A New Limonoid from the Seeds of Chisocheton lasiocarpus (Meliaceae)

Ronauli Fitriana, N. Nurlelasari, Darwati Darwati, D. Harneti, R. Maharani, T. Mayanti, U. Supratman
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Supratman","doi":"10.20961/ALCHEMY.17.2.44782.%P","DOIUrl":null,"url":null,"abstract":"<p> <strong>A</strong><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: bold; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\"> New Limonoid from the Seeds of </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: bold; font-style: italic; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">Chisocheton lasiocarpus</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: bold; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\"> (Meliaceae). </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: italic; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">Chisocheton</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\"> is one of Meliaceae genus, which has about 53 species spreading in subtropical and tropical regions. One of the species is </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: italic; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">Chisocheton lasiocarpus</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">. </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: italic; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">Chisocheton</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\"> is rich in limonoids that have various biological activities such as anticancer, antimalarial, anti-inflammatory, antifeedant, antiviral, neuroprotective, and antimicrobial properties. This study aims to isolate limonoids from the seeds </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: italic; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">of C. lasiocarpus,</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\"> and determine the structures. The dry powder of seeds of </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: italic; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">C. lasiocarpus</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\"> (203.75 g) was macerated with subsequent </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: italic; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">n</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">-hexane, ethyl acetate, and methanol. Extract of ethyl acetate was separated and purified using chromatography methods until a new limonoid, lasiocarpines (</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: bold; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">1</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">) and one known limonoid, 14β,15β-epoxynimonol (</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: bold; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">2</span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">) were obtained. The purification process was guided by Ehrlich reagent. The chemical structures were identified by UV, IR, </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\"><span style=\"font-size: 0.6em; vertical-align: super;\">1</span></span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">H-NMR, </span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\"><span style=\"font-size: 0.6em; vertical-align: super;\">13</span></span><span style=\"font-size: 8.5pt; font-family: 'Times New Roman'; color: #000000; background-color: transparent; font-weight: 400; font-style: normal; font-variant: normal; text-decoration: none; vertical-align: baseline; white-space: pre-wrap;\">C-NMR, 2D NMR, and mass spectrometry.</span></p><p><span style=\"vertical-align: inherit;\"><span style=\"vertical-align: inherit;\"><br /></span></span></p>","PeriodicalId":7926,"journal":{"name":"Alchemy: Jurnal Penelitian Kimia","volume":"14 1","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2021-08-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"3","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Alchemy: Jurnal Penelitian Kimia","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.20961/ALCHEMY.17.2.44782.%P","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 3

Abstract

 A New Limonoid from the Seeds of Chisocheton lasiocarpus (Meliaceae). Chisocheton is one of Meliaceae genus, which has about 53 species spreading in subtropical and tropical regions. One of the species is Chisocheton lasiocarpus. Chisocheton is rich in limonoids that have various biological activities such as anticancer, antimalarial, anti-inflammatory, antifeedant, antiviral, neuroprotective, and antimicrobial properties. This study aims to isolate limonoids from the seeds of C. lasiocarpus, and determine the structures. The dry powder of seeds of C. lasiocarpus (203.75 g) was macerated with subsequent n-hexane, ethyl acetate, and methanol. Extract of ethyl acetate was separated and purified using chromatography methods until a new limonoid, lasiocarpines (1) and one known limonoid, 14β,15β-epoxynimonol (2) were obtained. The purification process was guided by Ehrlich reagent. The chemical structures were identified by UV, IR, 1H-NMR, 13C-NMR, 2D NMR, and mass spectrometry.


一种新的柠檬类化合物(桔梗科)
一种新的柠檬素属植物。樱桃属是樱桃科的一种,分布在亚热带和热带地区,约有53种。其中一种是Chisocheton lasiocarpus。Chisocheton含有丰富的柠檬素,具有抗癌、抗疟、抗炎、拒食、抗病毒、神经保护和抗菌等多种生物活性。本研究旨在从香果种子中分离柠檬素,并测定其结构。用正己烷、乙酸乙酯和甲醇浸渍干燥后的种子粉末203.75 g。用色谱法分离纯化乙酸乙酯提取物,得到新的柠檬类化合物拉西卡果碱(1)和已知的柠檬类化合物14β,15β-环氧柠檬醇(2)。在埃利希试剂的指导下进行纯化。通过UV、IR、1H-NMR、13C-NMR、2D NMR和质谱等手段对化合物的化学结构进行了鉴定。
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