CBD衍生物对黑色素瘤的细胞毒性作用尚未完全阐明。在此，我们筛选了一组植物大麻素对小鼠（B16F10）和人（A375）黑色素瘤细胞的抗增殖活性。CBD是细胞毒性最强的天然大麻素，其IC50分别为28.6和51.6μM。对B16F10细胞中合成CBD衍生物的细胞毒性进行进一步评估，确定了两种带有双哌啶基的衍生物（和）具有增强的细胞毒性（IC50分别为3.1和8.5μM）。此外，还使用了几种细胞死亡检测方法，包括流式细胞术（用于检测凋亡和铁死亡）和乳酸脱氢酶检测（用于检测焦亡），来表征CBD及其双哌啶基衍生物的抗增殖活性。和在B16F10细胞中增强的细胞毒性归因于它们促进凋亡的能力（凋亡细胞群体增加证明了这一点）。综上所述，本研究支持这样一种观点，即CBD及其衍生物是基于大麻素的黑色素瘤治疗干预措施中有前景的先导化合物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e72b/11047683/7a29e5e6f988/antioxidants-13-00478-g011.jpg
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