Structurally diverse bufadienolides from the skins of Bufo bufo gargarizans and their cytotoxicity

Abstract Natural products, with their extensive chemical diversity, distinctive biological activities, and vast reservoirs, provide a robust foundation for advancing cancer therapeutics. A comprehensive phytochemical investigation of the skins from Bufo bufo gargarizans afforded two new bufadienolid...

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Main Authors: Lingjie Meng, Qian Cao, Xinyi Du, Huijing Lv, Chengjin Li, Xiaoke Zhang, Nian Jiang, Yi Xiao
Format: Article
Language:English
Published: Nature Portfolio 2024-11-01
Series:Scientific Reports
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Online Access:https://doi.org/10.1038/s41598-024-79194-5
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author Lingjie Meng
Qian Cao
Xinyi Du
Huijing Lv
Chengjin Li
Xiaoke Zhang
Nian Jiang
Yi Xiao
author_facet Lingjie Meng
Qian Cao
Xinyi Du
Huijing Lv
Chengjin Li
Xiaoke Zhang
Nian Jiang
Yi Xiao
author_sort Lingjie Meng
collection DOAJ
description Abstract Natural products, with their extensive chemical diversity, distinctive biological activities, and vast reservoirs, provide a robust foundation for advancing cancer therapeutics. A comprehensive phytochemical investigation of the skins from Bufo bufo gargarizans afforded two new bufadienolide derivatives identified as bufalactamides A and B (1–2), along with six known compounds: argentinogenin (3), desacetylcinobufagin (4), desacetylcinobufaginol (5), cinobufaginol (6), bufalin (7) and gamabufalin (8). The structural elucidation of these compounds was meticulously carried out by analyses of spectroscopic data (1D and 2D NMR, HR-ESIMS), and comparison with the literature data. Plausible biosynthetic pathways for the new compounds were also discussed. Moreover, the cytotoxicity of the compounds was investigated using various cancer cell lines, including lung cancer (A549), colon cancer (HCT-116), liver cancer (SK-Hep-1), and ovarian cancer (SKOV3). Our research findings indicated that compounds 3, and 6–8 exhibit potent cytotoxic activity (IC50 < 2.5 µM). In contrast, compounds 4 and 5 display moderate cytotoxic activity (IC50 < 50 µM) while compounds 1 and 2 show no cytotoxic activity (IC50 > 100 µM). From this data, we conducted a comprehensive analysis of the structure-activity relationships among these compounds.
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spelling doaj-art-13632bc9b3a2451fbeb4e5bb75bdeada2024-11-10T12:25:20ZengNature PortfolioScientific Reports2045-23222024-11-0114111010.1038/s41598-024-79194-5Structurally diverse bufadienolides from the skins of Bufo bufo gargarizans and their cytotoxicityLingjie Meng0Qian Cao1Xinyi Du2Huijing Lv3Chengjin Li4Xiaoke Zhang5Nian Jiang6Yi Xiao7Guizhou Provincial College-based Key Lab for Tumor Prevention and Treatment with Distinctive Medicines, Zunyi Medical UniversityGuizhou Provincial College-based Key Lab for Tumor Prevention and Treatment with Distinctive Medicines, Zunyi Medical UniversityGuizhou Provincial College-based Key Lab for Tumor Prevention and Treatment with Distinctive Medicines, Zunyi Medical UniversityGuizhou Provincial College-based Key Lab for Tumor Prevention and Treatment with Distinctive Medicines, Zunyi Medical UniversityGuizhou Provincial College-based Key Lab for Tumor Prevention and Treatment with Distinctive Medicines, Zunyi Medical UniversityGuizhou Provincial College-based Key Lab for Tumor Prevention and Treatment with Distinctive Medicines, Zunyi Medical UniversityGuizhou Provincial College-based Key Lab for Tumor Prevention and Treatment with Distinctive Medicines, Zunyi Medical UniversityGuizhou Provincial College-based Key Lab for Tumor Prevention and Treatment with Distinctive Medicines, Zunyi Medical UniversityAbstract Natural products, with their extensive chemical diversity, distinctive biological activities, and vast reservoirs, provide a robust foundation for advancing cancer therapeutics. A comprehensive phytochemical investigation of the skins from Bufo bufo gargarizans afforded two new bufadienolide derivatives identified as bufalactamides A and B (1–2), along with six known compounds: argentinogenin (3), desacetylcinobufagin (4), desacetylcinobufaginol (5), cinobufaginol (6), bufalin (7) and gamabufalin (8). The structural elucidation of these compounds was meticulously carried out by analyses of spectroscopic data (1D and 2D NMR, HR-ESIMS), and comparison with the literature data. Plausible biosynthetic pathways for the new compounds were also discussed. Moreover, the cytotoxicity of the compounds was investigated using various cancer cell lines, including lung cancer (A549), colon cancer (HCT-116), liver cancer (SK-Hep-1), and ovarian cancer (SKOV3). Our research findings indicated that compounds 3, and 6–8 exhibit potent cytotoxic activity (IC50 < 2.5 µM). In contrast, compounds 4 and 5 display moderate cytotoxic activity (IC50 < 50 µM) while compounds 1 and 2 show no cytotoxic activity (IC50 > 100 µM). From this data, we conducted a comprehensive analysis of the structure-activity relationships among these compounds.https://doi.org/10.1038/s41598-024-79194-5Bufalactamide ABufalactamide BBufo bufo gargarizansStructural elucidationCytotoxic activity
spellingShingle Lingjie Meng
Qian Cao
Xinyi Du
Huijing Lv
Chengjin Li
Xiaoke Zhang
Nian Jiang
Yi Xiao
Structurally diverse bufadienolides from the skins of Bufo bufo gargarizans and their cytotoxicity
Scientific Reports
Bufalactamide A
Bufalactamide B
Bufo bufo gargarizans
Structural elucidation
Cytotoxic activity
title Structurally diverse bufadienolides from the skins of Bufo bufo gargarizans and their cytotoxicity
title_full Structurally diverse bufadienolides from the skins of Bufo bufo gargarizans and their cytotoxicity
title_fullStr Structurally diverse bufadienolides from the skins of Bufo bufo gargarizans and their cytotoxicity
title_full_unstemmed Structurally diverse bufadienolides from the skins of Bufo bufo gargarizans and their cytotoxicity
title_short Structurally diverse bufadienolides from the skins of Bufo bufo gargarizans and their cytotoxicity
title_sort structurally diverse bufadienolides from the skins of bufo bufo gargarizans and their cytotoxicity
topic Bufalactamide A
Bufalactamide B
Bufo bufo gargarizans
Structural elucidation
Cytotoxic activity
url https://doi.org/10.1038/s41598-024-79194-5
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