Three novel quinolinone alkaloids from the leaves of <i>Melicope denhamii</i>

Saputri, Ratih Dewi; Retnowati, Rurini; Supratman, Unang; Tjahjandarie, Tjitjik Srie; Tanjung, Mulyadi

doi:10.1080/14786419.2021.1960524

Cited by 6 publications

(4 citation statements)

References 14 publications

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“…Only Melicodenine J and Melicodenine F showed high activity against HeLa with IC 50 values of 1.8 and 0.8 μM, respectively, among the tested compounds. Other compounds were inactive on MCF‐7 and P‐388 cancer cells [65] . Similarly, meliquercifolins A and melicodenines I showed high cytotoxicity against HeLa with IC 50 values of 2.6 and 1.1 μM, respectively, but no effect against MCF‐7 and P‐88 [63] .…”

Section: Melicope Species and Their Chemical Constituentsmentioning

confidence: 97%

“…Other compounds were inactive on MCF-7 and P-388 cancer cells. [65] Similarly, meliquercifolins A and melicodenines I showed high cytotoxicity against HeLa with IC 50 values of 2.6 and 1.1 μM, respectively, but no effect against MCF-7 and P-88. [63] Nguyen et al [66] isolated several compounds-melicoptines A, B and C, as well as flindersine from whole plants M. pteleifolia -and evaluated the cytotoxicity against human non-small cell lung cancer (A549), human cervical cancer (HeLa), human Burkitt's lymphoma (Raji) and normal fibroblasts (NIH-3T3).…”

Section: Molecular Mechanism Of Anticancer/cytotoxic Activities Of Me...mentioning

confidence: 98%

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A Review of the Ethnomedicinal, Phytochemical, and Anticancer Properties of Melicope Species

Adewale Ahmed,

Hossain,

Pei Cee

et al. 2023

Chemistry & Biodiversity

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The genus Melicope, which consists of 230 species, stands out as the largest genus within the Rutaceae family. Melicope species are characterized by their evergreen nature and can range from shrubs to predominantly dioecious trees. The Melicope species have been utilized in traditional medicine to address a wide range of ailments, including fever, colds, cramps, and inflammation. These plants have gained significant attention due to their noteworthy ethnopharmacological and ethnomedicinal significance. Researchers have isolated numerous biologically active secondary metabolites from different Melicope species, which include polymethoxylated flavonoids, furanocoumarins, acetophenones, benzenoids, and quinolone alkaloids. These compounds exhibit diverse biological activities, such as antibacterial, antidiabetic, antifungal, and antiproliferative properties against human cancer cell lines. This review provides an update on the chemical constituents of the selected species of Melicope. The study also highlights the anticancer and cytotoxicity properties of the plant extracts and phytochemical constituents from Melicope species. Furthermore, the molecular mechanisms underlying the anticancer effects are elucidated. Overall, this review contributes to understanding the significant pharmacological potential of Melicope species and unlocking their chemical composition, emphasizing their relevance in the development of therapeutic agents, particularly in the field of cancer research.

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Section: Melicope Species and Their Chemical Constituentsmentioning

confidence: 97%

Section: Molecular Mechanism Of Anticancer/cytotoxic Activities Of Me...mentioning

confidence: 98%

A Review of the Ethnomedicinal, Phytochemical, and Anticancer Properties of Melicope Species

Adewale Ahmed,

Hossain,

Pei Cee

et al. 2023

Chemistry & Biodiversity

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“…The cytotoxic activity of lignans (1 and 2) against cervical cancer cells (HeLa), was conducted using the MTT assay according to the method described by colorimetric method. [4][5][6][7] The HeLa cells were cultured in RPMI 1640 medium with 1 mL fetal bovine serum (FBS), 100 µg/mL streptomycin, and 100 µg/mL penicillin added at 37 o C in a 5% CO2 incubator for 48 hours. Lignans (1-2) in the variation concentration were added to the HeLa cells and then incubated for 24 hours at 37 °C with a 5% CO2 incubator in the 96-well plate respectively.…”

Section: Cytotoxic Activitymentioning

confidence: 99%

Isolation of Lignans from The Stem Bark of Willughbeia coriacea and Their Cytotoxic Activity

2023

TJNPR

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Willughbeia coricea Wall is a herbal medicine to treat diarrhea in Dayak People, Kalimantan, Indonesia. This study aims to determine the structure of the lignans and their anticancer activity against cervical cancer cells (HeLa). Two lignan derivatives, (+)-pinoresinol (1) and alyterinate A (2), were isolated from the roots of the W. coricea Wall. The structures of 1 and 2 were determined based on UV, IR, HRESIMS, 1D (1H and 13C), and 2D NMR (HMQC and HMBC) spectroscopic analysis. Compounds 1-2 showed moderate activity against HeLa cells with an IC50 value of 10.1 and 12.5 μM, respectively.

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“…Heterocyclic compounds, especially nitrogen heterocycles, are the most significant structural compounds in the pharmaceutical and agrochemical industries . Among them, the quinolinone skeleton represents an important class of nitrogen heterocycles, which exhibits valuably potent bioactivities . Melicodenine G, for instance, shows appreciable antiproliferative activity against DLD-1 human colon cancer cells .…”

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confidence: 99%

Enantioselective Construction of C4-Quaternary Quinolinones via Copper(II)-Catalyzed Asymmetric [1,3] O-to-C Rearrangement

Xiong,

Xu,

Zhou

et al. 2023

Org. Lett.

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An efficient asymmetric [1,3] O-to-C rearrangement of quinolin-2(1H)-ones enabled by a chiral bisoxazoline/ copper complex has been developed. This strategy tolerated a wide range of substrates to provide a series of 1,4-dihydroquinoline-2,3diones containing a quaternary stereocenter. A further cyclization of the [1,3] O-to-C rearrangement products was also realized, which led to various optically active 3,4-dihydroquinolin-2-ones with broad substrate scope.

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Three novel quinolinone alkaloids from the leaves of Melicope denhamii

Cited by 6 publications

References 14 publications

A Review of the Ethnomedicinal, Phytochemical, and Anticancer Properties of Melicope Species

A Review of the Ethnomedicinal, Phytochemical, and Anticancer Properties of Melicope Species

Isolation of Lignans from The Stem Bark of Willughbeia coriacea and Their Cytotoxic Activity

Enantioselective Construction of C4-Quaternary Quinolinones via Copper(II)-Catalyzed Asymmetric [1,3] O-to-C Rearrangement

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