Cytotoxic prenylated flavonoids from the leaves of Macaranga indica

Huonga, Doan Thi Mai; Vu, Le Tran Nguyen; Cúc, Nguyễn Thị; Nhiệm, Nguyễn Xuân; Tài, Bùi Hữu; Kiệm, Phan Văn; Litaudon, Marc; Thach, Tran Dang; Minh, Châu Văn; Pham, Van Cuong

doi:10.1016/j.phytol.2019.09.001

Cited by 16 publications

(9 citation statements)

References 11 publications

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“…These results showed lignans, 1-4, possessing weak cytotoxic activity with IC 50 values ranging from 32.61-95.18 µg/mL. The results agreed to published researches on cytotoxic activity of (+)-aptosimon (1, IC 50 >10 µg/mL for MCF7) [15], (+)-isolariciresinol (2, IC 50 > 100 µg/mL for KB, MCF7, HepG2, and Lu) [16], (-)-cleomiscosin A (3, IC 50 = 132 ± 112 µg/mL) and (-)-cleomiscosin C (4, IC 50 > 250 µg/mL) for MCF7) [17].…”

Section: Resultssupporting

confidence: 89%

Lignans From Leaves of Amesiodendron Chinense and Their Cytotoxic Activity

Ban

Van

Chien

et al. 2020

JST

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From leaves of Amesiodendron chinense (Mer.) Hu four lignans (+)-aptosimon (1), (+)-isolariciresinol (2), (-)-cleomiscosin A (3), and (-)-cleomiscosin C (3) were isolated. Their structures were determined by spectroscopic analysis including MS, 1D and 2D NMR as well as by comparison with reported data in literature. All compounds were evaluated for cytotoxic activities against five human cancer cell lines, KB, SK-LU-1, MCF-7, HepG-2, and SW-480. They showed weak cytotoxic activity on five tested human cancer cell lines with IC50 values ranging from 32.61 to 95.18 µg/ml.

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Section: Resultssupporting

confidence: 89%

Lignans From Leaves of Amesiodendron Chinense and Their Cytotoxic Activity

Ban

Van

Chien

et al. 2020

JST

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“…Kuwanon C ( 166 ) and morusinol ( 207 ) are from Morus alba root bark and showed cytotoxicity against THP-1 human monocytic leukemic cells with IC 50 values of 1.7 and 4.3 µ M, respectively (Zelová et al 2014 ). Three flavonols, macarindicin E ( 199 ), macadenathin B ( 200 ), and macarindicin F ( 227 ), each bearing a pyran ring showed stronger cytotoxic activity than macarindicin D ( 63 ) and glyasperin A ( 168 ) as well as the non-prenylated flavonoids, kaempferol, quercetin, and quercitrin (Huonga et al 2019 ). Artonin E ( 202 ) is from the bark of Artocarpus elasticus and possessed cytotoxicities against MCF-7 and MDA-MB-231 cells with IC 50 values of 2.6 and 13.5 µ g/mL, respectively (Ramli et al 2016 ).…”

Section: Biosynthesis Of Prenylated Flavonoidsmentioning

confidence: 99%

Phytochemistry and pharmacology of natural prenylated flavonoids

Wang

Luo

et al. 2023

Arch. Pharm. Res.

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Prenylated flavonoids are a special kind of flavonoid derivative possessing one or more prenyl groups in the parent nucleus of the flavonoid. The presence of the prenyl side chain enriched the structural diversity of flavonoids and increased their bioactivity and bioavailability. Prenylated flavonoids show a wide range of biological activities, such as anti-cancer, anti-inflammatory, neuroprotective, anti-diabetic, anti-obesity, cardioprotective effects, and anti-osteoclastogenic activities. In recent years, many compounds with significant activity have been discovered with the continuous excavation of the medicinal value of prenylated flavonoids, and have attracted the extensive attention of pharmacologists. This review summarizes recent progress on research into natural active prenylated flavonoids to promote new discoveries of their medicinal value. Supplementary Information The online version contains supplementary material available at 10.1007/s12272-023-01443-4.

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“…flavonoid compounds have an extraordinary spectrum of pharmacological activities such as antioxidant, antibacterial, cytotoxic, and estrogenic, most notably their potential role as anticancer [8]. Vascular endothelial growth factor receptor (VEGFR) tyrosine kinase is a promising therapeutic target in cancer treatment.…”

Section: Prenylatedmentioning

confidence: 99%

Potential of Prenylated Flavonoid Derivatives from Jackfruit Roots (Artocarpus heterophyllus Lam.) as Liver Anticancer Candidates: In Silico Study

Mardianingrum¹,

Lestary²,

Aji

et al. 2023

J. Kim. Sains Apl.

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Hepatocellular carcinoma (HCC), or liver cancer, is the fourth largest cancer in Indonesia, with 21,392 new cases and around 20,920 deaths. One of the standard drugs for liver cancer patients is lenvatinib, but lenvatinib has dangerous side effects such as hypertension. Previous studies reported that jackfruit root extract (Artocarpus heterophyllus Lam.) contains prenylated flavonoid compounds known to have anticancer activity. This study aims to find compounds that have the potential to the anticancer liver from jackfruit root by understanding the interaction between prenylated flavonoid derivative compounds against the VEGFR2 receptor (PDB ID: 3WZE) in silico. The methods include toxicity and pharmacokinetic screening, drug scanning, docking, and molecular dynamics simulation. The toxicity, pharmacokinetic, and drug scans of cycloartocarpesin are better than lenvatinib. The docking cycloartocarpesin compound showed ∆G -8.49 kcal/mol and Ki 0.59967 M lower than lenvatinib by forming the same hydrogen bond at residue Glu885. The molecular dynamics simulation of the cycloartocarpesin compound in the MM-GBSA calculation method resulted in a ∆Gtotal of -56.641 kcal/mol. The cycloartocarpesin compound is predicted to be used as a candidate for liver anticancer drugs because it has better stability and affinity than lenvatinib.

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Cytotoxic prenylated flavonoids from the leaves of Macaranga indica

Cited by 16 publications

References 11 publications

Lignans From Leaves of Amesiodendron Chinense and Their Cytotoxic Activity

Lignans From Leaves of Amesiodendron Chinense and Their Cytotoxic Activity

Phytochemistry and pharmacology of natural prenylated flavonoids

Potential of Prenylated Flavonoid Derivatives from Jackfruit Roots (Artocarpus heterophyllus Lam.) as Liver Anticancer Candidates: In Silico Study

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