New Alkyl ( E )-5-(Methylsulfinyl) Pent-4-Enoates from Raphanus sativus Seeds
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New Alkyl (E)-5-(Methylsulfinyl) Pent-4-Enoates from Raphanus sativus Seeds Shaohua Yu 1 & Shiming Zhang 3 & Chuanhou Li 1,4 Mallikarjuna Rao Pichika 5 & Honglei Zhou 1,2
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Yanjun Zhu 1
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Kit-Kay Mak 3,5
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Received: 25 March 2020 / Accepted: 1 September 2020 # Sociedade Brasileira de Farmacognosia 2020
Abstract Two new alkyl (E)-5-(methylsulfinyl) pent-4-enoates were isolated from the seeds of Raphanus sativus L., Brassicaceae. The compounds were identified as methyl-(E)-5-(methylsulfinyl) pent-4-enoate and ethyl-(E)-5-(methylsulfinyl) pent-4-enoate using 1D and 2D NMR and HR-EI-MS. Keywords Brassicaceae plant . Radish semen . Sulfur-containing constituents . 4-Methylthio-butanyl derivative
Introduction The Brassica-based diet, consisting of cruciferous vegetables, is well known as a healthy diet and is highly recommended to maintain health. The relationship between vegetable consumption and its effects on various diseases and/or disorders, such as hyperlipidemia, hypertension, and cancer, have been widely studied (Barillari et al. 2006; Wang et al. 2014; Borgi et al. 2016; Aune et al. 2017). The consensus on a vegetable diet that benefits health has indicated the existence of healthpromoting metabolites from vegetables from the genus Electronic supplementary material The online version of this article (https://doi.org/10.1007/s43450-020-00097-3) contains supplementary material, which is available to authorized users. * Honglei Zhou [email protected]; [email protected] 1
College of Pharmacy, Shandong University of Traditional Chinese Medicine, Jinan 250355, Shandong Province, People’s Republic of China
2
Key Laboratory of Molecular Pharmacology and Drug Evaluation (Yantai University), Ministry of Education, Yantai University, Yantai 264005, People’s Republic of China
3
School of Postgraduate Studies and Research, International Medical University, 126, Jalan Jalil Perkasa 19, 5700 Bukit Jalil, Kuala Lumpur, Malaysia
4
Shangdong Medical College, Linyi 276000, China
5
Pharmaceutical Chemistry Department, School of Pharmacy, International Medical University, 126, Jalan Jalil Perkasa 19, 5700 Bukit Jalil, Kuala Lumpur, Malaysia
Brassica. Raphanus sativus L., Brassicaceae, commonly known as the radish, is a well-known Brassica vegetable and is a part of a regular diet. Studies have reported nutraceutical benefits from the tuber extracts R. sativus, including hepatoprotective effects (Baek et al. 2008), antioxidant effects (Lugasi et al. 2005; Beevi et al. 2012), anti-inflammatory effects (Kook et al. 2014), and diminished zearalenone toxicity (Zareba et al. 2007). In addition, the seeds of R. sativus (radish semen) are widely used in China and other Asian countries as folk medicine for the treatment of many diseases (Sham et al. 2013; Lin and Gu 2020). Phytochemical studies on radish semen have shown the presence of various compounds, such as glucosinolates, isothiocyanates, and erucic acid, with different bioactivities. 4-Methylthio-butanyl derivatives were found to be th
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