Limonoid Extracted from Chisocheton macrophyllus Seeds and Their Cytotoxic Activity against MCF-7 Breast Cancer Cell Lines

Meliaceae family consists of various plants that have been used as a source of medicinal plants and limonoid compounds. Limonoid is a compound group of terpenoid which has many bioactivities. One of the species from Meliaceae which produced limonoids is Chisocheton macrophyllus. The n-hexane fraction of the C. macrophyllus seed afforded 3 limonoids, namely 7-deacetylepoxyazadiradione (1), 6α-acetoxydeoxygedunin (2) and 6α-acetoxygedunin (3). Data from a variety of spectroscopic techniques, including as mass spectroscopy, FTIR, 1- and 2-dimensional NMR, were used to identify the secondary metabolite structures, and the PrestoBlueTM, method was used for the cytotoxic assay. Compound (2), known as 6α-acetoxydeoxygedunin, was first reported in this genus. MCF-7 breast cancer cell lines have also been used to assess limonoids compounds (1 - 3). The 2 and 3 were categorized as weak with an IC50 value of 231.26 and 475.87 µg/mL, while compound 1 showed inactive with IC50 values of > 500 µg/mL. These findings encourage further exploration of Meliaceae plants for new bioactive compounds and advance the development of novel cancer treatments. HIGHLIGHTS The n-hexane fraction of the seeds of Chisocheton macrophyllus, yielded three limonoids, 7-deacetylepoxyazadiradione (1), 6α-acetoxydeoxygedunin (2), and 6α-acetoxygedunin (3). 6α-acetoxydeoxygedunin (2) is reported for the first time in this genus, expanding the known chemical diversity of Chisocheton The structures of these compounds were identified through advanced spectroscopic techniques, including mass spectrometry, FTIR, and one- and two-dimensional NMR. Cytotoxicity tests against MCF-7 breast cancer cells showed that compounds 2 and 3 were weakly active with IC50 values of 231.26 μg/mL and 475.87 μg/mL, respectively, while compound 1 was inactive with an IC50 value >500 μg/mL. GRAPHICAL ABSTRACT

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Journal
Trends in Sciences
Published
2025-01-10
DOI
https://doi.org/10.48048/tis.2025.9173
Citations
1
Primary Topic
Phytochemical compounds biological activities
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article
Field-Weighted Citation Impact
0.81
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article

Limonoid Extracted from Chisocheton macrophyllus Seeds and Their Cytotoxic Activity against MCF-7 Breast Cancer Cell Lines

Khalijah Awang, Dewa Gede Katja, Kansy Haikal, Intan Rahmayanti et al.
1 citations
Trends in Sciences
Phytochemical compounds biological activities
0.81
article

Limonoid Extracted from Chisocheton macrophyllus Seeds and Their Cytotoxic Activity against MCF-7 Breast Cancer Cell Lines

Khalijah Awang, Dewa Gede Katja, Kansy Haikal, Intan Rahmayanti, Unang Supratman, Al Arofatus Naini, Siska Elisahbet Sinaga, Nurlelasari Nurlelasari
article en
1 citations

Abstract

Meliaceae family consists of various plants that have been used as a source of medicinal plants and limonoid compounds. Limonoid is a compound group of terpenoid which has many bioactivities. One of the species from Meliaceae which produced limonoids is Chisocheton macrophyllus. The n-hexane fraction of the C. macrophyllus seed afforded 3 limonoids, namely 7-deacetylepoxyazadiradione (1), 6α-acetoxydeoxygedunin (2) and 6α-acetoxygedunin (3). Data from a variety of spectroscopic techniques, including as mass spectroscopy, FTIR, 1- and 2-dimensional NMR, were used to identify the secondary metabolite structures, and the PrestoBlueTM, method was used for the cytotoxic assay. Compound (2), known as 6α-acetoxydeoxygedunin, was first reported in this genus. MCF-7 breast cancer cell lines have also been used to assess limonoids compounds (1 - 3). The 2 and 3 were categorized as weak with an IC50 value of 231.26 and 475.87 µg/mL, while compound 1 showed inactive with IC50 values of > 500 µg/mL. These findings encourage further exploration of Meliaceae plants for new bioactive compounds and advance the development of novel cancer treatments. HIGHLIGHTS The n-hexane fraction of the seeds of Chisocheton macrophyllus, yielded three limonoids, 7-deacetylepoxyazadiradione (1), 6α-acetoxydeoxygedunin (2), and 6α-acetoxygedunin (3). 6α-acetoxydeoxygedunin (2) is reported for the first time in this genus, expanding the known chemical diversity of Chisocheton The structures of these compounds were identified through advanced spectroscopic techniques, including mass spectrometry, FTIR, and one- and two-dimensional NMR. Cytotoxicity tests against MCF-7 breast cancer cells showed that compounds 2 and 3 were weakly active with IC50 values of 231.26 μg/mL and 475.87 μg/mL, respectively, while compound 1 was inactive with an IC50 value >500 μg/mL. GRAPHICAL ABSTRACT

Trends in SciencesVol. 22(3)
University of Malaya (MY), Center for Innovation (US), Sam Ratulangi University (ID), Padjadjaran University (ID)
Openalex Percentile: Top 31%
Phytochemical compounds biological activities
0.81
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